I've had more blowjobs and fuck sessions than I can count at this point with this local sissy. It started around a year and half ago after getting out of a long term relationship. I was so used to getting pussy and then it was just cut off. I did try to tindr scene a bit but it was nothing consistent and the couple of women I meet really wanted to take it slow. Curiosity got the best of me so I found this sissy on a hookup site who doesn't live too far from me. While the sissy is like 10 years older than me I still have somewhat of an attraction, mostly because of the weak skinny looking body. Anyway I'm still blowing really hard cumshots a year and half later. I usually have the sissy come to me, I do what I need to do that night and the sissy leaves. Simple and easy, no drama or losing money is involved and my balls are getting fully drained. I can fuck as hard as I need to in any position, fuck more slow and passionately, cum in the sissies mouth, blow on the face, get a slow edging and milking from the sissies hands which are unusually feminine, etc. It makes me wonder how many guys secretly use these sissies and trans and don't say a word about it. I certainly see why if its a match for both parties. In the case of this sissy it was very evident that they have done this quite often and that I would be taken care of well. I just use the sissy just like I would a woman. I'm not into the other weird shit like getting my ass rimmed, getting fucked etc. Occasionally I've sucked the sissies cock which I kind of like but I'd never do it with an actual dude. I'm strongly considering putting videos on here pounding the fuck out of the sissy and seeing what everyone thinks about it. I have noticed though that there are a lot on here who act like its super gay and against however I assure you that nearly everyone typing that this older nonpassable sissy who is still feminine would make you bust your balls off hard.
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When i was 18 i fucked my ex sister in law. To this day ive never told anyone so heres my almost incest confession....
she was 30 at the time and had been my sis in law since i was 6 she had always been a big sis to me. Im gonna leave some specific details out just in case for obvious reasons but ill try to be as detailed as i can. i hope you enjoy i still get off to the memories all these years later.
I was living with my brother and her at the time that he left her. it was out of the blue and they had kids together. I was angry at him over it and she told me i didnt need to go anywhere so i stayed there with her and the kids. Time was moving on we used to smoke weed and take mdma together as we always had done pre break up at the weekends. i dont know if one of her friends suggested i might be interested in her (i wasnt) but we had the chat and she pointed out nothing could ever happen with us. I laughed and told her she was my big sister not to be crazy , i was there to help with the kids which was true. no more was said about it but i guess that planted the seed.
I was a horny inexperienced teen , i think id fucked about 6 girls at that point. She started leaving her dirty panties on the bathroom floor she was never tidy so never thought anything of it but in hindsight couldve been deliberate i dont know. I do know i started sniffing them and jacking off . sometimes id put them on too or cum in them then throw them in the wash basket.
We had a family party for one of the kids and my bro was there. she had it in her head that this was when theyd get back together but i knew he was seeing someone . it was very late when everyone including him left. when she closed the door and locked it she just burst into tears. we were drinking and super high. i hugged her and started consoling her innocently , when she composed herself she said she'd needed a good hug for months i said you can have all the hugs you want tonight and rolled a joint. We took more mdma and sat on the couch with me hugging her somehow we ended up sitting on the floor with our backs to the couch me still with my left arm around her. This turned to us lying on the floor legs locked together if you can imagine .
My thigh was between her legs and we were kinda looking over each others shoulders. i started moving my leg up and down her pussy a little rubbing it with my thigh. i knew i was crossing a line but i was super high and could blame it on that. She didnt stop me! Now i was mega horny and picked it up a little . This went on for about 5 mins and i decided to take the chance . she was looking away from me so i said her name and reached to touch her cheek to turn her head towards me. she just grabbed me and we started making out. i was grabbing her amazing ass and rubbing her pussy with my leg. this went on for a few mins before she came to her senses and stopped. she said we cant do this, your like my little brother and got up and sat on the couch. I followed her up there , leaned forwards, kissed her again and put my hand down her top to squeeze her tit. she let me and then pushed me away . she said I need to be responsible here before this goes too far with a big smile on her face. she said im going to bed. the next morning i went into her room and asked if we were ok. i told her id move back to my folks place if she wanted . she looked up at me , stroked my arm and told me not to be silly. we didnt fuck that time but that was to follow a week or so later. this lead to us carrying on in secret for months. if theres interest here ill carry on . theres enough detail her already that she would 100% know this is about her.
