Adult Confessions

Over 75,650 Adult Confessions Shared!

- When I Was A Kid -
Straight Male / 24

I Wasn't Expecting It

I had my first anal experience with another boy when I was fourteen. It was at a party. There was a lot it fooling around between the girls there and the guys. I sort of began making out with an older boy who was sixteen or seventeen. After a while he took me upstairs to one if the bedrooms. It was dark and we took our clothes off and got naked. We resumed making out and we played around.
Then he surprised me and got on top of me and I suddenly realized what he wanted to do. I didn't know what to say so I just let him have sex with me. The whole thing only took a few minutes and just felt mostly uncomfortable. When it was over we got dressed and went back downstairs. I felt like everybody knew what we had been doing, although really nobody had even noticed that we were gone. After I went home I was still so surprised by the fact that I had been F'd by another boy.
A few days later I told my friend what had happened. We both laughed about it, and then he and I ended up having sex with each other and it was great.

2
# 78711 - by Tony / April 29, 2025
Previous Next

Comments

Anonymous

by Anonymous on Apr 30, 2025 at 9:20 AM

Same with me , I was thirteen and at my friend's older brother's Halloween party. Sure I was sweet and virgins but me and my bestie were making out a lot. Both of us were sissy cute and dressed as cheerleaders in boy's underpants though we hadn't the nerve to wear panty's.

I lost my underpants and virginity at the same time Freddie my bestie did. Talk about opening a can of worms both me and Freddie were getting fucked on double dates together. The summer before highschool both me and Freddie were at the lakefront wearing the cutest speedo bikinis getting tricked by some black boy's into giving up our twink boipussy's. Big deal it wasn't all that, it was my first big one and I didn't like it at all.

(0)  (0)
Anonymous

by Anonymous on May 2, 2025 at 12:41 PM

Ya, being a kid and having another noy fuck you is a bewildering experience. It was only a few day's before the confusion started turning to want but being a shy kid it was being fucked bare bottom up that bothered me. We were in a secluded area in the woods and I'd stripped to my underpants, something that I'd never ever would do. Laying on my tummy gangly legs spread by him
Underpants hurriedly tugged allowing access to my smoothly well shaped and cheeky nine year old butt while I gripped the waistband so the front of my chaste boy's boypanty wouldn't expose me in the front even though I was on my tummy. It's funny now to think that every time he'd try to penetrate I'd squeeze tightly. "Relax, relax buddy, relax!" He'd excitedly exclaim re wetting his thin boyish fifteen year old cock. He wanted to mutually suck and I thought it was too dirty for some reason and agreed to being fucked instead?? It took a while for me to loosen up and in all the excitement he came the first time as he penetrated making for sloppy boy panties and a really pleasant virgin entry. He fucked slowly and rhythmically and with each pleasant thrust my smooth little boycock gloriously tingled in his cum that leaked in the front of my boy's panty. It was surreal for both of us being both first timers. He'd been fucked more time's than he could remember, he'd never topped. It seemed like for hours afterwards it felt like he was inside of me still, probably the slight stretching that was soothed by all the cum. I avoided him for weeks afterwards slowly building up to the wanting it again and again.

(0)  (0)

Comment this

Can't read the image? Click here to refresh



© Copyright 2026 Adult Confessions | All Rights Reserved.