This is probably going to be a long one so sorry hehe. But i want to share a bit about me to start off with, i am a 24 year old feminine bottom. I have very long dark brown hair, i am mostly pale and i keep myself smooth and well kept all over. I am fairly short and skinny but make up for or by having a dump truck ass as some of my lovers call lmao. Natrually wide hips, thick thighs and a round jiggly bubble butt. However there is one part of me that id say is a bit controversal. A little over 2 years ago i decided to have bottom surgery. This is something i have wanted for such a long time and when i finally was able to have it done i took it. I still consider myself to be a boy, and that i am gay and not trans. I hated my dick and it was small and useless anyway so i decided to get a pussy lol. And it has been the best decision of my life and has made my sex life so much better cus of it. The only thing i dont have is boobs and i have thought about gettin them before but maybe someday. I am very passable as a girl and have quite a few people think i was one. Just makes me feel sexier when that happens honestly.
Now as for my friend, we have been best friends since early elementary school. We hang out, play games together, grew up together, and have been super close. When i came out as gay when i was 14 he was fully supportive. He didnt treat me differently, was still a great friend and didnt stop hanging with me. He was very cool with it and that meant a lot to me. Also made me get a huuuuge crush on him lol. I never tried to get with him or anything cus i knew he was straight and i also didnt want to lose our really good friendship. I still wanted him to fuck me so bad and if i had the chance i was gonna take it anytime anywhere. Especially after i had my surgery, in a ideal world, he would have been the first guy i had sex with after i had it done. I had been with a few guys since i had it and the sex was good, but i was still waiting for that really good fuck.
So fast forward to about 6 months ago, my friend was in a long relationship with his ex girlfriend. Well they broke up and it was a bad breakup. And he was in a bit of a down period and i was trying to help him get better. We hung out a lot, most of the time chilling in my house getting high and playing games. It was nice to be like our old selves hanging out all the time. And we got closer cus of it too. He opened up more about himself and after a bit, the topic of sex came up. We never once talked about it before so it immediately peeked my interest. Him talking about his sex life and how much he misses it got me invested. I didnt get my hopes up too high but maybe….just maybe.
I started to wear more little tight shorts around him when he woild come over that really showed off my round ass and hips. Doing things like bending over or making it visible at times just to see what he would do. And i would catch him looking every so often and tease him a bit
“Like what you see?”
Stuff like that and we would laugh it off and move on. But with him looking, atleast he is seeing it. So maybe thatll do something. So, about a month ago we were at my place. Getting high and hanging out watching tv and he once again said
“Damn… need a ass like that”
To a girl on the show that was on. And i took my chance and immediately said
“You just gotta ask!”
Purposely turning to my side so my ass faces him. He rolls his eyes but looks at it. I can see him staring right at my ass and i giggle. But he doesnt look away and keeps on looking. So i took another chance and fully rolled over on my hands and knees. Giving it a lil wiggle to him.
“You can touch, just a little”
It was just meant to be a tease and i was gonna sit back down, but i was not expecting him to actually touch my ass. My heart started beating super fast and he just grabbed my cheek. I didnt know what to say or do so i just stayed there, and he didnt let go. Just started to fondle and rub my ass. Staring at it and i can tell the look. He is getting horny and so am i. I finally broke the silence after a bit and i got bold.
“How long has it actually been since you had sex?”
All while non stop grabbing and squeezing my ass, and looking at it too
“Way too long”
So he is just really grabbing it now. Feeling it up and after a couple minutes his hand moves to my hips and grips my shorts and tugs on them. Now something i didnt mention is that i never told him about my surgery. I bad no reason to since he wasnt involved in my sex life so i didnt think i should share that with him. But i stopped him
“Just so you know…when you pull those down youre gonna see something…different”
He looked really confused but continued. Tugging them down and off me slowly. And i turned my head back to look at him and watch his reaction. I was honestly scared cus i didnt know what he was gonna say or how he would react. But he pulls them down and down and down. I can see him staring at my ass and seeing it get bare for him. And as my shorts get low enough i see him do a double take. And his eyes grow wide and i know he is staring at my pussy now. I was so nervous and scared. But i let him take in the view first and he looked up at me.
“Yeah…i told you. I did this a couple years ago…”
He just looked back down at it
“So like…are you trans or something?”
“No, i just hated my dick and have really wanted a pussy. Makes me a bottom bitch for real”
I giggled a bit and watched him. He looked so curiously at it and reached his hand up to touch it. Running his fingers over it which made me moan.
