I confess my wife is outta down for a few days. I’ve always wondered how a shemale blowjob would feel. Where I work there’s a hot and cute little shemale slut has made me go to restroom for a quick jackoff session. We were talking a little and when he/she found out the wife was gone a few days she wrote phone number down and said if I needed anything call her. When we were walking out she very quickly put her hand on my crotch and squeezed a little and winked. Now I’m at home rubbing my cock and looking at her phone number and thinking I so want to call her because I’m horny as fuck and wanting to pound a shemale mouth. I wanna suck some tranny cock and then put a load of cum as deep as I can up shemale ass. 😈😈
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So I meet this girl through some friends and she’s pretty hot and she seems like she’s into me. But she also has a huskier voice and I’m wondering if she’s trans. But I have a couple of drinks and it’s been 20 months since I got divorced and I haven’t had sex in a long, long time. And she’s looking good. So, we end up hooking up but she seems nervous and I ask her what’s wrong and she asks if I know she’s not a “real girl.” I say yes, and because I’m so horny, I really don’t care and I figure I can get a blowjob or handjob out of it because I really don’t want to deal with her dick.
We fool around and she gives me the best blowjob I’ve ever had. She kept her panties on so I just focus on her giving me head and forget about what’s between her legs. It was awesome and I think that’s that. We exchange numbers but I figure I won’t call her because of the whole trans thing. A couple of days later she texts me. And I’ve had a couple of days to fantasize about her blowing me and I’ve tugged a few out thinking how awesome it would be to do that again. So in a weak moment I decide to meet her for a drink. She looks good. Super good.
We end up in bed later and I get her shirt and bra off and I’m sucking her natural little titties and I can feel her dick getting hard. She rolls me on my back and takes her panties off and there’s her semi-hard dick, but I think she could tell it made me uncomfortable. She proceeds to give me another amazing blowjob and I blow my load. We snuggle and spoon after which makes me a little uncomfortable since I still haven’t touched her dick. A little later my dick starts getting hard because it’s pressed up against her tight little ass. She giggles and wiggles against me when she feels me getting hard and asks if I want something. I’m tempted to push for some ass, but instead rub her tits and kiss her and then get her to blow me again and this time she takes my load and kisses me back with her mouthful of cum. I’m a little flipped out but kind of turned on. We go to sleep.
Next morning, I wake up with my dick hard and try to figure out if I want to try something else with her. But she doesn’t seem like she’s into it so we fool and around and she tugs my dick a little but doesn’t make me cum. I fondle her dick a little and then go back to kissing and sucking her tits because I’m a little shy about it and I think she can tell. She then lies there and starts to jerk herself off in front of me. I’m mesmerized and after she comes on her stomach, I want to go down and lick it up and then kiss her with her own cum, but I’m also flipped out because her semi-hard dick I lying there. I decide to go down and lick the length of her dick, but don’t put it in my mouth, and lick up some of the cum and kiss her. I’m slightly revolted at licking her cock and also super turned on. She seems a little relieved but splits a little bit after without saying much.
I don’t hear from her for about four days and I decide to text her telling her I’d like to see her. She asks if it’s a real date and I say yes, so I take her to dinner and she’s talkative and really fun to be with and it’s like the first time I met her. We hold hands when we’re walking and she seems super into it. We go back to her place and I start to kiss her the minute we get through the door and she pauses me and says we need to talk, but I’m thinking no, I really need you to suck my dick because she looks so hot.
She tells me she really likes me but she’s afraid I’m embarrassed and uncomfortable about her being trans. I admit I am a little shy about it because I don’t think of myself as gay and think in more traditional gender roles but tell her I really like her and think she’s fun and sexy. She tells me she likes sex with me but we need to make sure the pleasure is mutual. I say OK but am a bit afraid of what that means, and start to kiss her again and she kisses me back. She takes me to the bedroom and tells me wait there and she goes to the bathroom. She comes back in superhot lingerie and stockings and my dick starts throbbing looking at her sexy, skinny body. Her little tits look awesome and I can see the faint bulge in her panties. We get into bed and it’s superhot and I’m so turned on by her. I finally pull her panties down and her cock pops out. I stroke it some and then put it in my mouth and bob up and down. She’s moaning and telling me how good it feels. I can only do I for like a minute before I’m overwhelmed that I’m sucking a cock like I’m gay. But it’s also superhot because she’s so sexy. I start sucking her cock again and I really start to get into it and she starts telling me how good it is and how she likes it. She pulls me up before she comes and we kiss more and then she sucks me some. I’m on my knees on the bed and she’s down below me sucking my dick and I’m watching her sexy body. I have to stop her because I’m so close to coming. She lies on her back and spreads her legs. She’s only got on a garter belt and stockings and it’s all I can do to keep myself from coming because she’s so fucking hot. She asks if I’ll fuck her and I mumble yes. She gets lube and a condom and puts the condom on me. I put her legs up over my shoulders and push my dick against her ass. It doesn’t give so I push more and then I feel her sphincter open and my dicks slides into her ass. I start fucking her and am mesmerized by her cock as it jerks each time I push my dick in her. We fuck for a few minutes and I roll her over so I can do her doggy style. It’s so hot and I alternate between grabbing her tits and her dick. She says she wants to cum and wants to be on her back again, so we switch back. She wraps her legs around me as I push down on her body so her cock rubs against my stomach as we fuck. We build up and I can feel her dick twitching like she’s close to coming. I wonder if I should pull out so I can go down and suck her dick when she comes but it feels so good in her ass that I decide to stay where I am. Then I feel the cum shooting out as she starts to moan. I cum in her ass and collapse. I roll off her and lie there realizing I just sucked a dick and fucked a tranny in the ass. She’s so hot but I also feel some revulsion about it because I realize I just fucked someone who was born as a man. She seems to sense it and tells me how much she likes me and how much she likes sex with me. The endorphins kick in and I fall asleep thinking about her sexy body.
