I confess I let an older guy fuck me when I was 16.

When I was around 15, I started going on chat rooms and chatting with older guys. I was not and still do not consider myself gay, but when I get really horny I get in this depraved sense of mind. I'd get horny doing something I think is otherwise disgusting. Anyway, nothing got me hornier than knowing these older guys wanted to use my ass. I loved chatting with married guys because I knew they were paranoid about keeping it a secret like me. I had a lot of depraved convos with older guys about fucking my ass and making me their slutboi. I'd cum, always feel mega jackoff remorse, close the chat, and usually block them.

At some point I built up the courage to have phone sex with some guys. I would get older guys to give me their number and call it with *67 so they couldn't call me back. Pretty much whenever I was home alone I'd hit the chatrooms and find guys to phonefuck me. I was usually pretty shy on the phone, but I loved when a guy was really verbal and would call me names, faggot, etc, while we were moaning over the phone. We'd cum together moaning in extacy and hang up right after. Despite my post cum remorse, I would always go back. At times, when my family was asleep, I'd take my phone and a jizz napkin in the shed behind the house in the middle of the night to get off like this. I get both disgusted and horny thinking about moaning "fuck me harder daddy!" to some old guy states away, in middle of the night, in my filthy shed.

So now to the fucking: One day, I start chatting with an 50 something year old married guy and I don't quite exactly remember why, but we ended up jacking off together from time to time on messenger. He lived a few counties away from me, but in the same state. I don't think we ever phonefucked, but at one point he definitely convinced me to get a webcam, and I would cam for him. We had many horny conversations about him fucking me in front of his wife, etc. I'd always cum on cam for him and feel that remorse, I never showed him my face though.

We started having conversations about how we should meet and fuck, and it was always just jerkoff fodder. We were both to paranoid to actually do it. One weekend when the family was gone for the day we had a pretty long edging session early. We both were in an extremely horny state of mind I guess, because we decided to go for it. We stopped jerking off, our balls full with cum, to save for our depraved encounter. We worked out a plan were I would take a bus to a point where he would meet me and we'd walk to a motel nearby.

The moment I walked out of my house my heart was beating like crazy, but I felt hornier than I ever have. I'd never even taken the bus before, but my horniness made me so willing to do anything. When I go off the bus I saw the him wearing the clothes he described. He wasn't ugly, buy he was certainly a man in his fifties, a bit overweight and stocky. When I walked up to him, we were both very nervous and just said things like "are you ready for this" and "I cant wait." I started getting so horny as we walked, I started getting so horny though, and started thoughing his cock through his pants. Probably not the best idea since he was 50 something and I was young, but I was horny.

When we got in the motel room, my heart was pounding and my cock was throbbing. We took off our clothes and I lay on the bed naked. Keep in mind I was a complete virgin, only had a few fingers in my ass when I cammed for him, but was horny for cock. I had my first foreplay with this guy as we humped each other for a good 30 min. My cock was leaking at this point rubbing all over this hairy guy. We 69ed until I about burst and then gave him head while my cock softened a bit. I started pushing his cock on my tight asshole and we knew it was time.

He lubed up my ass with his fingers and slowly stretched me out a bit. It hurt and almost made me cum at the same time. He worked my ass with his fingers for a bit, until I told him to try to get inside me. He worked on a condom and dumped some more lube on his cock. I lay missionary while he started working his cock inside me. It was uncomfortable at first, but wasn't long before my cock was rock hard as his saggy balls slapped my ass. We started talking dirty. We didn't even know eachothers names. He moan "you like my cock boy!" and I responded, "fuck me daddy!"

He told me he loved me and I responded I love him too. I vividly remember this and making out while he fucked me. I confess my first kiss was this horny old man I met on messenger. He asked if he could take the condom off and I said fine. I didn't really understand how dumb that was at the time, but he was married I didn't think he had a std since he told me I was his first male fuck.

When he slid in me bareback, it felt so good. We kissed as he fucked me a few more minutes and then I told him I was gonna cum. A few strokes of my cock and I blew all over my chest and face with his cock still sliding in and out of me. Needless to say, I felt immediate disgust and discomfort. My cock got soft and I got quite but he just started pounding away harder. I'm not sure he fucked me harder because he saw I was uncomfortable and in pain and was trying to finish to get it over with for me or because the pain on my face made him hornier, but he pumped until he moaned "I'm gonna breed you boy!" Then stuck his tongue down my mouth while he pumped his seed deep inside me. He collapsed on top of me, his heart beating through me.

After a min or so he slid his beating semi out of my hole and just started cleaning himself up and getting dressed. I followed and there were few words after and we didn't look at eachother. We pretty much just dressed and I walked alone to the bus stop feeling dirty.

I blocked him when I got home and we never talked again.

I cannot deny her. All she said to me upon coming home from work was “ASHTRAY NOW! ” in an affirmative tone. Yes GODDESS, I responded. I hurriedly took to the bedroom, stripped and started filling my condom with cigarette butts separated from the filters, and ashes. Then I bent over and spread my ass to open my hole. There were 5 half smoked cigarettes on a plate. I knew what they were for. She loves shoving them in my ass! The menthol burns, as she pours the glass full of her piss after I place myself on the bed. The cigarettes in my ass soak up her piss and immediately react with the menthol making my hole burn and throb. With my condom encasing my little dick and balls she tells me “only gay porn, and today it will be gay scat porn only” she starts to exit the bedroom and turns and says let’s have a smoke first. She uses my mouth as her ashtray and rubs ashes from a container she saves for these occasions into my tits and body as she smokes. I’m already leaking precum in my ashtray filled condom and she tugs it and brings the tobacco into my little dick. She finishes her cigarette and says I’ve got three hours to edge. “Hold the cigarettes in your sissy ass for as long as you can” and “I expect you to stroke the whole time”. “I’ll be back when I want another smoke sissy” she exits the bedroom and I start stroking the dry tobacco and butts in my condom fringing my sissy dick raw. After pissing the menthol tobacco really starts to burn! It’s uncomfortable and humiliating as well as degrading but when she tells me she gets off on humiliating me and she sits out on the couch getting herself off I cannot resist being her sissy faggot ashtray. She never wants to fuck, she gets off degrading me. It’s really a special occasion if she masturbates in front of me as she flicks her ashes in my mouth or puts her cigarettes out on my dick (she cums so hard as she tamps out her cigarette on my little sissy dick). I just confess I cannot deny her her power and control that gets her off. I wonder every day what could be next for me. 

My second year of junior college, my friends were living in a rental duplex in the neighborhood most of us grew up in. It was like 3 bedrooms and we crammed 9 guys in there. It was worse when the other guys were in relationships too because I was never comfortable lying in bed, trying to sleep, while some hottie bit her lip trying not to moan as she got finger banged. Sometimes I’d walk in and just them making out would make me turn around, get in the car, and go for a long drive.

That was when I got in an accident.

I don’t remember any of it. The other driver had T-boned me after, according to him, I ran a red light. But I was the slow, patient driver that braked on yellow. And he had five wrecks. Insurance did most of the work and there was one witness who said the other guy was speeding and that alone made him responsible and I didn’t have to pay.

But I also didn’t have a car for a few months while the court case was being fought. My insurance didn’t get me a rental either. Thanks, Obama.

Only one other guy had a car in the house and we couldn’t all fit so…

My mom drove us.

She lived just four blocks away and she was a cool, stay-at-home mom. Most of the guys knew her since elementary school when she chaperoned field trips and when we got to hanging out in high school, she’d never bust us for sneaking a few drinks during poker games in the basement. That first she came down for frozen pizzas, we freeze, waiting for trouble, yelling, a lecture, a look, anything. But she never mentioned it. By senior year, we didn’t even pretend to hide our Solo cups. And the guys liked her, joking the way guys do about my hot mom, her fake tits (no proof of that!), and how she’d get dressed up for giving us a ride to school while we were in ripped jeans and faded T-shirts. She wanted it, they were sure, and sometimes they’d flirt, “Looking nice, Mrs. Stevens. New perfume?”

But there’s still something about being in college, on crutches, and having my mom drop me off at school that I couldn’t get over. The car rides were quiet.

She had a mini-van and the guys in back would whisper and giggle and I’d hear, “Would you rather…” then a bunch of text alerts and my phone would vibrate and I’d look and it’d be like two photos of porn stars covered in jizz that I’d avert from my mom’s view.

Everyone would respond to the group text and if I didn’t, I’d get ragged on so I’d pick.

