u/PieAgreeable1880

Little about me going into this “confession”

I’ve always been the str8 acting masc guy. Was always down to give and receive head. But when it came down to it. I was the Top always was and still from time to time when it gets to that I’m the Top. That was until one night and one meet up with this man that completely took me and made me his bitch.

It was a long night of being horny. Lots of back and forth on the CL casual encounters. Most of the conversations led nowhere, different preferences, and some flakes. Until one guy followed through that matched what I was looking for. Really… I was just looking to swap head with a decent looking guy that had a nice cock. I’ve always been more picky about the cock than the actual face or other physical qualities. I get a message and this guy sends over the pics. He’s late 30s to early 40s. Handsome Latino in really good shape. Not crazy jacked or buff but in great shape. Then the cock pic gets sent. The pictures did not do it justice. Anyways… we agree for me to come over. I get to his house and thank god he looked like his pics.

As we walk upstairs to his room he’s kinda telling me how I got him so horny he couldn’t help but cum and that he probably wouldn’t be able to cum again so soon. I wasn’t too concerned about it as he assured me he would still make me cum.

Well we start getting undressed and as we’re doing so I couldn’t help but notice his body. He was in great shape. Not too ripped but he had abs and muscular legs and you could tell he did squats. He still has his underwear on. He begins to undress me and before I knew it I was completely naked. I laid on his bed as he started to slowly wrap his mouth around my cock. He then just went to town sucking my cock. I was going to cum soon so I told him it was my turn to take care of him. He took his underwear off finally and there it was. This was by far the most beautiful cock I’ve had to this day. Wasn’t huge but he was about 6.5” and man it was THICK with some nice big balls to pair it. We laid on the bed in what was like a sideways 69. I remember going for it just the head would fill up my mouth. I made out with his cock. I was so horny and he sucked even harder on mine and quickly made me cum. He took it all down his throat. He proceeded to tell me that I probably wasn’t going to make him cum and that it wasn’t because I wasn’t good at it but because he had already came not long before I got there.

That’s when it flipped for me… I asked him if he was sure about that and he says you can try. At that point I knew I had to see that cock shoot. He laid there in a lazy manner with his cock half hard as it filled my mouth. At that point I just wanted that cock in my mouth and didn’t wanna take it out. After a couple minutes he got fully hard again. I kept swirling my tongue all over it and going down and licking his big balls. I could feel him twitching here and there from pleasure. This went on for a good 10-15 minutes until he whispered the words “fuck your ass is so sexy”. With his cock in my mouth I knew how I could get him to cum. I laid him on his back, climbed on top of him, and had his cock rubbing in between my ass as I grinded on him. He looked up at me and asked me “I thought you were top only?” I couldn’t help it but at that point I was willing to do whatever to make him keep giving me his cock and I wanted his cum. I told him “I’ll do whatever it takes to make you cum daddy”. I could tell he liked it and he flipped me on my back lifted my legs up and that’s when I got my ass eaten for the first time. Holy shit… he ate my ass for what felt like forever. I didn’t know I could moan like that. The way he held my legs up I felt like his bitch. Finally I told him “fuck me with that juicy cock daddy” he asked “are you sure?” I said “yes if you want it take it”.

And that he did. He took me. He slapped my hole with his big heavy cock and slowly and little by little made his way in. It hurt like fuck at first but once he was in and I was finally relaxed I felt full. He began with slow and deep thrusts and before I knew it he was fucking me like a slut. At this point he had loosened me up enough to where I had confidence and the only feeling I felt was euphoric. I climbed on top of him and bounced up and down on his cock grinding on him while I kissed him and ran hands up and down his abs and pecs. I didn’t think I had been completely turned into a slut until he bent me over. I remember always telling men to arch their backs like good sluts when I fucked them. So I had to as well. He fucked me so good and had me moaning like I never have before. When he finally said “im gonna cum” I couldn’t help it and like a little bitch I whimpered to him “cum in me daddy fill me up”. Right when I said that I felt his already thick cock pulsing deep in me and I could feel his cum shooting inside of me. It was a lot for someone who had just came an hour previously. He slowly pulled it out and then slapped my hole with his cock. This was the first time I got fucked and I couldn’t think of a better way for it to go.