Things progress and I start to feel more at ease having sex with her. We start spending 3-5 nights a week with each other and she’s always on my mind. I get more comfortable fondling her dick and giving her head and eventually get to the point of letting her come in my mouth. I still get feeling of guilt but I push them back into the corner because honestly the sex is so good and I really enjoy hanging out with her. She’s low maintenance, fun, likes sex (and even initiates it).
A couple of weeks later we go to the beach for a long weekend. The weather isn’t great but we still walk along the beach and then fuck like mad back at the condo. At night we light the fireplace and have sex for hours in front of the fire. I’m happy like I’ve never been. I get relaxed walking in public with her. I start to get comfortable sucking her dick and swallowing her cum. Sometimes when I’m alone I start thinking that I’ve become comfortable sucking cocks and that I must be gay, but then I make the realization that I don’t like sucking cock – I like sucking her cock. I realize that I’m fine with sucking her dick because I love her as a person. Maybe I’m justifying it. I’m not sure, but now I look forward to pleasuring her and I don’t feel guilty. I have a superhot, sexy girlfriend who loves me and we have amazing sex. She was born a man. So what. I don’t care. I love who she is, and how she makes me feel. And I’m fine sucking her cock so she knows how much I love her. At this point, I can’t believe I was once so shy about touching or sucking her cock.
People on here will likely post that I’m a faggot. Which is fine. Several months ago, I might have agreed. But I’m so happy with her that I really don’t care what those people think. It’s the most satisfying relationship, sexually and emotionally, that I’ve ever been in. I come home to the sexiest woman every day, so who cares what a bunch of homophobes think.
This is a sexy story that has really happened to me.. enjoy!
About 7-8 months ago, I didn't have a washer and dryer in my apartment, so I had to use a laundromat. During this period I spent most of my time as a 'kinda gay looking' dude, instead of the cute little girly I am today. :3
Anywhos, I had to stay there the whole time washing my clothes, since I didn't trust anyone there.. I figured if I left, someone would steal all my fancy clothes.
Well.. that's what I NORMALLY do...
I was doing some laundry one night, some panties, girl clothes, guy clothes, etc etc. There was only one guy in there with me, so I went out to my car to get my phone charger since I was going to be there for a while.
I guess I came back too fast.. when I got back in, I saw the other guy in there near my stuff. I ran over there and was pissed!
The guy had been riffling through my panties in the dryer, and had been waiting and hoping I left so he could snatch a pair. I don't blame him! I love panties too. :)
I was pretty steamed, I snatched my panties back and told him to get the hell away from me. He said he was sorry that he tried to take 'my sister's' panties.
I got kinda.. hit off guard there. So, I just told him that they were my panties. It made him even more embarrassed getting caught trying to steal another man's panties. It was pretty funny.
He just said he was sorry like a million times, grabbed his clothes and ran out of the laundromat.
Anyways, I went about my business and I didn't see that guy for a couple of weeks.
At a return visit to wash more clothes, I was dressed a bit more girly. Tight jeans, girly shirt and some jewelry. I was still in the washing phase, and playing some lame mobile game on my cell phone.
I didn't notice but the panty-grabber came back in and didn't even notice me.
Once I saw it was him, I walked over and said "Hey man, sorry to make you run off like that.. I was just kinda pissed."
He was confused, of course.. and when it hit him, his eyes went wide. It was pretty funny actually. He was stammering over all of his words and got embarrassed again.. it was cute!