On our drive home from class, this kid Blake sent one that made me turn around and go, “Really?!”
He’d sent, “For half a million dollars, would you rather get fucked in the ass or in the mouth? Both to completion. Like inside.”

Everyone had pretty much the same reaction, calling him gay, refusing to answer. He swore that was the game, two awful choices and you had to pick one.

“What’d this one say?” My mom asked. She was smart enough to know the game they were playing.

“Forget it,” I said. The drive was slow. A lot of crosswalks with students that never paused.

“I want to play. It seems like you’re all having fun.”

“They like it because it makes me uncomfortable. Assholes.”

“Let her play!” all the guys chimed in.

“So would you rather…” She paused to think, tapping on the steering wheel. “Asparagus or broccoli?”

The guys all laughed.

“That’s not really the game,” I said.

“I’m just warming up! And it’s practical. I thought I’d make you boys something with vitamins. Keep you fitting into clothes and looking good.”

“It’s got to be two tough choices,” I said.

“This wasn’t a game when I was a kid,” she told us.

“It’s got to be something awful or sexual or maybe two options so good that it’s tough to choose either,” Gabe said.

“It’s not really something I want to play with my mom.”

“Give me an example. What’d Blake ask?”

There was a silence at a light as everyone looked around at who’d man up and say it.

“Anal or oral,” Blake said.

The light turned green in the silence and the car revved up. “Both,” she said.

“Oh god,” I groaned.

The boys cheered like mad. “Yeah, Mrs. Stevens!”

“What? They’re both fun if you’re in the mood.”

“Kill me,” I muttered. She smacked my leg playfully.

“Blake asked that?” she said, looking in the rearview. Blake was in the middle of the bench seat in back between Tommy and Michael. “All right, then Blake, would you rather jerk off Tommy or Michael?”

The two guys in the pilot seats, Gabe and Louis, turned and laughed and high-fived as Blake just shook his head and Tommy and Michael looked out the window, inching away from Blake.

“I answered yours! Let’s hear yours? Or you going to say ‘Both’ too?” She was a devil of a woman.

“I don’t know… Michael looks like a virgin so he’d probably finish quickest.”

There was a chorus of “Ew!” “Gay.” “Gross, dude.” And Michael was adamant he’d made it with like twenty girls last week.

“Sure, Mike,” Mom said, giggling, teasing.

“All right, all right. Um…” He was desperate to get her back, but all of this was really just an attack on me. “Who would you rather?”

“Between Mike and Tommy?”

“Between all of us.”

She thought about it as she turned “I thought these were supposed to be tough choices.”

I wasn’t sure where we were. It was a cornfield, which were common around her, but usually just on one side. We were surrounded and the only buildings in front were grain silos and farm houses and there wasn’t any traffic coming our way or tailing us.

“Do you have a choice?” Mike asked.

She pulled over into a shaded spot. “The only tough part about this is having to choose at all.”

“Whoa, hold on,” I said.

Mom undid her seatbelt and as it went up, so did her sundress letting her bare, bouncing breasts hang out. I’ll never forget her tan marks.
She got in back before the guys knew what to do and she was on her knees between Gabe and Louis and one hand was fumbling with both zippers. “One of you better get up here and fill my mouth.”

“Are you sure?”

“I’ve done the math. There’s enough room for everyone in every hole and every hand.”

“Mrs. Stevens,” Michael said, unsure. But Blake undid his pants and stepped up and slid his uncircumcised cock in her mouth, putting his hands on her head. She went down deep on him then came off, licking his shaft to his tip.

She’d gotten Gabe’s and Louis’s pants undone and told them to take them off. “Who wants which hole? We got a pussy and an ass that needs filling and Blake can’t do it all himself.”

“I’ll take pussy,” Louis said, trembling.

“So Gabe gets the ass. Don’t worry about hurting me. John,” she said to me licking up Blake’s shaft again. “Open the glove compartment and get Gabe some lube. Always use lube boys. A lot of it.”

I couldn’t. I was frozen.

My mom, topless and in a thong and strappy heels, bent over my friend’s cock with four others out, ready to get stroked, sucked, and fucked. I couldn’t aid this. But I couldn’t leave either.

“John!” she snapped. But she was impatient for her fucking and got up to shuffle on her knees to the glove box for her lube. KY.

“Okay, boys,” she said. “Some rules first. No telling anyone about it, but you should all be taking videos and photos. You’re not in charge. I am. You stop when I say, not after, definitely not before. All those cocks are going to get drained. When you need to finish, on my face, chest, ass, stomach, hands, wherever, but not inside me. On me. And please, call me ‘Mom.’”

She adjusted the rearview so I could see, if I wanted. I peeked. Then watched. Getting aroused. Wanting it too. Wanting her to be anyone else’s mom or my stepmom or a stranger. But she wasn’t. She was my mom. And I watched my friends fuck fill both holes, her mouth. She jerked them slowly, then quickly, asking them if they wanted to cum, then stopping to edge a bigger cumshot out of them. She switched people at will. There was a lot of bumping around and at one point she was getting railed by just Blake in the ass and she was right by me and she kept looking up, smiling at me, licking her lips.

The guys would shoot cum on her face and it’d drip off as they kept fucking her. When they had finished once, she made them keep going. I think each finished three times and she tried milking more out. She was dripping. And smiling.

“Okay, let’s all get out so we can get dressed more easily.”

The boys all filed out of the van, listening to her. But she slid the door closed.

“It’s our turn, baby,” she said and kissed me with cummy lips. “I saw you watching. I know you wanted a turn. Well now I’m all yours.”

The windows were tinted and the guys couldn’t see what was happening but they tried to open the doors and peek in but since the car was off, they knew they weren’t stranded at least.

Meanwhile, Mom led me to the back where she sat on me, kissing me, letting their cum drip off her face, pressing her jizzed on breasts against my bare chest. It was gross…but I liked it.
She pulled my cock out and slowly gyrated her hips as she slid it inside her. She was in complete control.

And I loved it.

She went slow at first. It was my first time, whether she knew or not, and she treated me lovingly, kissing me as she sank onto me. Asking if I liked it like this. Asking me if I was ready for more? For faster? For harder?

“Yes,” I moaned.

“I love you,” she said.

And she didn’t stop until I finished inside her.

#

When she let them back in the car, Blake wanted more but she was cleaned up, clothed, and not in the mood. He tried to force it but I sat him down. It was a quiet ride home. Mom stole glances at me, little smiles. I had them too.

Then she pulled up to our house. Our other roommates were out so we all went inside and mom got started on cooking us broccoli and fried rice and a good home-cooked meal.
And for dessert, Blake had to watch the rest of us and her and he never got that special by himself moment with Mom like I did.

# # #

Let me know if you'd be interested in a whole blog dedicated to these erotic fantasies I have.