“Damn, you really got a pussy”
He says just touching it. He even slips a finger into me and fucks me with it slowly.
“Fuck..youre even wet too”
At this point i am so feral. The guy i have wanted to fuck for so long is fingering me, all i can think about is wanting him in me and i just go for it.
“God i need you to fuck me right now”
And as if thats all he needed to hear he takes his hand away, gets on his knees on the couch behind me and slides his shorts and boxers down. This is the moment it finally hit me. Oh shit….this is actually happening now.
As he scoots up behind me i could feel him rubbing his sexy tip along my pussy. I couldnt handle the tease, i needed him in me and i pushed back, lettin his tip slip in and he just thrusted in nice and slow. My moaning and his heavy breathing mixed and it was so sexy. His hands rested on my hips and we just stayed there. Both feeling eachtoher and enjoying it. He started to slide back out and then push in more. Slowly fucking me. We didnt say anything for a good minute. Just moaning and grunting as we fucked. I turned my head to look back at him and as soon as i did he locked eyes with me. This was the hottest moment ever for me as we both smiled as he fucked me. I finally broke the silence
“How does that pussy feel?”
“So fucking good..”
“Yeah? Feeling good around that big dick?..”
“Fuck yes”
He says and slaps my ass so hard. Making me moan like a bitch for him and bite my lip. He then speeds up and hits it so good. The perfect speed to where my ass is clapping on him, the couch is moving a bit and we both are moaning and grunting. Not even half way through it this was already the best sex i have ever had in my life. Finally getting to fuck the person you have been wanting to do it with for sooooo long. Took it to a whole other level and we both were feeling it. The chemistry was there right from the start and for two childhood friends, one being straight and now theyre fucking, it felt so crazy. I could tell he was getting close cus of his sexy breathing and grunting.
“You better fucking cum in me…”
“Oh i fucking will”
He said and god i loved that. Not even 5 seconds later hes pumping a absolutely huge load deep in my pussy. Ive never felt a load that big and he just kept on shooting. Felt like he was never gonna stop it. He stayed in me even after he finished and we both took a bit to settle down. Giving me a nice slap on the ass before pulling out. Seeing his beautiful work
“Fucking sexy”
Which got me so giggly. Afterwards we just sat and talked about it. He told me just how good i felt and that was so good to hear. And how thats the hardest he thinks he has ever came, which i could tell cus god he filled me so good. I told him about how i was nervous about him seeing my pussy, just cus i didnt know how he would react to it. Seeing his guy friend he grew up with having a pussy. But he said something that made me fully melt
“I was surpised for sure to see it, but i cant lie when i saw your pussy i got hard as fuck”
Thats exactly why i got my surgery. Not only for me to make me feel better about myself, but to be sexy like that. I of course never thought id have my best friend since 2nd grade nutting in me cus of it but its just a bonus lol.
We sat there for like 20 minutes talking about it and watching tv. It felt nice to be our “normal” selves like we didnt just fuck lol. But after a bit he turned his head and looked over at me
“Hey”
“Yeah?”
“I want your pussy again”
Hearing him say that got me so in the mood instantly and i turned over, arched up again for him
“Come hit it then”
He got right up behind me, slid right back in and started fucking me again. I was all slick cus of his cum in me so he fucked me good. This time right from the start the dirty talking got intense.
“Oh yeah…fuck that pussy daddy”
Once he heard that we just went wild. He was pounding me so hard, slapping my ass and gripping my hips so hard. The best part was when we locked eyes again, him hitting it so good and both of us moaning and grunting we gave in and started making out so hard. Him leaning over my back and kissing me as hes going in and out of me. It turned already amazing sex into heaven. We fucked for a good couppe minutes again until he was pumping another sexy load in me. Not as big as the first one but still so hot. He fucked me a total of three times that day, the last one being later in the night before he left, we fucked missionary which god that was incredible too.
Its been such a sexual awakening since we started. We habe been going at it like crazy and he even has a spare key to my place to come over whenever he wants. We are still good friends and are pretty normal but when we get in the mood we turn into crazy lovers. I never wouldve thought this would ever happen and i am so glad it did. He has also of course been in my ass. He wanted to try it and i wasnt gonna say no hehe. He also ate me out too, but this has already gone long enough so if youd like me to go into detail about those i can. I just wanted to share how i started fucking my best friend. Pretty easy strat, just have bottom surgery and your friend will fuck your pussy everyday 😉
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