Sex Confession #37768 | Adult Confessions

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Bi-Sexual Male / 25

I use Grindr daily to see what I can find. I got a message from a Canadian truck driver last night. He was good looking and is 46 so I figured what the heck. Started chatting and two hours later he asked if I wan to hook up

So I asked the whole top and bottom question and he said total top and he's bi too. He has a regular woman in my area he fucks when he's here but she's unavailable. We exchanged pics and I went to pick him up. He was parked in the Walmart parking lot.

Brought him back to my place. We wasted no time, we got naked. Now I just figured he probably would have a average cock size but when I came out of the bathroom he was standing g there hard and I was like fuck me! I asked how hung he was and he said 10 inches! I told him I don't know if I can bottom for that! He said don't worry I'll take my time and open you up.

Soon he started rimming my ass and then I sucked on his dick for a bit. Eventually I got in doggy position since I'm most relaxed in that and had my ass hanging off over the edge of the bed. He lubed me up and lined his dick up. He told me to breathe and he slid right in. He kept pushing in till he as balls deep. I sighed and said fuck this is gonna be rough. He didn't move for a bit till he felt me relax and slowly started pumping his cock.

Got to the point where he was doing long deep strokes in and out of my ass. He'd pull it almost all the way out and put in back in balls deep.

He lasted around 20 minutes. By that time I had already cummed all over my sheets and finally he blew a load very deep in my ass. He pulled out very slowly and laid in the bed beside me. He asked to take a shower and I told him to help himself! I could feel my ass was definitely stretch after his dick was in it.

After coming pit of the shower I said you can sleep here tonight if you would like and I'll drop you off at your truck in the morning when I'm headed to work. He said alright and climbed in bed.

We both woke up at 6am. I went to get ready for work. Obviously my ass was sore but it felt great. I went in the bathroom and did my business. When I came out he was still laying in bed naked with his big morning wood. I told him if he could cum in 10minutes or less I'll let him take care of the morning wood. He said okay

So I bent over the bed in only my button down shirt and my briefs around my ankles. He lubed up and fucked me. He cummed deep in my ass again and we both got dresssed.

I dropped him off at his truck and he said next time he's in town he'll send me a message. I said I'd like that

So here I am typing this at work with a load deep in my ass and my ass feels stretched and sore. But it feels great. If only the women at work knew about my ass and what was and still is in it.

That's Juicy! 41
Remove It! 0

# 37768 - by Anonymous / November 1, 2017

Comments

by Anonymous on Nov 1, 2017 at 3:44 PM

My friend and I use to ride our bikes to the tollway truck stop to get our cute little teenybopper ass's fucked.
It all started with us going there to play the games in the trucker's game room and I ended up in his trucks berth with my tighty-whitie boypanties around one ankle. My firm cheeks wiggling and squirming beneath a hard cock trucker's low hanging balls.
I squealed for him to stop as he stretched his way in. Once he penetrated my tight sweet spot the pain subsided as his well lubed cock slid all in.
My friend was getting the same in another truck. How long he fucked me was unclear, all I could think about was how big it is and why it isn't hurting anymore? I felt him cum as he entered me and could feel it throbbing a second time when he was deep inside of me. After he slipped out I, still laying on my stomach as he pulled my underpants back up. He did it carefully , slowly adjusted them so they looked the same as before he violated their virginity. He snapped the waistband and fondled my butt then patted lightly till his hand rested covering both cheeks with its size.
"Time to go kid! I kinda think you've never been fucked before, have you?" I turned looking into his eyes, blushed and looked away shrugged my shoulders. "Damn, I never fucked virgin ass, and you're the first kid too, did I hurt ya?" He asked seriously. I just shrugged my shoulders as I pulled my short frayed cutoffs up, zipped and buttoned up.
He watched me closely as I dressed. "Kid, you're gorgeous, I couldn't help it, I know you tried getting away. I'm sorry, here take this."
He handed me a fist full of cash and I was too shy to take it. He folded it, and pushed it down into my cutoffs and underpants. I giggled slightly as I squeezed my knees together because it tickled so. He saw that his hand in my pants got a giggle and he said "you like that do ya?" "Ah-huh, it tickles!" I said giggled again. He pulled me towards him and up on his lap in the bunk. Unbuttoned my pants and the wad of cash and my little stiffie'n balls through my boypanties. I squealed and gasped as I had my first real orgasm. It definitely wasn't like waking up with my underpants full from something nocturnal.
He told as I climbed down from his truck cab, "I'm here Monday, Wednesday and Friday nights, remember it's our secret. I nodded yes and ran to find my friend so I could tell him all the juicy details.
Benny and I both lost our virginity at the same time. Both our boy's underpants, the thick double-seat white cotton kind were full of mancum in the bottom and fresh twinkie boycum in the front. We washed them out in his basement laundry room so our Mom's wouldn't know, threw them in the dryer and pulled up our cutoffs pantyless. We both felt it at the same time, no underpants our little stiffies stood out in our cutoffs. ""Do you wanna suck!"" We both chimed in unison.