It all started after I just got a divorce and had to rent a room in a house in town. I had just lost my job and had just started a new one at entry level pay. I shared the house with two brothers, John and Jack that had inherited the house from their grandmother. They were both jocks that went to the gym everyday and loved sports. I was the opposite kind of small and thin and never really played sports. After the divorce I didn’t really want to have any girlfriends. I started looking at porn on my laptop and started to like the sissy stuff. I wasn’t gay and had always been with women. For some reason this stuff just turned me on. It all started off innocent enough. I would jerk off to sissy porn and then started watching sissy hypno videos. After a couple months went by when I bought my first panties. I never wore them when the brothers were home just when I had the house to myself. I almost died when I left a pair of thongs in the dryer and John found them. They started joking that I must have a new girlfriend and wanted to know when they were going to meet her. I just joked back and told them it was a one night stand. They laughed and congratulated me like I had just scored a touchdown. I had let my hair grow long and told them it was because where I worked they all did. I started driving to the city and trying to buy more stuff. I wanted to buy some stuff like skirts, blouses and shoes. The hardest thing to buy were things like bras, stockings and thing like that. Even though nobody knew who I was I still felt uncomfortable buying these things. I think the way I was embarrassed, they knew I was buying them for myself. Sometimes I would just walk out of the store because I was so embarrassed. That when I decided to start using Amazon. I went crazy! I could buy whatever I wanted and never had to go to a store. I bought all kind of stuff to dress up in. I was going to the post office almost every day. Then things like dildos and things like that started to be recommended to me. I started to try some small dildos and plugs. Oh god I loved it! The more I used them the more I wanted something bigger. I started buying ones that looked like dicks and they were a lot bigger than mine. I got a chastity devise and lock my penis up. It was so cool to not to be able to jerk off when I played my games. I would get horny as hell by not being able to cum for days. That may have been a bad thing looking back! Like I said the guys went to the gym every day and went to the bars most nights so I had the house to myself most of the time. The only problem was the hornier I got the more chances I would take. I almost got caught a couple of time. I swore not to take the chance of getting caught. One day we were all in the kitchen talking and Jack said something about ordering something on line and like a dumbass I said that I had an Amazon account. He said it would be great if he could just use my account to order his stuff. I didn’t know what to say but sure. I immediately went to my room and deleted my history and thought please don’t let him see what I been buying. I thought I had deleted everything and took my laptop to Jack’s room. I logged on for him and he was searching for what he wanted when John called me in to the living room for something. When I got back to Jack he was done ordering and gave me my laptop back and said he would pay me when his stuff came in. I thought everything was ok because everything was normal for a couple of days. Then three days later Jack came in and said John was out for the night and he wanted to talk to me. I sat on the couch and Jack was walking around then he said “I seen the fucked up shit you have bought on line.” My heart dropped and my stomach turned! I didn’t say anything. I just look at the floor and hope it would all go away. It didn’t. Jack said I knew there was something funny about you. Now go upstairs and get changed. I’m going to take a shower so don’t be too long! My head was spinning. I didn’t know what to do. Then Jack yelled “you better get your ass moving sissy or I’m going to stomp your ass in the ground.” I ran upstairs and slammed my door with all kind of thoughts running though my head. I didn’t want to dress up but, I was afraid Jack would kill me if I didn’t do as he said. I grabbed a skirt and blouse off the floor and put them on real fast. I already had panties on. I found some socks and tennis shoes that I had bought for that outfit and put them on. I looked in the mirror and thought to myself I got to do better than this. He’s going to beat the shit out of me. I knew I didn’t have time to put on much makeup so I just put on a little blush and lipstick and pulled my hair up in ponytails to help me look like a girl. I was out of breath and shaking knowing nobody has ever seen me this way. I ran back downstairs and heard the shower still running so I sat on his bed trembling. I heard the water stop and I knew he would be out soon so I tried to relax so he wouldn’t be mad. When I heard the door open my heart stopped. He walked in to the room and said “Holy fuck Scott.” He just stared at me for a while and then said “You make a good looking sissy you little faggot.” I just sat there not knowing what to say when he started to get angry again. Calling me names, saying he was going to tell everyone about me. I started crying a little and he kept yelling. I kept saying I was sorry and begging him not to tell anyone. He pushed me down on the bed and I thought he was going to hit me. He started calling me names like sissy bitch, pussy boy and told me I probably like sucking cocks too. I told him that I wasn’t gay and he just laughed. He took out his cell phone and started taking pics of me. I’m going to let everyone enjoy these. He said he was going to call all the guys at the gym and have them come over and fuck my sissy ass. I kept begging him not to and was really crying now. He said for now on he would call me Sue. He said Scott is not a good name for a sissy faggot. I was lying on the bed curled up in a ball crying and thing got quiet. I looked up and Jack was just standing over top of me. For a few minutes I didn’t know what he was going to do. I felt him sit on the bed and after a while he said “Sit up Sue we need to talk” I sat up and he said it would be ok and not to worry. I was wiping my eyes and he put out his hands like he wanted a hug. I was so confused I didn’t know what to do so I leaned towards him and he gave me a hug. The hug was lasting a long time and he pulled my legs over his lap and was rubbing my back and arms. He kept saying over and over that it will be ok. I was really getting uncomfortable from his touching when all of a sudden he grabbed my ass. I was shaking and afraid to say anything. He kept saying things like “Don’t worry, it will be ok and just relax.” The whole time he was rubbing my legs and ass. For some reason his touching me was beginning to less revolting and my comforting. I almost felt myself start to cuddle up to him. Then he said something that made my fears return. He said “Just do as I say and it will be ok. All you have to do is relax and enjoy this.” I wanted to run but I knew he would get mad again so I just sat there with him while he felt me up. His hands were everywhere, on neck and face, on my arm and the whole time with one on my ass. He put his hand inside of my panties and was squeezing and pulling on my ass cheek. He slid my panties down and was really working on my ass. He started breathing more heavily. A chill ran down my spine when he said “I think it time for you to get out of some of those pretty clothes. I started to pull away and he pulled me in really tight and said “Just do as I say and everything will be ok.” I went limp from defeat and he sat up and pulled me in to a kneeling position. I just close my eyes and let him take control of me. He started to pull on my sweater and blouse until it was pulled out of my skirt. He pulled my sweater up but, I still had my arms down and he said “We can do this the easy way or the hard way. Just do as I say and you might enjoy this. You are a pretty girl. Now act like a pretty girl.” I knew I didn’t have a choice so I raise my arms above my head and let him take my sweater off. After Jack got my sweater off he stood up and looked down at me and said “Sue are you going to be a good girl or am I going to have to call for some help.” I just looked down and didn’t say anything. I heard him pull his cell phone out and it sounded like he was dialing a number. I thought he was bluffing about telling his friends but when he started talking to one of his buddies from the gym named Brice I looked at him in shock. Brice was a very large black guy that was always mean to me. He would always push me around or put me in a head lock. Brice would call me names like little man. I had heard them joke with Brice about the size of his dick. He called it his cunt buster and rectum wrecker. I didn’t have any choice but to look up at Jack and say “I will be a good girl Jack. Please don’t let Brice come over here. I will do anything you want me to do. Please!” Jack looked down at me and told Brice that he had to go because he had a hot bitch on his bed that needed his attention. I don’t know what Brice said but, Jack said he would call him if he needed any help with this cunt. Jack hung up and said I was lucky because Brice would have split my ass in two and if he has any more problems with me that I wouldn’t be able to stop him from calling him to come over. Jack started taking off his clothes and I just sat on the bed looking down, kind of whimpering. I felt Jack approach the bed and said “Time to show me how good of a girl you can be Sue.” I looked up at him. He was naked and looked huge standing over me. He was pulling on his dick and looking down at me. He moved as close as he could to the edge of the bed and ordered “Lick my balls Sue.” I was scared to death and not knowing what to do. I remember thinking it was funny that he was completely shaved. I closed my eyes and stuck out my tongue. I leaned in until my tongue hit him balls. I was trying to think what I would want a woman to do to me when he barked “You better get busy Sue or I’m going to make a call.” I started licking like crazy not knowing if it felt good to him or not. He started to moan so I figured it must be ok. As I licked his balls I took my mouth and started to suck on them to. He seemed to really like that, so I continued to lick and suck on his balls while he was pulling on his dick. He got his phone and was taking more pics and videos. I was able to suck one of his balls in to my mouth and lick it while I sucked on it then I would change and do the same thing to the other one. I thought I must be doing ok his cock was getting really big and he wasn’t threatening me anymore. Then he let go of his cock and it hit me on my forehead. Jack ordered me to suck it. I had never sucked a dick before but I did pretend with my dildos. I figured it would be the same, but it was different. It was warm and soft and bigger than my dildos. I was full of mixed emotions. The man in me wanted to fight back and to stop this, but there was a part of me that wanted to take his cock in my mouth and suck him as deep as I could. He wasn’t moving a bit so any movement was me. The more I sucked his cock the more I wanted to suck him. Now I was rocking back and forth while sucking his cock taking more and more every time. I found myself hoping I was doing a good job and hoping I was better than any women he had fucked before. The thought crossed my mind that I better make him cum or he might want to fuck me. I started to really work on his cock. I grabbed it with my hand and started to jerk him while I was sucking the tip. He was breathing heavy and I thought he was going to cum. Then he pulled my hand off his cock and shoved it all the way in my mouth. My nose was pressed against his stomach and his cock was down my throat. He just held me there for a while. He slowly pulled back and pulled my ponytails so that his cock went all the way in my throat again. I couldn’t breathe when he was all the way in. He would release my hair and I would pull back and catch my breath. As soon as I did he would pull my hair until I was pulled back to the base of his cock. I tried to push back against his thighs to get his cock out of my throat but, the more I pushed the harder he pulled my ponytails. Finally I gave up and let him fuck my throat and hope to get a gasp of air when he pulled back. I was exhausted from the assault on my mouth. Jack started to slow down and was just slowly fucking my mouth. Jack pulled his cock out of my mouth and leaned down and whispered “Ok Sue, it’s time to give me some of that sweet ass of yours.” He pushed me down and pulled my legs towards him. In one swift move he twisted my legs to make me turn over and pulled my hips up so that I was on all fours. Jack opened a drawer next to the bed and grabbed a bottle of oil. He poured some on his cock and I felt it run down the crack of my ass as he poured it on me. Jack said “Reach back and spread that ass you little fucking faggot. I’m going to fuck you so hard you are going to beg me to stop.” I reached back with one hand and pulled my ass cheek. His cock was sliding up and down my ass crack. I almost wanted to thank him for using the oil. His cock was a lot bigger than anything I had put in my ass before so I was really scared. When I played with my toys I would go nice and slow so I could get used to the size. I pleaded to Jack to be easy and he started laughing. I knew he wasn’t going to be nice. Jack was rubbing his cock around my asshole but, not sticking it in. That’s when he leaned in and said “I want you to fuck my cock sissy. Don’t go slow, don’t be easy just slam your ass back as hard as you can. I want you to make it come all the way out and then slam your ass back down on it. Don’t stop until I tell you too.” I begged him not to make me rape my own ass. I was starting to cry. I know even my smallest dildo didn’t go in without a little discomfort and he wanted me to take his big cock that was twice the size of anything I had ever tried before. Jack was starting to get impatient. He reached around and grabbed my throat so I couldn’t breathe. He said “Get busy you little whore or I’m going to shove my fist up your ass. You would probably like that wouldn’t you.” I tried to say something but, I couldn’t talk with his hand on my throat. He released me and I choked as I said “Please don’t. I’ll be a good whore.” I knew what I had to do so I made up my mind to just get it over with. I could feel his hard cock at the entrance of my asshole so I pushed back to build up pressure and with all my force pushed back as hard as I could. His cock slid all the way in to the base and I screamed in a high pitch squeal. My ass was burning like I had just sat on a red hot rod. I was panting rapidly not able to catch my breath. Then he hollered “Pull it out”. I leaned forward until his cock was out of me. God it hurt just as bad going out as it did going in. Jack ordered me to do it again. I began to repeat the process of me slamming my ass down on his cock and pulling away until he was completely out. It was still hurting like hell but I guess my ass was starting to stretch to the size of his cock. After a few times I was getting into a rhythm when I heard him say “They are going to love this.” He started saying “Come on you fucking whore fuck my cock.” I knew he was videoing me fucking his cock with my ass. The more I repeated slamming his cock in my ass; I could feel myself starting to get aroused. My dick was getting hard and my ass was tingling. After several minutes I found myself getting into this experience. I would moan every time his cock would enter me and squeezing my ass trying to hold it in. I was a whore. Jack told me to stop and I heard myself moan a disappointing sound. He pushed me away and laid down on the bed. He pulled my hair and pushed my face towards his cock and said “Suck my dirty cock you fucking little slut.” I was way past the point of refusing. I pulled his cock in to my mouth like I was starving for it. I needed him to be satisfied. I was his slut and it was my duty to please him. I had sucked his cock and balls and fucked his cock with my ass. Now it was my responsibility to make him cum. I was sucking him like a crazed whore. Jerking him and sucking him all the way to the base of his cock. While I was sucking him I reached down and started jerking my own dick. I was a horny slut needing to cum. The more I pulled on my dick the more effort I made to get him to cum. I heard him chuckle and point his phone at me. Then he said “What a nasty whore you turned out to be. Now beg for me to cum.” I knew it was another video so I pulled my mouth off his cock and said “Please Jack cum for me. Feed me your cum. I need you to cum in my mouth. I will be your whore forever. I will suck your cock, lick your balls and fuck you whenever you want. I will be your nasty slut to use anyway you like. PLEASE just cum for me!” I was so close to cumming I would have said anything. Jack got up and stood beside the bed and said “Open your mouth bitch.” I sat up opened my mouth and stuck out my tongue while he stood in front of me jerking his cock. He started to cum and shot his cum on the side of my face. He moved closer. I could feel load after load hitting the back of my throat and on my tongue. Jack pushed me back on the bed and took several pics of me with my cum covered face and said “Fuck Sue that was awesome. I can’t wait until tomorrow!”

