I revealed to my ‘straight’ friend that I was a sissy and he fucked me so hard and now he’s try’s his new kinks with me

by OrganicRevolution111August 1, 2025968 words5 min read

When I was 16 I started crossdressing and it didn’t take me long to realise I was a sissy, I started taking pictures of me in bikinis, dresses, lingerie and more, I had them all saved on my phone.This one day i went to my friends house and walked in on him jerking off to sissy porn, i didnt want to embarrass him as he was my best friend so I just decided to act as if I didn’t notice, but the following days after this had happend I thought to myself well what if he’s not straight? What if he’s actually bisexual or gay even, so I just messaged him and just admitted that I seen him jerking to sissy porn and I just asked him “Are you into sissy’s?” He left me on read for hours and didnt reply but around 5/6 hours later he replied and said “well what if I am?” I just replied with “well nothing just wondering” so he admitted to me over a call that he was curious about his sexuality and turns out he was into sissy’s caught he found it hot and different.This one day, I was craving some dick but all the normal guys I met up with were busy and no one wanted to come meet up with me so I just thought to myself well what about my friend? He’s into sissy’s, fuck it why don’t I try seduce him so I did I just rang him and said can I come round yours and he said sure, so I took some of my stuff with me just a Lacey red bra matching thong black heels a long red faux fur coat and a brown haired wig but I didn’t want to make it to obvious so I just put them all into a backpack and went to his. Like the last time I walked into his room and here he was jerking off to sissy porn, and like the last time he hurried to turn it off, so again i just acted like I didn’t notice however I started our conversation a bit differently to normal as when I walked in i said to him “hey bro can I show you something”, to which he replied with “sure what is it”, so I pulled out my phone and showed him a picture of me wearing the exact same outfit I had packed in my bag from my front to my ass, he was speechless.I just said” well what do you think?” To which he replied with” who is this girl she’s gorgeous” so I just said “that guy is me” again he just looked at me and didn’t know what to say, eventually he replied with “you’re a sissy?!” So I just nodded. He just sat there speechless unsure of what to say, he eventually just said “ that’s really hot not gonna lie” so I just responded with well what if I was wearing that stuff right now?” He just looked at me and said” no way you’re wearing that right now?” So I just said “no im not sorry to change subject im just going to the toilet” (to which before I had entered his room I had planted the outfit)So when I went into the toilet I stripped down naked and got changed put my wig on, some matte red lipstick, full face of makeup, my heels and finally my fur coat. When I walked back into his room I just said to him “ u ready?” To which he replied with” ready for what and that’s when I let the fur coat drop to the floor and he was speechlessI just walked over to him and sat on his lap and said”so I take it that thing poking me in the leg means u like my outfit right” he couldn’t say anything he just nodded and before I knew it we were kissing passionately, I loved it all I could think was oh my god im making out with my best friend this is so fucking hot We eventually stopped kissing and I just said to him” would you like me to suck your dick?” He just nodded and before I knew it there i was on my knees sucking my “straight” friends dick, I kept sucking it and he kept moaning non stop eventually it let to him naked and he just lifted me up and went to town he destroyed my sissy hole he was just walking around me in his arms fucking the shit out me he lasted around 30 minutes and then just without warning cummed all in meTo this day we still have sex and he’s finally admitted he’s bisexual, but a few months ago just after he came out as bi to me he said to me” listen I’ve been watching a lot of different porn recently and you’re kinky right” i said” yeah why whats on your mind?”, he eventually admitted to me that he wants to discover what he’s into and discover his kinks so I said “ok I’ll come over 3 times a week one night will kinky sex and the 2 other nights will be normal at first we tried the normal kinks like spanking, bdsm and stuff like that but recently I changed it from 1 kinky night to 2 as I loved the kinky sex recently he’s been into piss and one night he said to me “I wanna use my piss as lube can I?” So I agreed as I have a piss kink too and so he pissed in my ass and then fucked me and it was amazingTo this day we still have sex and to be honest im at his house most days for cock

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