Gave My Gay Friend His Birthday Wish

Names have been changed

I’ve known Jared since elementary school and we’ve been friends ever since. At around 14 or 15 he came out and nothing really changed between us. Still friends still talked and hung out and he is an excellent wingman. At around his birthday every year I always ask him what he wanted we gave each other small things $20 bucks or less I don’t even know how that started but I digress. Every year I asked and every year he jokingly (but probably serious) said I’m trying to get that butt. We always laughed it off

Well his birthday this year rolled around same question same answer except this year I thought I’d mess with him I said alright. (I had no intention of doing it but it sorta turned into a game of chicken) He immediately started stuttering and blushing. He said don’t play cause I’ll do it. I replied you won’t go through with it. He just said forreal be serious. I kept it up and said I am but I expect to be wined and dined and treated like a proper lady (thought he’d catch on I was messing around but now I kinda wanted to see how far I could take it) he said I’ll pick you up Friday at 7pm.

I left and when I got in my car I had this wave of what the fuck just happened. I have a date with a dude a legitimate date. My head was kinda swimming.

Fast forward to Friday at 7 on the dot I get a knock on my door. He’s there, hi you ready he said and handed me flowers I instinctively smelled them and thanked him. We walked to the car and he opened the door for me, then took me to a nice restaurant and paid and a walk after. All night long he was complimenting me and holding doors and doing all that old school stuff

We finished our date I guess that’s what it was and were driving I’m trying to find a way out of this but realized no one has ever treated me better or been nicer or anything on a date or ever really. Fuck it im gonna do it I thought. My place or yours I asked. Wait you were serious he seems dumbfounded. I told him I wasn’t but I am now

We got to his place and I’m shaking like a leaf like shivering from nerves. We went inside and I just pulled him towards his room. We start undressing and I push him on the bed and there it is his cock about 6ish and kinda thick standing at full attention waiting. So i crawled toward him and began giving him head. Slow and passionate all mouth and tongue no hands this went on for a few minutes then her rolled em over on my back and placed a pillows under my butt. He reached got some lube and lubed me and him up. He told me this will hurt at first but just try to relax it’ll get better. He began working his cock slowly back and forth little by little into to me then like like a pop his head slid in and I let out a small yelp but said keep going. He worked it slowly all the way in then all the way back out he wasn’t lying it hurt at first bad but then it started feeling good then really good. At this point my legs are wrapped and he’s got a good rhythm going and I couldn’t help it I was moaning. Then it happened I had an orgasm but it was wildly different more intense almost all over orgasm and only a very small amount of cum. That sent him over the top he said I’m gonna cum. I told him in me and he did. We fell asleep

I woke the next morning in a daze it felt almost like a dream. He woke up made breakfast then drove me home. I thanked him for a great night

We haven’t done it again but we have discussed what happened. But it’s usually in a not serious kinda way. Like we’ll be shit talking and he’ll say don’t make me bend you over and have you moaning again so it’s all back to normal.

Lesson here is I played gay chicken and got ran over and had probably some of the best sex of my life. I still prefer women I think but I do have an idea for next years present

Comments

Anonymous

by Anonymous on Sep 28, 2024 at 11:39 PM

Why is this so wholesome..you went on a date and had great sex with your friend. You should really try actually dating him. Because by the way you described your experience it won’t take a whole year before your back in his bed. Great sex and a genuine connection don’t come around very often

(2)  (0)
djr197549

by djr197549 on Sep 29, 2024 at 9:27 AM

Hot story! Wish I had the guts to do this!
Do it again if that’s what you desire.

(0)  (0)
Anonymous

by Anonymous on Oct 3, 2024 at 5:33 AM

I am 48 years old I have had several experiences with anal sex over the years. It started with my best friend when we were 12 years old
I talked him into doing it to me one Saturday morning while my parents were at work. I was naked and so was he and he was on top of me and he finally got his dick in my tight ass and he fucked Mr and came in me. We fucked again and a few more times that day. His dick always felt so damn good going in my ass and it sure felt good when he fucked me.
I have a good friend now we are both married and like to fish and hunt together and for the past two years I have been getting anal sex from him pretty often. Two or three times a week when we can. On fishing and hunting trips I become his anal whore. All I want to do is fuck and take his cum in my ass. He and I both like to suck each other and swallow the cum but mostly we fuck. His cock is a very thick 7” and it feels very good on my ass. Can’t wait for the next time.

(3)  (0)

Comment this

Can't read the image? Click here to refresh