I finally regain myself and I hear the shower start running. He tells me to get in the shower and clean up. At that point I’ll do whatever he says. “Yes daddy” I said. I hop in the shower and he stands there watching me in disbelief of what just happened. I asked “are you gonna make me shower by myself? You need one too” he quickly gets in. And before you know it we’re in the hot steamy shower and I’m on my knees again for his cock. I couldn’t stop. He got hard again and that’s when he grabbed me and pinned me up against the shower wall. Then I felt it again. He was pushing his cock back into me. I was in the shower moaning like a little bitch again. The way his cock curved and me kind of standing up it hit different this time. He fucked me hard and fast this time and before I knew it he made me cum again.

We finished our shower, got dressed and he walked me out the door. I ended up meeting with him several times after. With us flip fucking each other every time. And everytime I came over shower sex was had. It became our thing. This went on for a few months on and off until we slowly lost contact.

Til this day he’s been the only man that I would let fuck me. And I think it has everything to do with his cock.

Has anyone ever had an experience like this where literally just their cock alone will put you in a trance? Hopefully one day I’ll find another one of those.

Couple years back I was browsing through Grindr and came across this sissy/CD. Looked very feminine and it made me a little curious. Little back and forth messages and it was set. I was going over there. When the address was sent I couldn’t help but recognize the street name. After getting there I realized it was my childhood bestfriends NEXT DOOR NEIGHBOR. I was instantly nervous. My friend and his family had moved out of that house so I wasn’t worried about being seen by them. I was more nervous to get recognized as I spent so much time over there in my late teenage years. Took me a couple minutes to get the courage to walk up. I rang the doorbell. No one came out and I thought “fuck he probably recognized me” but then I heard the sliding glass door open up. He said come through here. Little nervous still I went through the sliding glass door and through the blinds and there he was. Same height as me, make up done, in a sexy gold skirt and a nice top. I couldn’t believe how sexy and how feminine he looked. I instantly was hard this was my first time with a sissy/CD and I was unsure if I would be into it when I got there but I was. In fact I was instantly hard. He said “you’re so hot follow me”

I followed him up the stairs. I could still vividly remember the walk up the stairs just staring at his sexy ass in the gold skirt. Each step I remember.

We get upstairs to the loft and in a little feminine voice asks me “do you like this baby”. I almost came right then and there. I said “fuck yes baby come here”. Now up until this point I had been with a few guys and had never kissed. (I know, weird. I’ve sucked cock and everything else but never kissed)

We slowly touched each other and began kissing very passionately. He felt my cock and almost instantly dropped to his knees. I can remember looking down and seeing him take my cock in his mouth so passionately almost like he was in love with it. I kept looking at the gold skirt slowly rising as he kept bobbing back and forth and I could see the bottom part of his cheeks. I told him to lay on his back on the couch. I lifted the skirt up and he has a sexy little black thong on. (This is where my panty obsession started) I saw his soft girly cock under that thong and I went for it. Kissing and licking it until it got hard enough and busted out of the thong. I slid the panties to the side and began sucking his girly cock. He begged me to fuck him but I wasn’t ready just yet. I was so enamored by the thong next to his pretty girl cock. He begged and begged for my cock in his ass… finally I gave in. He slid his panties off like a girl it was so sexy. Went to take his skirt off and I grabbed his hands and said “leave it on you little slut”

I bent him over and lifted his skirt. Ate his little girly asshole to loosen it up a bit. Slowly I pressed my cock against his hole and slid inside slowly. Before I knew it I was grabbing the waist just ramming his bussy. Flipped him around, he rode me reverse cowgirl, and then when he turned around and kept riding me he came down for a kiss and I could feel him cumming hands free all over my stomach. He was such a slut he got on his knees and licked it all off and then begged for mine as well. He stroked and sucked me until I fed him all my cum. He wouldn’t stop sucking even after he has taken all of mine down his throat. We finally took a seat on the couch and with his leg wrapped around me kept kissing my chest and licking my nipples. We cleaned up, he thanked me and I left.

I never could link back up with him even though I want so bad. Sometimes I almost want to just show up and knock but that’s not the kind of person I am. I never knew I was into sissys or CD or even trans girls until that day. Now I just can’t get enough of it and wish it could be an everyday occurrence.