Fucking to Thoughts of my Trans Neighbor And Then Doing Him

I have been exploring my sexuality for a while now and while I cannot confirm that I am a straight man, I am still not sure which category I fall into. But a trans person is living right next to my apartment – Benny and I feel like doing dirty things with him. I mean like he dresses so well and rocks a full face of makeup with a slight beard. He does have generous boobs and I have thoughts of my trans neighbor, every time.

But because I wasn’t sure what to do, I did have a booty call waiting for me tonight. She was dressed in a baby doll as she sat with her legs open on my couch. I could see her pussy, wet as she smiled and welcomed me to her. I could see her boobs and nipples through that sheer dress. The nipples are hard and pointy and looking at those I get aroused. So, I walk towards her and throw my shirt off as I move. I also remove my pants, when I get to her and get on the couch. I straddle her and my cock is right near her face. I hold it and run it over her lips. Her tongue comes out and she licks the head. As soon as she does it, I imagine Benny’s mouth on it. She sucks on the head hard and my eyes are closed imagining Benny. She uses her hands and rubs my cock, pressing it hard as she tries to pleasure me. But I feel her hands are too soft and it isn’t helping my arousal.

So, I stop her and take her to bed. I push her on the bed and spread her legs apart. I use a condom and just push inside her vagina in one stroke. She screams and stops me. I forget that I needed to help her lubricate so I apologize and go down on her. I lick her vagina and clit but I am not feeling it. I use my fingers on the vagina and feel a little wetness. So, I try to penetrate her pussy again. This time I am successful and push in without resistance. Her vagina holds my cock, but I don’t feel excited enough. I am horny, so I start thrusting in and out of her cunt. I am imagining Benny again, that I am pounding his ass and his ass is so tight. I feel so good thinking of it and fuck her harder. I want to get release, so I imagine Benny again and actually shout, “Benny! Benny!” as I cum. The lady is not happy obviously and leaves in a huff. The thoughts of my trans neighbor was making me cum.

Benny is on my mind and I am thinking that maybe I can try a tranny phone sex service to get some relief immediately. But before I do that, one day Benny stops by at my apartment. “I heard you that day you know, shouting my name as that bed of yours hit our common wall,” he says. I am embarrassed and I want to apologize but then he gives me a quick kiss on my lips. “Come to me if you want to explore,” he says and walks off.

I didn’t have to think twice and I walk off to his door. It is open and I see Benny, naked and made up. He is wearing a bra and showing off his naked cock proudly. I enter and shut the door behind me. He comes up to me and kisses me again. I embrace him and kiss him back, harder. I push my tongue inside his mouth and he sucks on it. I can feel his cock against mine, prodding. I reach down and feel it. It is long and smooth as I rub it and feel it. “Unhhh,” he moans as his hips move when I hold his cock.

“I want you to suck my nipples,” Benny says and takes off the bra. I can see pierced nipples on his chest and I lick them. I suck on each of them and pull on the barbells. Benny grabs my ass and squeezes as I play with his nipples. “Yes baby, yes!” he said and then stops me. “Come to my bedroom,” he says and takes me by my cock. This is so naughty and sexual at the same time that my cock perks up. He laughs and we go to the bedroom.

Benny gets on to the bed and sits on it. He beckons me forward and pulls down my shorts exposing my cock. He holds my cock and licks the head. Then puts it in his mouth all at once. His mouth is full of my cock and I thrust in, making him gag. He sucks hard on it and begins blowing me. His hand is working to rub the part which is outside his mouth and he is sucking hard on the remaining part. He also presses my balls as he does this and I buckle in pleasure. My cock pops out of his mouth and he crawls up, showing me his ass. He takes a bottle of lube out and throws it at me. Thoughts of my trans neighbor getting into the bed was not real for me.

Yes! This is my fantasy coming true so I grab the lube and cover my cock in it. I also take some in my hand and push two fingers inside his ass. He grunts as I go in and it is tight! That asshole is so tight that I think my cock will love it. I pump my fingers in and out of his ass as he moans and pushes back. Then I tell him that I am going to take his ass. I try to push in my cockhead but it is hard. I try harder and push in one stroke. His ass, takes me in and slowly I fully go in. It is so tight in there, that asshole squeezing my dick.

I stay still for a bit, waiting for him to adjust when he slaps my ass and asks me to move it.  I begin pumping in and out of his asshole, fucking him. I am fucking Benny and enjoying it. Benny began dirty talking and I am aroused further. Then I notice that Benny’s cock is hard. So, I keep fucking him and grab his balls, pressing and massaging them. Benny starts to scream and moan, grabbing his cock in the process and masturbating. I hold on to his balls and fuck him faster. My cock moves in and out of his hole in a frenzy. Then I feel this tingling in my toes. I feel good, my whole body feels it and I cum. I shoot semen in his ass and slump over him.

That experience with Benny opened my eyes and I knew that I wasn’t straight. I was into trans men and that allowed me to explore. After that night, Benny left the apartment complex, but he showed me the way about my sexuality. It just started off with the thoughts of my trans neighbor but now we explore each other’s skin.