We actually ended up talking a lot about technology stuff, and he was asking questions about how it's like being TG in the South of all places. Our little chat went on for a while, and since it had been a while since I seduced someone.. I started to flirt a little bit with the guy.
After more chatting, I started to well.. you know.. touch his arm, his leg a little bit. Putting on the normal moves. I could see the bulge in his pants getting bigger. I was getting pretty dang horny myself...
So I just asked him... Have you ever had sex with a lady like me before?
He said no, of course not! Let's just say.. if he said that the next day, he would have been a liar. :)
He was a bit nervous, but I told him it would be okay.. and I did have a condom on me if he was interested... A couple of minutes of coaxing and he decided to have a romp with me...
I took him back into the bathroom, locked the door and we started making out. It was pretty hot. As we were kissing, I began to rub on his cock through his pants. It was dying to be released from the confines of his pants.
I got to my knees, unzipped his pants and pulled his cock out of his boxers. It was decent sized, and cut. I gripped it in my hand, and began to stroke it slowly. The guy just leaned back against the wall and bit down on his lip.
I moved my hand slowly up and down his cock, and eventually slide it through my juicy lips even slower. After a few swishes of my tongue on the pulsing head, he moaned out and grabbed my head.
He shoved my head down on his cock as he groaned, shooting cum deep into the back of my throat. I pulled away, coughing a bit as I didn't expect him to do that. After a few moments I regained my composure, and went ahead with sucking the rest of the cum out of his softening cock.
He told me he was sorry, and it has been a long time since he's been with someone. I told him it was okay and that I found it cute. :)
I washed my face a bit and we both went out of the bathroom. He was pretty exhausted from the 3 minute blowjob he just got from a tranny in the bathroom. As he was leaving, I told him I'd be there next week and he better be ready to fuck next time.. I gave him a kiss, tucked a pair of my panties into his coat pocket and with a wink I went back to my putting my clothes away.
This was my first sexy encounter with this chap, and we have had sex in the laundromat many times since then. I can write those up if anyone is interested!
Hope you liked my story!
I confess I wanna get a blowjob from a hot little tranny while my wife watches and gets off on it
Civilians (most of them) think that soldiers in the US Military are all buff and masculine and ready to die for their country.
I've been in the US Navy for 11 years and I have to confess to you guys...the Navy is really gay. I don't know how many times I've been stationed in different countries where there's easily places you could bang a few chicks every night yet a large majority of the crew end up either going to places that have trannies or they end up fucking each other.
One of the officers I knew had a wife and three kids yet when we were stationed out in Japan, he had gay sex with a bunch of male prostitutes (though in his defense, the male prostitutes in Japan are quite feminine. Very slim and submissive)
Another one of my buddies from Texas who was raised in a very religious home ended up blowing a few of the crew in the upper decks at night during watch while we were out at sea. I thought he was going to get harassed because everyone found out about this but to my surprise, no one cared. Hell, some of them even went up to him during watch and asked for a blowjob.
Also, some of the officers have really, really weird ways of conducting punishments. One of my officers had this little nerdy kid stand up and jerk off in the hallway for an entire night as a punishment (forgot what he did) - and we all just walked past him while he jerked off. If you even did anything as much as crack a smile, the officer would have you also stand in the hallway and jerk off along side the guy.
Don't get it wrong, though, I don't hate gays. It's just I find it funny that the government actually had that whole "Don't Ask, Don't Tell" policy all the while a large group of their soldiers are gay as hell.
I confess after 3 years of my Gay best friend trying to get me to fuck him, he finally got me.
He would wear revealing clothing almost every day, and being open minded, I'd accept him but say "no thanks".
However... He lost a lot of weight, became kind of skinny, and worked out for a while doing squats, and one day....
.... he showed himself to me as one of the most convincing trannies I've ever seen.
I had such inner conflict inside of me, not sure what to feel, I turned him down, but he begged me to stay after nearly running out.
He asked me to have a drink with him/her or w/e. After a few drinks I started to notice my inhibitions decreasing, and I had a feeling like he was purposely giving me double/triple shots with my vodka and cokes despite asking for singles.
But.. I kind of let it happen.
After a short while, while I was sitting comfortable, he/she came over to me, started unzipping my pants and gave me the best blowjob I've ever received hands down.
I received two more blowjobs within a 2 hour period, and became open enough to start fucking him.
Now I feel like I've been desensitized to the point where whether he's dressing up as a tranny or just normal boy looking, I fuck him.
I have no eyes for any other boy but him, but there's something about him now that I find irresistible.
Goddamn! My wife is working tonight and for the first time ever I just now got a fucking intense blowjob from a little tranny bitch boy. I’ve never shot cum that hard and intense before! Definitely be doing this again whenever wife’s not around! Nasty little motherfucker knows how to make me cum in his/her mouth