not a bad day today. i went to look at a old car to restore. and met a old friend that i use to work with . he was a flaming gay and back then i never messed around in my home town because i wouldn't admit i liked dick as much as i did pussy. so i never messed with him. plus he was 20 years older than me. but he had the largest dick i ever saw in my life even today. soft he had to be 8 inch's. never saw it hard. and then it was only when we was in the restroom.
but anyways i went to go look at this car with my girlfriend. the car was in to bad of shape for me.
anyways after a few minutes he ask did i ever work for so and so and i said yes back in the med 80's and then we remembered each other. so we talked a bit and he said his partner passed away about 10 years ago. i told my girlfriend that black guy i told you about being hung like a horse even soft this is him. he gave me a funny look and i told him yes i saw it a few time when you was in the rest room but back then i refused to admit i was bisexual. then my girlfriend said yes you was the one he always wanted to try but didn't.
then she said i would like to see it and if it still works maybe one of us can ride it. if not i'm sure it still dumps a load and i would like to taste it. and hes now 82 years old. ok now things changed from the car to sex. and my girlfriend brought it up. not me. he laughed and said come on in i need to get something to drink and take my pills.
we followed him in as he took his pill a blue pill he went to the rest room and came back out in shorts. and said i knew you was gay even back then and i started to make a move on you.
i would have loved to fuck a young white boy back then. then he said in 82 years its only been in one pussy and that was from a dare back in his collage days.
so i told him here is the deal if it will get hard you can have any of her holes or mine. he laughed and said hey now i'm only good for one time and its been years since hes topped anyone. Rachel didn't even ask she stood walked over to his chair and reached and pulled his shorts down the gasp and turned to me and said you going to have to wait this black monster is going in me today. she could barley get it in her mouth maybe 2 inchs it was so fat. i ask just how large will it get. he said in his younger days it would make 12 inches but now maybe 10 1/2 or 11 if he really gets turned on. so i reached over and started undressing her and she is 5 foot nothing 90 pounds maybe a small B cup tits. and it took some work but he started getting hard so i went down on her and got her pussy all wet. when i thought she was wet enough i told her to have a seat. then we moved to the bed room and he didn't hit the bed good and she was on top of him and i had ahold of his dick and let me tell you its a monster. the second i saw the head slid in and she lost her breath i pushed her down on it .
with in 5 seconds of the head slipping in he was balls deep in her. she couldnt breath so i leaned in and gave her a little mouth to mouth. and he said damn she was TIGHT. i almost laughed because she loose to me. i told him how is his 2nd peice of pussy and and he said he might go straight if they all this tight. i laughed and siaid not before i gt my turn on it. and he laughed. by this time she was riding that monster for all she could. and i told him dont cum in her because i want it. she said nope you can lick me clean but hes going to fill me up. so he moved her to the edge of the bed his ass almost hanging off raised his legs to put his feet on the bed and his ass hole was begging for me to toung fuck it so i leaned in and did. at this time i was still dress so i stripped real fast and i was balls deep in his ass i dont know how long i fucked him before he said hes about to cum so i picked up the padce i wanted to cum when he did. i think i came first not sure but he filled her up and she just laid there for aminute then rolled off and i licked him clean. then i rolled over between them and she set right on my face and let me tell you that monster was full of cum and i didn't stopped until she was cleaned out good. then he leaned down and cleaned my dick up.
i bought the car anywyays so i will have a excuse to go back over there this week . because its my turn to get to ride that monster because it will be the largest either of us has ever had.
and she told me she wants it in her ass next time. but i'm thinking of forgetting the paper work so i will have to go back again and again.

This is the story of my first sexual encounter with another guy.

