My wife is going out of town at the end of next month and I want to try and get fucked by another guy. The thought turns me on so much. I’ve sucked a few dicks in the past but never tried anal. Any tips or pointers? Yes he used dildos and other anal toys but they just aren’t enough. I want to just bend over and get railed by a regular sized cock. Nothing too big. I don’t consider myself gay because im not emotionally attracted to men. Im only physically attracted to cock and cum. Has any one else been wanting to try it for many years and then finally got to do it? Maybe we can chat. 

So, I have a confession. More of an admission I guess.

I'm not homosexual, maybe I'm bisexual. It's hard to tell, because I've never been with a man. I've always loved women, and I'll never stop wanting them. But lately, I've been thinking about experimenting with being a "bottom".

I guess I should start from the beginning here. The last girl I was with, I guess it was a year or so ago, was the love of my life. I had finally found the girl I wanted to marry, to be with until one of us died. I was happy, and she was EXTREMELY adventurous sexually. Our first night together before we were a couple involved a threesome with her friend. It was actually initiated by her friend actually. That's another tale though.

SO, after we started really dating, things clicked quick, and we fell in love. Love isn't something that I throw around without meaning, she's actually the first of any of the girls I was with that I truly felt it for.

Sex was fantastic. We fucked like rabbits, we fucked in public, in my car, just, wherever, whenever. I STILL to this day dream about the sex. Well, while she would be blowing me, she would always massage around with her other hand, and one day, she went low and started pushing her finger against my asshole.

I never really got into the idea of having my ass fondled, but she was the kind of girl who would convince me to jump off of a cliff. I mean, this girl was heavenly, with a mix of the devil. Natural beauty, un-dyed Raven hair, tits that were out of this world, hell I doubt I'll ever do better.

Anyway, so she starts working around it, and I'm not so much in a panic, but just wondering what I should do. Damn if she didn't figure it out for me, a quick deep throat made me release whatever pucker I had as I felt the ecstasy of her pleasuring, and she worked her finger right in.

She looked at me, and just held her finger in as she stroked my cock with her other hand, and smiled. I smiled too, because, I loved her, in my head I was worried that if I enjoyed it, she might think I was weird.

Well, more and more times during sex, she would work her finger in during a blow job right to the point where she started working her finger in and out. I didn't stop her, because she enjoyed it, and honestly I did too now. It was an extra pleasuring to my already fantastic fucking.

I decided to pay her back with some ass play of my own one day, and I turned her on her belly as I massaged her, working down along the hump of her bottom, spreading her cheeks and working my tongue in. She moaned in joy as I tongued her ass and fingered her clit at the same time. I had never eaten a girl's ass before, but if there was a girl to try it on, it was her. I had fun, she was very clean, as am I, so I wasn't worried about anything "gross". Who am I kidding, I freaked out at first, but in the moment, you just go all in. You know it.

Well, the next night, she decided to PAY me back for her pleasure. She told me to lay on my back, because she wanted to give me a massage. I told her it wasn't a big deal, because massages didnt do it for me. They still really dont. I don't find them too erotic unless I get a bj at the end. Which I never did haha.

She playfully tells me to just do it, so I abide. She starts massaging me, and after a few moments, I realize she started working a lotion around my bottom. Now, I've been told that if I posted a picture of my ass, and hid the fact that I was a dude, I could have men jerking off to it. I've often considered doing it as a joke. Then revealing that the ass belonged to good ol' me. Anyway, back to the story..

She starts rubbing lotion on me, and beckons for me to get up on my knees and elbows. She starts to use the lotion to stroke my dick and balls, and it feels fucking fantastic. I'm wondering to myself, "My god, how can it get any more awesome??!!" When all of a sudden, I feel a warm moistness start to tickle around my cheeks. I tensed up when I felt her breath roll over my ass, a little warm air against my bottom.

Suddenly, she begins licking and rolling her lips around my ass hole as she strokes. I tried my best to not cum, but it was probably the best feeling I've ever had in my entire life. I came BUCKETS. I'm pretty sure I applauded her.

So, some time passes, and one day after lunch on a weekend, she tells me she wants to start using toys. Again, I've never used toys. Never really figured much for them, as I have the perfect toy for a girl right between the legs.

I tell her to get whatever she wants, and we'll try them out. So, a few days later a package from Amazon shows up at our door (we lived together for a bit in a nice rental house) and low and behold, she ordered a vibrating dildo.

