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.
