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Underpants stories

undyguy79

USG Member
I have actually had a lot of underwear encounters with guys, the first one was quite embarrassing. I was really into thongs as well as briefs, bikini briefs, jocks, etc... In college, I finally got brave enough to arrange a meet-up with a guy who was also into underwear. I was wearing a turquoise N2N thong under jeans and literally scared to death going to his place. He was cute, dark hair, the same height as me, wearing a t-shirt and jeans when he let me into the apartment. We had similar bodies - he was a bit more muscular than me, I was slender and athletic. We did some nervous chit-chat (for me at least, I'm super shy). He finally led me over to his bedroom. I was already super excited just from the thought of fooling around in my thong. When he reached down to unbutton my jeans, there was a 15 cm wet spot of precum already on my jeans! He saw the soaked thong pouch as he opened up my jeans, then he pulled down his jeans to reveal a black thong. He reached down and began to rub my crotch, and embarrassingly, it was too much for me, and I exploded with a full load of hot jizz right into the pouch of my thong!!! My face must have been bright scarlet because he asked what was wrong and then noticed how wet his hand was.

Thankfully, he was a very nice guy, after he reassured me, he had me lay down on the bed and rub his thong crotch against my sticky thong crotch while making out. That was enough to get me excited again, and soon I was leaking precum again. We also tugged on the back of each other's thongs to really get things going! Finally, we both creamed our crotches again within a few minutes of each other. I hadn't planned well for a hook-up, so I had to zip up my jeans over my sticky undies and return home, trying to sneak past my roommate so he didn't see the big wet spot. I never met up with him again, but it was my first underpants experience with a man of many (so clearly, the early explosion didn't deter me).

Below is the same style of thong - but the one I wore to this hook-up was turquoise
 

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undyguy79

USG Member
My first actual boyfriend was a volleyball player from another city while I was in university. He was into underwear (and especially thongs) like me, sadly we only ever met up a couple of times before we broke up. The first time I met, I picked him up at the airport and we went on to a hotel (I was living with several roommates who didn't know I was gay at the time). I was wearing that turquoise thong from N2N again (despite having hundreds of other pairs of undies). I was super excited on the way to the airport, to the point I had a wet spot of precum through my thong and jeans again. He hopped into the car, and we gave each other a greeting kiss and he was stroking my leg the whole 10-minute drive to the hotel, making me leak even more into and through my underpants. He definitely noticed my leaking situations and jokingly commented on it, which definitely made me blush.

We got to the hotel and checked in, rushing up to the room, I was as excited and nervous as the story above. He dropped his suitcase once we got into the room, grabbed the side of my head and began deeply kissing me before we could even explore the room at all. I kissed him back, which was extremely exciting for me. He was a take-charge guy and eventually walked me over to the bed and pushed me down on it, undoing my jeans and revealing the heavily wet thong underneath. He dropped his pants to reveal a black 2(x)ist y-back thong and that he was much more hung than I had expected! He also was working on a pretty good wet mark on his thong but I was still pretty shy to get in there and taste it like I wanted to. I did reach out and start fondling his throbbing cock through the cotton of his thong and he did the same to me as we continued to make out. Eventually, we both shot hot loads of cum into our thong crotches, changed and went out for dinner. When we got back, he gave me a red silk thong to sleep in overnight while he wore a white jockstrap to bed.

Early the next morning, I was awakened by the sensation of the back of my thong being tugged on, which is a huge turn-on for me! He pulled me over to him and began kissing me again, tugging more and more on the back of my thong. I was instantly hard and leaking again from the sensation of the material against my hole. Eventually, the thong gave way and ripped right off of me. It was already soaked with precum. He flipped me onto my back and pushed the wet crotch into my face so I could smell the precum, then slid on down and took my cock in his mouth. He gave me the first blow job of my life in his white jockstrap while holding my ripped, precummed satin thong up to my nose for me to smell. I eventually exploded into his mouth and he swallowed it all.

Those were the only 2 underpants encounters I had with him, other than accidentally shipping an order of thongs to his house after we broke up, which was awkward, LOL.
 

Briefsguy

Bulge lover
Location
Usa
A hot couple of stories, thanks for sharing. First encounters are often a bit awkward, but very hot as well, so much pent up excitement and anticipation!
 

undieluv

USG Member
I have actually had a lot of underwear encounters with guys, the first one was quite embarrassing. I was really into thongs as well as briefs, bikini briefs, jocks, etc... In college, I finally got brave enough to arrange a meet-up with a guy who was also into underwear. I was wearing a turquoise N2N thong under jeans and literally scared to death going to his place. He was cute, dark hair, the same height as me, wearing a t-shirt and jeans when he let me into the apartment. We had similar bodies - he was a bit more muscular than me, I was slender and athletic. We did some nervous chit-chat (for me at least, I'm super shy). He finally led me over to his bedroom. I was already super excited just from the thought of fooling around in my thong. When he reached down to unbutton my jeans, there was a 15 cm wet spot of precum already on my jeans! He saw the soaked thong pouch as he opened up my jeans, then he pulled down his jeans to reveal a black thong. He reached down and began to rub my crotch, and embarrassingly, it was too much for me, and I exploded with a full load of hot jizz right into the pouch of my thong!!! My face must have been bright scarlet because he asked what was wrong and then noticed how wet his hand was.

Thankfully, he was a very nice guy, after he reassured me, he had me lay down on the bed and rub his thong crotch against my sticky thong crotch while making out. That was enough to get me excited again, and soon I was leaking precum again. We also tugged on the back of each other's thongs to really get things going! Finally, we both creamed our crotches again within a few minutes of each other. I hadn't planned well for a hook-up, so I had to zip up my jeans over my sticky undies and return home, trying to sneak past my roommate so he didn't see the big wet spot. I never met up with him again, but it was my first underpants experience with a man of many (so clearly, the early explosion didn't deter me).

Below is the same style of thong - but the one I wore to this hook-up was turquoise

I've made the "drive of shame" wearing cum drenched undies and soaked jeans many times. Your story was hot and has me horny enough that the front of my red cotton N2N Signature string is soaking wet from my own precum. ;)
 

BubbleThong

USG Member
Location
US
I've made the "drive of shame" wearing cum drenched undies and soaked jeans many times. Your story was hot and has me horny enough that the front of my red cotton N2N Signature string is soaking wet from my own precum. ;)
Super hot story indeed - I’ve done the walk/drive of shame too, a few times...with wet spots in my jeans or shorts...in both front and back. Have to say the sessions were so hot, I wore them with pride! :)
 
D

Deleted member 3098

Guest
Even though l like undies love never been involved with anyone else into undies.lt sounds fun though.
 

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