I joked with her and said I was sad that she didn't think my dick was up to par anymore and she laughed and said that they were the same size, she just wanted to try a few things. So the night the dildo came, I was eager to see what she had in mind.

She asked me if I'd fuck her in her ass. I'd never had anal sex with a girl before. Don't get me wrong, I tried. My ex some time before her flew off the bed in pain because I was too big. And since then, its never really been anything I thought of doing. The vagina and mouth work just as well.

I said hell yeah, and after careful careful careful amounts of effort, we got it in, and the fuck began. At first it was slow, incredibly slow. Almost to the point where I was just wanting to take it out and fuck her normal. But, as she always did, she surprised me. She started fucking speeding up to the point where it was like I was railing away at her like normal. I still was careful, I'd read too many horror stories.

In all this, I'd forgotten about the dildo. The purple, ugly, veiny didlo. The damn thing sat next to her as I fucked her ass sideways.

Now, I've watched a lot of pornos. And they've been the best education a man could ever need. I grabbed the damn thing, I never held one before, so it was like holding another man's penis. Odd. I decided I was going to double penetrate my girlfriend. I slowed down enough to work it in, and with the satisfactory moan from her, I did my best to maintain a rhythm. Eventually, I handed the rains of ol' Veiny to her and it was epic. She came a lot, I came a lot, and it was a fantastic night.

A few nights later, because I was out of town, I came home to her in a sexy little number and the ol Veiny on the bed. I figured we'd be repeating the night we had earlier in the week, and I was excited. The way she could work a dick, damn I hate the guy who she's with now...

So, we set about it, and she gets the lube out and starts applying it all over the dildo. I kind of had an idea what she was up to. I'm not a moron, and I'm horny like 99% of the time. The other percent I'm sleeping. She asks if she can use it on me.

I stared at her for a while wondering if there was a wrong answer here. I didn't know if it'd be like Indiana Jones and The Last Crusade, where I had to "Choose Wisely", or not. I decided, since she and I had been having wild nights, what the hell. We only live once.

Well, haha, it didn't work out. I did not have the anal space for anything like that, and honestly, I was terrified. I could tell she was disappointed, but not completely downtrodden about it. She told me that we'd have to work up to it. I agreed, if only to appease her.

So over the next couple of months, she would use two fingers instead of one, increasing slowly to three, to the point where it almost hurt when she was working her hand in and out.

Well, things didn't work out between us, and we ended up breaking up before ol' Veiny ended up anywhere near my ass. This is where I'm at now, and I can't figure out what's going on in my head.

I've had thoughts about having a dick jammed into my ass, and it subsequently railing it. I mean, not just any dick, a fit, young fellow like myself. Not a beary old dude. I dunno, there's just something about it that turns me on. I dunno if its because I still am drawn back to the passion with my ex, and kind of "finishing" what we set out to do, or what. I mean if that was the case, I'd just stick a dildo up there and call it a day. I think there's more to it than that.

I have what some may say is a sexy penis. Its not ugly or funny looking, its just exactly what its supposed to be. And I think thats the kind of penis I'd hope for haha. I see some of them in porn, and its kind of a turn off. So, I know its not the penis that draws me.

I've thought, maybe just a girl with a strap on? But I dunno, I feel like if I were to go that far, why not have it be a real, pulsing, throbbing cock?

These are questions I ask myself all the time. I know I love women, but maybe I'm not opposed to the idea of an attractive man. Only sexually though. I couldn't have a "relationship", per se. I mean, don't get me wrong, I'm a supporter of equal rights, politically, sexually, you name it. I'm just not gay in that way. If at all. I think its a sort of bicurious attraction that I'll never fullfill. I dunno. I just had to get it out I suppose. I don't really talk to anyone about my sexual habits, so I figure a sex message board might be the place to do it.

I confess that I am a man with an addiction to being a cock loving, cum craving, anal sissy slut from time to time. I often dress in my stockings, thong, and little shirt and go into an online chat room to get some attention from, well, anyone. Especially if I haven't had a rendezvous with my "friend" to satisfy my needs in a while. I love chatting about my experiences and sharing online pictures of hot girls, shemales, bisexual pics, and gay men. I also share pictures of myself playing with my cock and ass. When I am in the mood, I share my live stream and when I'm really horny, use a couple of my toys. I like doing this because it really turns me on, especially when guys will let me watch them stroke their cocks too. At the end of the night, my goal is to get so aroused that I have a big load of cum to shoot. I like to cum right into my mouth with either fingers, a dildo, or a butt plug in my ass. I cum so hard but it satisfies my wanting mouth and tight little ass.