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by Anonymous on Nov 2, 2017 at 2:33 PM

I did some hitchhiking when I ran away from home at fifteen. I got my smoothly tight twink's bottom passed around at truck stops. After I had a really big cock shoved up it across Texas I started missing my mom by the time I got to New Mexico and never got used to his cock like he said I would. I turned myself in to the police in Albuquerque and Mom sent a plane ticket home.

by Anonymous on Nov 3, 2017 at 6:19 PM

#2 Were you having sex with a truck driver in return for a ride across country? How often did he fuck you?

by Anonymous on Nov 6, 2017 at 8:29 AM

#3- yes I was letting him Fuck me for the ride. I kept getting fucked or having to suck mainly because I was a sweetfaced kid with long hair, slightly built with a cute butt. The trucker's would have their would give me a ride and solicit sex and because I was underage and didn't want to get caught I'd say"okay."

They'd say on the CB that they had "freshpants" looking for a ride and pass me on to the next trucker's bunk. I was zigzagging all over the country without making any headway except up my butt and in my mouth.

When this guy said he'd take me to the West coast I jumped at the chance. He had four stops in Texas. He was having me suck and let him fuck me twice a day. He pretty much kept me in his bunk in just my underpants, he had a thing for tighty-whitie boy's underpants. He even bought some for me so he could tear um off?? His penis was way too big for me and it really hurt no matter how much lube he used. He said I'd get use to it, "that cute little ass of yours is gonna get use to it. It takes a boypussy just a few times, you'll see." Well it didn't, I even tried sitting on it and it always hurt?

by Anonymous on Nov 6, 2017 at 8:58 AM

#4. His cock must have been huge! Was your first time receiving anal from a truck driver? I've found that truck drivers love me to wear tighty whites to for some reason

by Anonymous on Nov 7, 2017 at 9:45 AM

#5- Yes, I got my cherry popped by a truck driver, I was wearing boring white cotton boy's briefs. I left quite a few pairs of my underpants in trucker's berth's at a truck stop by my house after getting deflowered.

by Anonymous on Nov 8, 2017 at 8:11 AM

#6. Did you expect to get your ass fucked when you hitchhiked? I know a guy that hitchhiked across the country when he was 18 after graduating high school. He told me how he had to submit to getting his ass fucked for rides. His a big homophobe now

by Anonymous on Nov 13, 2017 at 6:35 PM

Why be a Homophobe when you learn to deep throat it and swallow for the first time. -- A great educational Experience & turn on to learn more ! -- Then came the night that one gives it all up for the First time, What a Cosmic Experience it turned out to be ! -- Following nature's course can bring great Joy. -- Once this happens,one will always be ready, willing & able to give it up freely again as the desire is always smoldering just beneath the surface and the fire demands to be fed often, once again ! -- I love what this gives me and give it up as often as possible, but discretion is the key here !

by Anonymous on Nov 13, 2017 at 6:37 PM

by Anonymous on Nov 16, 2017 at 7:47 AM

#7,#6 here.
No I didn't expect it, I was pretty clueless about it, how people prey on a nice looking young kid hitchhiking.

I guess I was easy to seduce and slept with only a percentage of the guys who gave me rides. A curious hand on my knee that slowly slid up the inside of my leg usually got a nod from my small but cute boy pecker.

It wasn't like I was totally innocent. I'd wear frayed, short and full of holes cutoffs that definitely didn't hide my tighty-whities. People straight, gay,bi and whatever picked me up because I was young and cute. Their intentions were all different. Most were concerned about my safety whether they got in my pants or not. The majority, almost all treated me well. Only a few were what I would consider bad people. No homophobia here for sure. I did meet all types.

by Anonymous on Apr 10, 2018 at 12:02 AM

Sorry, but I can't believe someone could be surprised by a guy's cock size when they've found him on Grindr. You'd have thought that was the first thing the profile said. PS: All these comments are also BS.

by Anonymous on Dec 23, 2018 at 3:29 AM

Starting at #1, a lot of these comments are by Mr Tighty-Whitie, who gets off on pointless BS pae do-encouraging comments.

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