My first time, i was in my early twenties. I never felt i was gay, and still don't now...i wasn't attracted to men in any emotional way, but physically i was curious about experimenting. I had been browsing the CL ads out of curiosity, wondering what it would be like to hook up with a guy. i knew this was not the best way to go about it, as CL was likely full of wierdo's and freaks, but i was aroused by looking at the posts and pics. Just the thought that i could anonomously hook up with someone i never met, and never have to see them again was a real turn on. i loved seeing guys post pictures of their dicks, and imagined how i'd get on my knees and suck them off. soon i was posting pics of myself. I was young, in great shape and liked to read the responses from guys, telling me my cock was hot, or that i was sexy.
Eventually i decided i would go all in and go through with it. I was working 2 hours north of where i lived, so i figured i could hook up after work with someone and there'd be zero chance i'd ever see them again. the day i decided to go for it I was checking the ads and my email all day. I was super horny and every time something grazed my cock it would leap up. by the end of the day i had found a guy that was along my way home. His dick pic really turned me on, and i kept looking down at it on my phone as i drove to his house. by this point we were txting each other for directions etc. The whole ride there i was gripping my cock through my dirty work jeans. I could feel the heat of it through my pants, maybe the horniest i've ever been.
When i finally got to his house i was relieved that it wasn't some shit hole...it was actually a really nice nieghborhood. as i walked to the door my blood was pounding in my ears and i was nervous as hell. He opened the door and said hi. His name was jim, he was slightly taller than me, maybe 6 foot...in good shape, late thirties, sandy blond hair...again, i don't find men attractive, but he was what i would consider a good looking guy. He was wearing a t shirt and sweat pants. I could see his cock bulge and was sure i was ready.
I walked in his house. It was like any other nice home (not sure what i expected). I remember two pictures by the wall, one of a slightly younger jim, and someone i assumed was his father, both wearing naval officers uniforms. don't know why but i found that kinda sexy. :-P
I then followed him up the stairs into the master bedroom, where i stood in front of him for a minute, not sure what to do. He had a warm, comforting smile as he said, "here, i'll help you with that". He reached out and cupped my thickening dick through my pants. It jumped in response and i was all in. I reached out myself and massaged his dick through the sweats. i could tell there was nothing under them, and it only made me hornier. He undid my pants and started tugging on my now throbbing prick. we worked our hands on each other for a minute or two, then i hurriedly undressed.
He layed on the bed as i got undressed. I remember seeing a glint of light off the tip of his cock as a tiny bit of pre-cum formed. i got on the bed next to him and he leaned into me. we started working each others dicks and grinding, running our hands over each other. He sucked on my nipples and was kissing on my neck, but stopped there, as it seemed he could tell i wasn't down with making out, but kept kissing the sensitive spots on my body, which at this point, was everywhere. I lay there, jerking him off for a bit, but i knew i wanted to suck him off. i manuevered down to his hips and looked at his cock.
It was longer than mine, maybe 7-8". skinnier, but with a big head on it. i didn't hesitate and took it in my mouth. i was somewhat surprised at how it felt in my mouth, soft and smooth, but hard at the same time. i loved it.
....cont..
Soon he was sucking me as well. We were lying on our sides on the bed, facing opposite directions. I remember thinking he sucked dick better than the last girl i was with. I played with his balls, licking along the seam of his sack, running my tongue up the center ridge of his shaft. I loved the way his big mushroom head pulled on my lips as they slid over and back, catching on the edges. he told me he was about to cum and i picked up the pace. i was wondering what to expect when i felt his dick convulse in my mouth. I felt the first shot hit me on the roof of my mouth. I kept sucking and stroking his shaft as he unloaded his salty-sweet cum in my mouth. I wanted to swallow it, and did...probably not the best idea but i did it. I remember the tingly feeling in my mouth and comically wondered to myself if sperm were trying to burrow into my tongue.
shortly thereafter he jerked and sucked me to completion. it had been a huge build up and i shot a big load. i was happy to see that he too swallowed and felt better. As i cleaned up in the bathroom i felt mostly excited and horny, not guilty like i thought i might.
As he was walking me out we had idle conversation, as if we had not just sucked each other off. We parted ways but i did end up hooking up with him again a week or so later. He's the only guy i've ever been with twice, but the second time is a story for another day!

One day I came home from work, there was a small box on my porch. My wife orders far too much shit online. I brought the box in, it was addressed to me, not the wife. I opened the box and there was a note in the packing "surprise babe!" signed by my wife. I pulled it out an it was a prostate massager. First off, I was like hell no - nothing is going up my ass. There was some lube in box too. I put everything back in the box and texted my wife "that isn't going to happen." All I get back from her is a smilie face winking emoji. She comes home from work later on, I'm chilling on the couch and she starts getting frisky, touching my balls, stroking my shaft through my shorts. I get hard and she unzips my pants and starts going to town on my cock, first slow and then faster and faster - I can feel the back of her throat! My cock swells in her mouth - but I have some weird hang up with BJs, I can never ever cum! I get to the edge always, but it never happens. She pulls my shorts all the way off and I feel her finger starting to probe my ass. She has never done that, I was a bit freaked out. She takes my cock out of her mouth...
"Just lay back and relax, I read on a website guys have the best orgasms if the prostate is massaged. Just let me do this."
"I'm not gay babe..."
"shut up and relax," she said putting my dick back in her mouth, sucking up and down as her finger eased in to my ass... It felt uncomfortable as fuck, not going to lie. My erection started going down and she noticed.
She stopped sucking, "I'll be right back."
She comes back naked, with the lube and the prostate massager, takes my dick in her hand and gives me a full deep kiss - her tongue is all the way in my mouth. She slowly works her way down to my cock, again - starts sucking on my balls and then I feel her tongue probing my asshole. That felt really good, then her mouth wrapped around my cock and I felt her lubed finger start poking inside me. The prostate massager was next. It took a while to get in, I was too tight - never ever did that before. It was very uncomfortable! But then she started to hit a spot that made me feel... warm at first. I started to quiver, an after a while I blew the biggest load I've ever blown.... My entire body shook! I couldn't stop cumming! My wife couldn't hold all of the cum in he mouth!!!! She was choking on my cum!!! IT came out through her nose!!! I'm telling you, if you haven't tried to find your male G spot, do that shit guys. I confess - I LOVE IT.

I confess as soon as the wife leaves for work I’ll put her panties on pull my cock out to the side and jerk/edge to gay porn until I blow. Really starting to crave experiencing a dick in me.

When I was a freshman in high school, I was spending the night with my friend, we will call her Daphne. Anyway, I am bisexual and I kinda had the hots for Daphne and we would jokingly do gay stuff sometimes. Well her older brother had a friend over, this really hot eighteen year old boy that I had never seen but Daphne liked. So we were messing around with them and flirting. We both had on tight soffee shorts and kept opening our legs. We sat on each others laps and pretended like we were going to kiss. The boy was shy but we could tell he was enjoying it because he started sitting like he was hiding his erection and eventually covered himself with a blanket.
Well eventually Daphne's brother and the guy went to bed in the basement. We sneaked down and woke the guy up and dragged him upstairs to "hang out". That didn't last long. Soon I was making out with the guy and I could tell Daphne was jealous, so I asked her to join us. We were both sitting in his lap, one on each leg, taking turns with him and finally he asked us to make out and we did. It was awesome! Then Daphne dropped down and sucked his cock. He was about 7", pretty good for his age. I didn't know but Daphne had apparently fucked a black guy the summer before 8th grade so she was good to go. I was shyer because I had never even had a real boyfriend, but I got so horny watching Daphne suck him off that I started to help her. We took turns taking his spit-covered cock into our mouths and he asked us to show our tits. I only had A cups and Daphne was completely flat, but he seemed to like that and he sucked on our nipples.
He admitted that he was trying to get a peek at our pussies earlier when we were opening our legs in our shorts, and Daphne immediately asked if he wanted to see hers. She slid down her shorts and teased him a bit with her innocent white panties. She began to take them off but he said no and had her pull them aside instead and stuck a couple fingers inside her. She was really wet, his fingers were covered in her cream and you could hear them going in and out while she moaned dramatically. Then he took his big thick cock and pushed it inside her. I sat there awkwardly watching him go in and out of her. His cock was so big and she was so small. I kept imagining how full it felt and I was soaking through my shorts. Finally he pulled out and came all over her stomach and pussy.
She told me to lick it off so I did. I really didn't like it...it was really salty...but I was still really horny. I started on her stomach and moved down to her pussy, licking the beads of cum off of the bit of pubic hair she had, and finally reached her pussy and tasted it a bit. It was really warm and wet. She asked if I wanted to fuck the guy. I said no but they kept urging me on saying it won't hurt and it will be hot, so I pulled my shorts off and slid my butt up to the edge of the couch, holding my pink polka dotted panties aside. He licked my pussy but I urged him on. I was wet enough.
His cock was hard again. He held it as he pushed the tip against my virgin pussy, which made me jump. He kept pushing just a little bit of the tip in and I jumped more. Honestly it did hurt, but I was really horny, so finally I said just get on with it! He had to push pretty hard but he got it in and man did it hurt! I wanted to be cool though so I didn't say anything. He drilled my tight little pussy hard and I moaned for him, still holding my panties aside (he later told me he wanted us to do that because it looked cute and innocent). Then he abruptly pulled out and I saw a little blood on his cock which really scared me because I didn't know what it was. Daphne explained that she bled too though the first time she got fingered so I felt better. Anyway, he ended up ramming his cock into Daphne and taking turns between us. It made me so hot to see his cock glistening with her wetness as he pushed it into me. He kept saying we were really tight and that our tits were too small and that we were hot underaged whores. Finally we sucked him off and he came on our faces. It was a wonderful experience.