I confess I stole my girlfriend's lube and dildo because I was jealous of the size of it. she has an anal fetish and the bigger the object, the better. I wanted to know what all the hype was about so one night I decided to use her lube and work her huge purple dildo into my ass. I instantly got hard and within minutes I was shooting out the biggest load with the most intense orgasm I've ever had in my life. I now use it on a regular basis when I stroke my cock. intense orgasm and huge load every time. I also have a fetish for sniffing dirty socks and panties so when I do this I often stick her underwear in my face and deeply sniff while her dildo is deep inside of me and I do this until I get my load off. is anybody else with me? easy on the gay comments because i'm bisexual. motherless is not the place to pass judgement. moral free zone. aside from that I welcome all feedback or stories if you have any to share

The other day walking on the train tracks around my town, because of problems in my own life now, I found something on the side and you may not believe it. I found a 6 or 7 inch Caucasian dildo. I dont think im gay, having only had sex with women but you decide. Most people would have left it there, especially being an 18 year old black male living with his parents. But i picked it up and rushed home, I had tried anal before with my fingers and even my fist. but i had always wanted a dildo and never knew how to go about getting one without my parents knowing, or suffering from embarrassment at our local sex shop.Needless to say i disinfected and cleaned the hell out of this cock just to make sure it was ready for use again.Ill say this, just the feeling of a fake cock in your ass is amazing, and i think i want a bigger one already, unlike my hand. and iv been using it almost daily, I love the feeling of a hard dick or just anything up my ass now,i dont think im gay because well, its only masturbation right? BUt if i am so be it, i want mor all the time , i want a real warm throbbing one in my ass. i ride my dildo so much, and ive never used or moved my hips this way until now...

ITs really amazing and i cant stop, even though my ass is kinda sore ;p

So my wife has been trying to have me open up so she can get kinky in bed and stick her finger in my butt during sex, but I won't let her. For some reason, I just can't let her, but secretly she doesn't know that I have used her dildo in my ass. I have used it 4times and though it takes me days to recover I love it. For seem reason I have the hardest time letting her touch anywhere near that area, but I love using her dildo on my ass.

So we have an open marriage and are also are swingers. Well we met this couple where both were bi, now my wife is bi, but I was not so we swapped but I just did things with his wife. Well about a month later he texted my wife asking if we could swap again but after I finished in his wife, he could suck my dick. Now at first, I was disgusted by this, but lately I have been rethinking it, and well.........I want to lose my anal virginity to him.

Idk why, but suddenly I almost get hard thinking of anal sex. I know i am not gay, and I could never kiss a man, but for some reason I want to be fucked by a dude. And sadly I still can't let my wide touch my ass. Idk how I am going to let him fuck me, I can't even let my wife touch my ass, but I get hard just thinking of him fucking my ass.

Omegle is awesome! A quick side note: I'm in my late 20's, straight, and an ex gf got me into like prostate play, but I have NO interest in men. If you haven't tried it, you don't know what you're missing. And I don't want to hear anything about gay here. I just don't care. Just like there will be no pictures here.

So just a few nights ago I decided to go on omegle and play with some of my toys. I usually do unmonitored video section and hope a girl pops up. I usually have a bigger dildo out and girls always do a double take when seeing it. Then about two thirds of the girls usually want to see me play with the dildo and get fucked by it. It's fun having a young girl watch and be amazed at it. But eventually it get old with 99% of the others just guys with dicks out. So that's when I start going to the texting section where you can pick topics.

For a while at first I started using the topics bi and lesbian, but I found most girls in the lesbian section have no interest in a guy with toys. That's when I started doing just bi/bisexual topics. The first thing I'd say to every match was "I'm over here playing with my toys (;" and ask for their asl. If it's a guy, on to the next, but if its a girl the fun begins again. Usually I say I'm 18-21.

There's a lot of younger girls there, but this is about a girl I found who's 18. She told me her asl and she ended up being in the same state as me. We narrowed it down closer and closer, until turned out she lives in the same city, about 20 minutes away! I kept an image of the chat record and will post a copy of the conversation, but to summarize it, I told her I was 21 and she really liked the idea of me playing with my toys, and that even she'd like to ride the the long 12" double dildo with me. I tried to get her to text me but she didn't want to give her number out to a stranger. So after we talked a bit more, I asked if she had a toe we could talk on later. That's when omegle crapped out on us with "technical difficulties"!

I was a bit pissed at omegle there but hoped something would happen. I kept scrolling through new partners, pasting my "playing with toys" line, and after a few minutes, I found her again!

Our second conversation went very differently. I found out she has a beautiful name, and from there it went from talking about her little vibrator, to anime, and 50 Shades of Grey. And by the end of a much longer conversation, she decided she was pleasantly surprised and that I wasn't a stranger anymore. She decided she wanted to text now.

That was three nights ago I believe (it's hard to tell because we've been staying up texting til 3-5am each night) and we've been getting very sweet and flirting with each other. Then last night, when she had a sleep over with her cousin, little sister, and a friend all in her bed, our texts started turning into heavy sexting. But she couldn't do anything for being squished between two girls in bed. By the end of the night she was telling me how wet her pussy was for me, that she was in agony not being able to relieve herself, and when she knew how excited she was getting me, she begged me to cumm for her. I did, and after some more flirting, she wanted me to cum again for her, telling me how much she wants to help take care of me and clean me off with her mouth and that I can only imagine what she's going to do when she finally gets real a taste. After she made me cum twice last night, she starts talking about how turned on she got me by thinking about "taking and spanking her naughty ass" (her words) and now I can't wait to find out what's going to happen next.

Now we've been flirting more and more heavily over the days and building up to getting together. She really wanted to see fireworks together and get a fourth of July kiss but we're both too busy that night, so instead now she can't wait for what I told her would be our own personal private fireworks that we could make. But I still have to tell her I'm ten years older than her, not three, and I'm still wondering if she'll love it or hate it. But from our texts, I think it's going to be a good surprise for her.

I'm going to go through the two logs of our chat next and edit out a few details. Then I'll post them for you guys to enjoy too.

But first, just how awesome omegle is... Another girl I met that same day there, that I won't go into much detail about, told me she was a virgin and a bit young, and she was very curious to see what dildos looked like. I toe'd her some pics and videos, telling her how good it feels when she finally get to stretch that pussy and ass to take something. At first she was curious, then said it looked kind of gross and dirty seeing anal for the first time, but shortly after she's asking me to teach her where her clit is and show her more of my toys... now that's a awesome toe log that I'm saving with pics that motherless won't approve of. d:

And that's it for now!

I confess I am a bi-curious male who has played a lot with dildos and such. I have a question for the gay/bi guys out there: I have had two earth shaking anally induced orgasms that were the most incredible feeling ever, but I don't have that every time I use a dildo. Any ideas how to increase the likelihood of having one?

I confess that I use "JDownloader" to download about 3GBs of videos per month from Montherless. Also, I'm running out of good videos to download. I now spend as much time find good videos as I do downloading them.

Any other sites out there with good young girl videos (preferable lesbian but solo is OK... fuck I love the electric toothbrush vids)?

No dudes, tattoos, animals, dildos, feces or piss. One male raping one or more females is OK but I really hate anal. (those "two" male rapes videos seem like an excuse for gay guys to get close to each other and still claim they're straight)

So I'm struggling internally. I recently went to my local sex shop and purchased a 7 inch dildo for anal masturbation. I'm a 19 year old straight male. I think. I bought it in cash, hid my car behind the store so no passerby would see it, then rushed home, lubed myself up and rode it in my bathroom for hours. It was one of the most amazing sexual experiences ever. I felt it so far up my ass I couldn't help but moan. I don't know what came over me but I threw all thoughts of females out of the window. I began to wish the dildo was real, I wanted a man to be fucking me, kissing me, holding me. I took it one step further. I threw my legs over my head and while putting the dildo 7 inches deep in my ass, I blew my GIGANTIC load in my mouth and all over my face. It was so liberating I felt amazing. However, I stood up and looked at myself in the mirror, cum caked all over me, and thought "what have I done?" I showered, put the dildo in a brown bag, and threw it in a dumpster close to my house in shame. Am I gay? Or bi? Maybe I just like anal stimulation, because I love fucking my girlfriend's warm soaking pussy. I just don't know. Again, it's a struggle.

Warning: gay, crossdressing and trap stuff in this post.

I confess that i am kind of addicted to womens underwear, i had gay experiences and here are some of my adventures.