Ok, this is true, but I really don't care if you believe it or not. I'm just sick of reading the obviously fake shit on here.

I'm 39, married, average looking guy, little chunky with a thick but average cock. I'm married, and my wife and I have an open and polyamorous relationship. We're pretty social, and have friends all ages. Last year a couple invited us to a Christmas party.

They are in their mid 20s, with a kid. He owns a bicycle shop in a college town, she's a stay at home mom. Her name is Hailey, she's about 5'2, cute body, B-cup tits. She's constantly perky and always talking. She looks 16. She and her husband know about our lifestyle, but are strictly monogamous. She wants to have "the perfect little family". (eye roll)

She always themes her parties, so this one was Night at the Opera, or something. Everyone was supposed to dress up, but most of her hipster friends didn't. I, however, looked great in my suit, and she looked great in her tight, strapless formal with a slit all the way up the back.

I spent the evening drinking bad beer and cheap champagne, talking with a bunch of 20-something hipsters who couldn't believe I was in my late 30s, had a job, and was actually cool. My hopes of getting laid were dwindling. Suddenly the party vanished around 930 as some ukulele player was at a bar nearby. Hailey and I went to the living room and had a long conversation. She wasn't drunk, but pretty tipsy. She started flirting with me pretty hard. Her husband went to bed, and my wife was just drunk. I was tipsy, but in control. About this time Hailey's friend Kaitlin came over with her boyfriend, she had to work. Kaitlin was just cute, about 5'0, but a little chubby. She was a hipster, so stupid haircut, no makeup and bad glasses. Probably would be really cute if she fixed those. She was in a sparkly sweater, mini skirt and tights. Her boyfriend was a 6'2" black guy, educated hipster type, but an alpha male.

We were all hanging out on their big sectional talking and drinking, when Hailey tells Kaitlin that my wife and I were polyamorous. Instantly, Kaitlin's hand went to my thigh. Her boyfriend says nothing. Hailey then tells me that Kaitlin and her bf have an open relationship. He nods. Awesome! Things are looking up. Things have moved from cheap champagne to vodka. Hailey then insists we move to the chaise section of the sectional. I lean back, kick my shoes off, and stretch out on the chaise. Kaitlin sits right next to me, hand again on my thigh, and her skirt severely riding up. Hailey sits at the foot of the chaise, between my legs facing me. She pulls her dress way up so she can sit cross legged. She's wearing white lacy boy shorts. My wife is sitting on the couch buried in her phone. Kaitlin's boyfriend is sitting next to me not saying much.

Hailey and Kaitlin's conversation turns to sex. The normal girl stuff, nothing too interesting unless you're right there. Both are trying to impress me with their sexual exploits. Boyfriend goes out to smoke. Then Hailey tells me about the time the two of them took a shower together, and how hot that was. I ask if they went further, but Hailey says no. They'd never do anything like that, they're both super straight. She looks at Kaitlin and asks, "Right?". Kaitlin is hesitant. Clearly, she's bi and Hailey has no idea. I suggest they recreate the shower for me, Kaitlin seems eager, but Hailey shuts it down. He daughter's asleep upstairs, and her bedroom is next to the bathroom. Damn. Then, out of nowhere, Hailey gives Kaitlin a long, deep, passionate kiss.

"You've never kissed me like that before," said Kaitlin.

"Sure I have, I kiss you all the time," said Hailey.

"You've never used your tongue."

Hailey just giggles, turns to me and asks, "That was hot, wasn't it?" I readily agree.

My hand has drifted to Kaitlin's thigh at this point. Fucking tights are ruining skin on skin.

Hailey hops up and runs over to her iPhone and plays some dance song. She starts doing a burlesque number for us which then moves to a lap dance for my wife and I. She kisses my wife and grabs her boobs. My wife returns the favor. Then Hailey goes after me, while she doesn't kiss me, she does grab my cock. It's been mostly hard since all this started, and Hailey likes what she felt. When the song is over, she comes back over to sit again. I'm still in the same position, and assume she's going to sit cross legged facing me again. I was wrong. This time she pulls her dress up, climbs in my lap and sits directly on my cock. She even moved around to get it in the right spot. Right then, I wished I had my fly open. Through my pants I couldn't tell if it was her pussy or ass on my cock, but I think it was her pussy.

Kaitlin gets up to go pee and get more vodka. When she gets up her skirt is up all the way. I can see the thong she's wearing clearly through the tights stretched over her fat ass. I'm still on the chaise with Hailey sitting on my cock. We're cuddling, and I do some feeling of her tits, and kissing of her neck. She keeps talking about how wonderful Kaitlin is and how much Kaitlin likes me.

Kaitlin comes back, flashes her thong and tight covered pussy at me, and sits down in the same place. She switches to holding my hand now. Her black alpha male boyfriend comes back in, and surveys the site. Me with Hailey on my covered cock and Kaitlin, skirt up, holding my hand, my wife sitting next to me. He just stands there and talks to us. After a while he goes back out for a smoke, and Hailey goes out, too. My wife goes out for some fresh air, leaving me and Kaitlin alone on the chaise.

I decide this is the best time to make my move. I lean in to kiss Kaitlin, and she eagerly returns the favor. We begin making out heavily. Her hand goes to my cock, and mine goes to her thigh, then ass as she turns more towards me.

Hailey comes in at this moment, she loudly proclaims, "That is so hot!" and sits down to watch. Kaitlin and I continue making out for a bit, then Hailey kisses Kaitlin. Then she suggests we go upstairs.

The three of us go upstairs to the guest room. Hailey reminds us we need to be quiet so we don't wake her kid or her husband. Kaitlin quickly strips off. I mean in seconds, she's naked. She's short and chubby, but everything is firm. C cup tits, big ass, a tummy, but not bad at all. She's got a beautifully shaved pussy, too. Hailey is getting excited, but tell us to wait. She runs downstairs and a couple of minutes later brings up a bottle of vodka, my wife and Kaitlin's boyfriend. My wife kisses me and Kaitlin, tells me to enjoy, but she's too drunk to do anything and heads back downstairs. Hailey strips off her dress and panties, no bra, and starts kissing Kaitlin. She's got a youthful body, small B tits, fairly slender, nice ass, shaved pussy. Just a tummy and some stretch marks from having a baby.

The girls stop kissing and giggle. Then they start undressing me. I'm having the best night of my life! Kaitlin's black alpha boyfriend is just standing there, watching. They get me naked, and Kaitlin immediately drops to her knees and starts sucking my cock and I start sucking on Hailey's tits.

Kaitlin then stands up, kisses me, and tells me she wants me inside her. I tell her to get a condom out of my pants (always be prepared). She gets it, opens it and puts it on me. Hailey then yanks it off me, "No way! You need to cum in her! I want to see you cum in her pussy!" Normally, I don't fuck someone I just met without a condom, but Hailey has a definite plan for her own real life porno, and I'm not going to argue.

Kaitlin goes over to the bed and lays down, again Hailey has a better idea. She insists I fuck Kaitlin doggie so she can get a better view. She directs us into the proper position, and I slide my cock into Kaitlin's tight and extremely wet pussy. Hailey then lies on the bed and gets her face as close to the action as she can, while she plays with her own wet pussy. Kaitlin's boyfriend is still standing by the door, watching.

Honestly, I don't last long. Let's face it, I've been teased hard by these two girls for the past couple of hours and I was ready to blow. Hailey, I guess, can tell I'm about to cum (or she's just got good timing), and she reminds me she wants to see the cum in her pussy. So I back out so just the head is in Kaitlin's pussy and cum.

Hailey is so excited! I slide out all the way, and Hailey hops up and kneels down behind Kaitlin so she can see her cum filled pussy. She insists I kneel beside her so I can look, too. This honestly is my first look at Kaitlin's pussy. It's very soft pink, with tight lips, and now, my cum dripping out. Hailey then dives in, eating my cum out of Kaitlin's pussy. I tell Kaitlin what's happening and she let's out a loud moan.

I'm ready to go again, so I slide my cock, still covered in cum and Kaitlin's juices, into Hailey's pussy as she eats my cum out of Kaitlin. About now, I hear the door slam as Kaitlin's boyfriend leaves. Personally, I was hoping to see his cock come out and fuck the girls, as well.