First of all a bit about this panty and crossdressing fetish:

It started a few years ago, my brother had a kind of hot girlfriend, maybe 7/10. I found hear panties and strings in the laundry and the smell turned me on. i used to masturbate to or into them.
I befriended her family and her twin sisters in my age. We used to go to the same school and everytime i was at their place, i used to go trough the laundry on the bathroom and smell their panties. i found it to be super hot especially when they started wearing thongs.
I used to be in a relationship with both, but it wasn't for a long duration. I had the opportunity to see and touch their pussys multiple times but it never went further. I still ask my self why i didn't pushed things but i guess i was just too embarrased by the situations. To this day, about 4 years later, i still smell their panties if i am over at their place.

In those 4 Years my father found a new girlfriend and she moved to our place together with her daughter, same age as me. She wasn't good looking maybe 5/10 but her body was nice.
A few months later i started hooking up with her, but she was very childish and i got basically cockblocked by her embarrasment. she even thought that masturbation would be gross. She teased me many times with stuff like humping me a bit or pushing my face between her legs, but everytime i wanted to go further she went back and told me to stop. i knew it made her wet because once she went into the shower after teasing me again and i smelled her panties afterwards and they were wet.

This was around 2 years ago. Today she had a bunch of boyfriends for short durations and noticeable many female friends over. One of them lived at our place for about 2 weeks and it was like wet panty heaven for my panty fetish. anyway i looked trough her room and found condoms, lube and dildos under her bed. One of the dildos was a double ended one. the look and imagination of her having sex with her female friends gave me and instant boner.
I found her lingerie stash, everything in a big box. I went trough it and got turned on to the max. i just had to try them on so i wore a pair of stockings with a string and a corset like top. i had the feeling to have the largest boner in my life so far and i went further, i kept wearing the stuff, got into my shoes and jacked and went out with our dog for a walk. (Little note: my parents are on vacation for a few weeks and i stayed home alone) It was already dark and i live in a rather quiet place. At this time almost no one is on the streets. My dick was building a little tent under my jacket the whole time and i had to dodge two people but i came back home without beeing seen. (atleast i hope so) I sat down in the lingerie and started fapping. It was an impressing orgasm but not the best i had so far.

Now to the gay stuff:

I have a friend that i know since preschool. he was my best friend for a long time and after puberty we started to do some "experiments". We basically had anal sex everyday after or even while we are in school. It was almost always me fucking him because i hated the feeling of it. I started trying that stuff with dildos i found, mentioned above.
I slept over at his place or he was at my place and we would always watch porn or do some roleplay. sometiems one of us even prentended to be a girl. Our last session was around 1 month ago. he was home alone and we had some fun with his sexdolls, but we ran out of lube so the sex was literally a pain in the ass. we stopped it and continued sucking each other off instead. I like giving blowjobs but i hate cum.
We even played a few games like hide & seek and the one who gets found within 2min must strip one piece of clothing off.
We explored the room of his milf (maybe in the late 30's. pretty nice body, blonde etc) and found some anal beads, handcuffs and a strapon. That thing was huge, he tried fitting it but it was too big.
At the end he fucked me with the help of the rest lube and spit and he came in me. Since he always looses his mood in and instant, i had to fap with his pockedpussy.

A few days later he was over at my place and we basically did the same stuff expect that i sucked him off and he came in my mouth. i went to work later, still with the feeling of his dick in my butt.

Then there is this other guy who i know since highschool.
We used to be good friends and we did normal stuff except that we fapped together to porn sometimes.
We once had this girl who was showing off on the cam and we sent her some dickpics of us. she continued to fap to them and my friend said what i would give him if he would suck my dick. i said idk and he started to open my pants and suck my dick.
I knew where this was going to i started to give him a handjob while hes doing it and damn is cock was like triple the size of mine, even though he was only a year older.
He seemed to like sucking it because he did it alot in the next months, maybe even a year. i dont remember. then there was this one night. i was sleeping over at his place and he was home alone. he played some games and then he went out of the room and came back wearing stockings and other lingerie and even a latex corset from his mothers friend. she was living at their place for a bit because her husband kicked her out.
We did some roleplay and i proceeded to suck and fuck him. after i came gloryously in his ass, i continued to suck him off, because he didn't liked the feeling of fucking me. It was the first time someone came in my mouth and it wasn't that bad as i expected it to be. The warm and salty taste still surprised me a bit so i spit it out and made him laugh.
After that we didn't really do anything anymore because i had a girlfriend then (mentioned above, the 5/10) and later he got one himself.

So this is basically a confession about my dirty adventures i had so far. I felt like i should share it with someone.