Hailey continues eating Kaitlin to orgasm, as I fuck Hailey. I cum in Hailey the same way I did Kaitlin, and ask Kaitlin if she wants to eat my cum out of Hailey. She does. I move around and slide my cock in Haley's mouth, as she cleans it off and gets me hard again.

They reposition and Hailey is on her back now as Kaitlin is eating her out. I decide I'm going to fuck Kaitlin's big ass. It's just begging for my cock. I slide it in her pussy a couple of times to lube it up, then I go for her asshole. I slip it in a little at a time, taking it easy. She's super tight and she's moaning and whimpering. It clearly hurts, but she's pushing towards me. Finally I'm in, and I hold it there, all the way in her ass. When I feel her relax, I start thrusting. Slowly in and out. I don't want to hurt her.

Hailey then realizes what's going on and she asks if I'm fucking Kaitlin's ass. I tell her yes, she says, "Awesome!", and runs out of the room naked. I keep fucking Kaitlin, and Hailey comes back a minute or two later. She hops on the bed and lays out 3 glass butt plugs and some lube. I like where this is headed! She takes one, lubes it up and slips it in her ass. It's a cute one with a blue jewel on the end. She takes another one, plain glass, lubes it up, gets behind me and slides it in. It's thick, but goes in without much pain. Feels great when it's in there. It doesn't take long and it pushes me over the edge and I cum in Kaitlin's ass. I'm as deep as possible this time. I pull out, my cock covered with shit and cum. Hailey quickly slips the other plug in Kaitlin's ass. Then they start kissing, and sucking each other's tits.

I go out to the bathroom to clean myself up. My wife comes in to see how I'm doing. Well, I've got a butt plug in my ass, shit on my cock and two naked girls 15 years younger than me in the other room.. pretty fucking good! She's sobered up and is ready to go home. We go back to the bedroom as the girls are still kissing and sucking. We tell Hailey my wife is ready to go home. She says my wife can crash on the sofa if she wants. She decides to go home instead. Hailey says I can stay and she'll drive me back in the morning.

So I stay, and I fuck Hailey one more time, cumming deep in her pussy. I'm pretty wiped out at this point, so I just hang back and watch the two girls fuck and suck each other. It's probably 4 am at this point, and we all pile up in the bed to sleep.

I wake up around noon, sun streaming in the window, and Kaitlin curled up with me. Hailey's not in the room. I start to get up, feeling a sharp pain in my ass. I fell asleep with the butt plug still in, oops. I lift the covers and see Kaitlin still has her's in, too. I slip the butt plug out, it hurts a little, but no damage. (Glass toys FTW) I stretch as Kaitlin wakes up. She turns over and smiles at me, the covers below her tits. She asks me if I want a blow job, and I tell her I need to pee first. She wants to come with me. She gets up and notices the butt plug, too. She slips it out, giggles, we get dressed in case Hailey's kid is around, and we go to the bathroom.

She tells me she wants to hold my cock while I piss, so I let her. I finish and she takes her turn to piss. She reaches for my cock and she suck me off as she pisses. I cum in her mouth and she swallows every drop. She licks her lips and smiles at me. "I never go to do that last night."

We clean up a bit, and head downstairs. Kaitlin lives across the street, so she kisses me and heads home. Hailey's in the kitchen and makes me breakfast. She's wearing a cute little dress, and as she moves around the kitchen I stare at her ass and legs.

He husband took their daughter out to the zoo for the day, so it's just the two of us. She brings me the food, and I slide my hand up the hem of her dress, and squeeze her panty covered ass. I then realize she's still got the butt plug in her ass. She sits in my lap as I eat. She even feeds me while my hand rests on her inner thigh. When I finish, I thank her for the breakfast, and kiss her. She asks me if Kaitlin and I fucked this morning. I tell her she just gave me head. She then takes me upstairs to the guest room again, and we fuck one more time. This is more gentle and loving. Very intimate. Still no condom. As we lay there cuddling, I ask about the butt plug. She says she usually has one in her ass. She started using one after a gay friend told her how much fun they made day to day activities.

We got dressed and she took me home. Hailey and I still fuck occasionally. Her husband doesn't care, and my wife sometimes joins us.

Kaitlin's boyfriend dumped her that day, then moved out of state. He couldn't stand the site of me in her pussy. Kaitlin and I fucked quite a bit for a few months, then she got a job across country. While Kaitlin was a great fuck, Hailey is the one I really wanted. She's got another Christmas party planned this year. I'm wondering who we're going to fuck this year.

My First cuck experience can be read about here

https://motherless.com/VBCE8CAA

Well, after going back forth about whether or not I want to cuck again, the wife and I decided to do it. The first time was great. The gentlemen we met was respectful, cool, and just a all around good guy. Despite some guilt I felt afterward, I came twice. It was a totally completely erotic experience. The first hand account of my initial cuck experience can be read here: https://motherless.com/VBCE8CAA

So Wednesday night my wife and I were laying in bed discussing the lifestyle. We hadn't really talked about in in the 3 weeks or so since it happened. After having a chat, we decided that we would John (not his real name) a call and see if he would be down for meeting us this weekend.

So the next day (Thursday) I called him in the afternoon and left a message on his voicemail. In less than 5 minutes he returned my call. Instead of meeting at a nightclub as we did on our initial meet, we decided to meet at the hotel room directly. I called my wife and let her know that I made the arrangement for tomorrow (Friday) night.

So the next day (Friday) I come home from work and find my wife in our bedroom going through her closet looking for a outfit to wear. She wanted to wear wear casual attire while I wanted her to sex sexy. After a quick debate, she agreed to dress sexy. She wore matching Black lingerie top and bottoms. She wore a White knee high skirt with a split in it, and a pair of Black high heels. Not quite stilettos. But dam near close.

So we had dinner at 5:00 (a little earlier than normal) and decided to swing by the Walgreens near our house to grab some Lube, and some EXTRA LARGE condoms. The condoms we brought last time were regular size. And I am not bullshitting when I say that the condom covered only half of John's dick. So we grab the goodies and head straight to the hotel.

We get there at about 6:45 and park the car, book the room, and head up to the room. The room was only 2 rooms over from the room we had a few weeks ago. The rooms was nice and clean. Basic room. King size bed, out door patio, and a night stand on each side of the bed with small lamps on them.

We were abit more at ease this week that we were a few weeks ago. We been there and done that. But nonetheless I still had some butterflies. I knew I would enjoy it, but I also new negative emotions like jealousy might creep in again.
So I texted John the room number. He already knew the layout of the hotel lobby from the last time. So he knew where the lifts were etc. Anticipation was building. So much so that it sort of felt like the first time all over again. My wife and I tried to chat about whatever while waiting for John. But we just stood there in silence. We were both filled with excitement and anticipation.

After a few minutes of silence, we heard the knock on the door. John was wearing all Blue jeans and a tight Black shirt. Both As soon as he walked in, I looked at my wife. My wife COULD NOT take her eyes off of him. I was sitting in a chair in the corner of the room. John walked up to me and we shook hands as he greeted me. My wife got up from the bed and walked toward us. I realized the door to our room was still open so I jumped up and closed it right quick.

M wife was already rubbing his chest as they smiled and flirted with each other. John took is shirt off and my wife continued to run her hands all over his chest and arms. Watching my wifes complete arousal turned me on and made me hard. But it still felt weird.
They started deep kissing. The kissing did not last long this time. They kissed for maybe a total of 20 seconds. My wife bent over and took off her high heels and threw them under the bed. She then undid spam belt and pulled his underwear and pants down to his ankles. I was again completely awed by the sheer size of spam dick. I am not gay, but a 11 inches of cock is a sight to behold when you see one face to face in the flesh. My wife held it in her hand for a few seconds and just stared at it. John then sat down in the chair next to the bed. The same chair I was sitting in when he arrived.

My wife got down on her knees and immediately started sucking the head of spam cock. She was worshipping it. She would suck the head,, and then lick the length up and down. She would hold it up and then literally kiss it. Total worship and submission. She then pinned spam dick to his belly and started sucking his thick black balls. She licked, she sucked, she kissed. At one point she basically had her whole face buried into his ball sack. I was sitting on a night stand just to the side of the chair where this was happening. I was rock hard, and had my cock in my hand slowly stroking. My wife was hot for John. I could tell she was excited. She tried to play cool and take it slow. But I know my wife. And she was excited.

John took off his shoes while still seated and then stood up so his pants would fall off completely. John pulled her close to him and pulled the zipper down on the back of her dress. He then slid the dress off of her completely. My wife then helped him remove her bra and he began to suck on my wifes titties. John then removed my wifes thong and backed her onto the bed.

She laid on the edge of the bed with her legs spread in the air. John leaned over on the bed, his HUGE DICK just hanging down. He leaned over and wrapped his huge arms around her torso , and then lifted her and put her further up onto the bed. The power in which he handled her turned me on. My wife was much more relaxed this time around with John. John spread my wifes legs to the point in which her calves were resting on the front of his forearms. My wife reached around and tried to guide spam enormous 11 inch cock inside of her. She was wet, but it was not going in. I had the lube from the last time we met in a bag on the night stand. I grabbed the lube and handed it to John. He put a huge clump of lube all over his hand and worked it all over his dick.

His cock slid inside of her with little difficulty after he applied the lube. I heard my wife let out a HUGE GASP of satisfaction. In 6 years of marriage, my wife has NEVER made that sound. I was both jealous, as well as turned on by that.

John was long stroking my wife. He would pull his cock nearly all the way out with just the head staying in. And then he would slowly but steadily go back in. He would burrow all 11 inches of that Black cock inside her. His balls would rest on my wifes milky white ass cheeks momentarily before repeating the process all over again. I am not bull shitting when I say that after maybe a dozen strokes or so my wife was already wet as fuck. I was sitting hunched over DIRECTLY behind John. I put my face literally within a foot and a half of spam balls. My wifes pussy was GRIPPING his huge Black cock. I couldn’t help myself. I pulled my cock out and started jerking off. I told myself that this time I would wait a while before I started jerking. But I couldn’t help it.

I got up and looked over John’s shoulder to see my wifes face. My wife was in her own world. Every thrust from John made her let out a groan. My wifes mouth was wide open. She was basically panting. I am not gonna lie. I was jealous that I never made her feel the way she was feeling now. I enjoyed it 100%. But I am still new to this. So seeing my wife totally surrender to this guy is still a bit intimidating to me.

I did something I did not do during our first encounter. I started talking to my wife. I asked her how it felt. I must have asked her 3 or 4 times before she replied. When she did reply she just looked at me with her mouth wide open and nodded yes.
I moved back for a better view. John was full of sweat by now. Watching my wife with legs spread wide, while taking spam 11 inch black cock was intoxicating. I came on the floor where I was standing.
In my day to day life I don’t smoke very often. But I do like having a cigarette after sex. So I stepped out side on the patio to light up. I was probably out there for 5 minutes. When I came back in the room my wife was still on her back in the missionary position. But she now had her legs wrapped around spam waist. John told my wife that she had a pretty face, and that he liked fucking her in the missionary position because he could see it. In less than a minute or so of me returning from the patio the action started to pick up. Both my wife and John were both groaning at this point. John let out a huge series of grunts and I could tell he was close to cumming. I laid back down in the bed behind John in a modified prone position so I could see John enter my wife from the back side. No sooner did I get there that I heard John say that he was cumming. His balls twitched uncontrollably. He came HARD!!! I was watching pure lust. The sexual energy was so intense cannot describe it.

I looked down and my cock was semi erect again. I just came less than 10 minutes or so ago. And I was hard again.
My wife had let her legs back down from John’s waist. They rested at her side. John was still inside her. He was laying on top of her resting as they were still in the missionary position. Down times like this is what bothered me on the first meet. The fucking was hot. But the cuddling made me jealous. I am not sure what other cucks think about this. Feel free to let me know.
While they were laying there my wife was running her hands up and down his back. Seeing her pale hands run the length of his shiney sweaty muscular back was erotic I will admit. They kissed for a few minutes and John got up. His dick was literally 8 inches LIMP. He pulled his condom off (Which only covered half his cock) and threw it on the Floor.
My wife sat up with her back pressed against the headboard. John went to the shower.
While John was in the shower my wife asked me if I was Okay. I told her I was.

John just finished drying off when my wife finished her cigarette. There was like 2 or 3 minutes of silence. But before I knew it John was back on the bed. John laid down on his back and my wife laid more or less on top of him. They started making out. My wife would alternate from kissing his lips, to kissing his shoulders and chest. John had her turn around so he could eat her pussy. They were in the 69 position for maybe 5 minutes tops.
My wife got up and turned around before sitting on John. She scooted her ass up and guided spam 11 inch Black cock inside her. My wife placed her hands on John’s chest and started riding him while facing him. John brought out instincts I never seen in my wife before. For instance while my wife was riding him, she started twerking on him. After 4 years of dating, and 6 years of marriage I have NEVER seen my wife twerk. I could see my wifes vaginal juices dripping down spam condom covered cock and she rode his dick. I had my cock in my hand and was jerking off again. I got directly behind my wife and put my face probably no more than 2 feet from her ass. I was just watching In awe at my wife’s pussy SWALLOW this 11 inch cock.

I literally saw her pussy gripping spam dick when it was coming out. Her pussy lips were stretched to the absolute max. And the cum. My wife’s juices were just running all over his dick, his balls, the bed sheets. I mean again, I don’t regret it. But I could not help but feel a little jealous. I know with 100% certainty that I have never pleased her like this.

She then started grinding on spam cock. Grinding hard. She was moaning very loud. It was probably no more than a minute or 2 later where she let out a series of huge gasps. I could tell that she came again. John had his huge black hands on her pale White greek ass cheeks as she rode him. His fingertips basically separated her ass cheeks, while his palms were squeezing her ass.

She was still riding him, but he pulled her closer to him from the waiste up. She was still in the riding position. But she was laying on top of John chest to chest. John did most of the work now. John was thrusting in and out of her while he was on the bottom and she lay on top of him. They didn’t stay in this position very long. They both got up and John put her on her hands and knees and started fucking her doggystyle.

My wife winced a bit on the first few strokes. She was good at taking his size in pretty much every position. But I could tell she felt doggystyle a bit harder to handle.

John took complete control of my wife. He grabbed a handful of her hair and was fucking her very hard. She would moan, she would wince, but she loved it. My wife’s pussy seemed to exist for spam use. Watching her pale white ass cheeks jiggle every time spam hips slammed into them was intense. Standing there with my cock in my hand I came again. For the second time. I sat down in the corner of the room for maybe 2 minutes while they fucked. I was again filled with mixed emotions. I got up and went downstairs to the lobby. Even though I had not had sex, I was thirsty as fuck. LOL!

I grabbed a bottle of pepsi and went back to the room. I had a great time as a whole. However the last bit of the night made me feel uncomfortable again. It is like I am fine with the sex. But the other cuddling and stuff like that is a little awkward for me.
So I get back to the room and they were finished with sex. Obviously John came again when I was in the lobby. I was gone for like 10 or 15 minutes bullshitting with the attendant.

So anyway, I go back in the room and my wife is laying totally on top of John. Belly to belly. She was resting her chin on his chest looking up at him. John was rubbing her whole body. Her would rub her back, then let his hands go down to her ass where he would run his middle finger up and down the length of her ass crack. Things moved pretty quickly. John got up and took a shower. My wife was till laying down. She asked me again if I was okay. I told her I was. And I was okay. I sat at the foot of the bed and could not help but notice how LOOSE my wifes pussy was. I asked her how many times she came. She told me 4 times.

John dried himself off and got dressed. My wife then went and showered up. John is a cool dude. Very polite, very friendly, and very respectful. We talked for the entire time that my wife was showering.

My wife got out of the shower and dried herself off. She walked over to John and gave him a kiss Before getting dressed herself. She had trouble zipping up the back of her dress. So she backed up into John and asked him to give her a hand with the zipper. John obliged and zipped it up for her. He gave her a ten second neck rub and went to the night stand to grab his belt.

We left the hotel separately. My wife is absolutely PARANOID that someone will see us, or even that the hotel receptionist will get suspicious. LOL!!!! So John left first. Then we left. The receptionist wasn’t there. I dropped the swipe card in the little box at the receptions desk, and went home.
My wife asked me if everything is okay. And I told her it was. And it was okay. I was happy about the night, And happy that we all met up again.

I asked her if she liked spam huge black cock. She laughed and didn’t answer. So I asked again in a playful manner. She said that John does have a great dick. But then she said that I am the only man she loves. All in all. I think that the both cuck experiences I have had were good. We will definitely do it again. If anyone who reads this has ever cucked before, let me know how it felt for you.

I attached a pic of spam dick