First times

[T88]

Hey, just wondering if anybody would like to share their first orgasm stories??
My 1st...2nd, 3rd, 4th etc was when i was in my young teens- 13 or 14 years old. Id noticed that i really liked being sneaky tirned me on. As i was growing a lot my trunks (black adidas 3 stripe) was getting on the tight side, wearing them under my clothes was daring, and feeling my cock growing underneath felt amazing. My 1st orgasm was pure accident, laying in bed, watching something like Eurotrash, my cock all hard, pulling my trunks up so they were tighter, doing that again and again made me cum. Not much came out the 1st time, and i really wasnt sure what had happened.
a couple days later i repeated what id done, and it happened again. After about the 6th or 7th time i started getting the hint, but this is where my fetish all stems from

 

[jason_jackson_1]

As a youngster some 50 or so years ago, I'd been desperate to get a pair of the newly released jockey Skants. They were a shocking red colour (i.e. not standard white), were very brief going to almost nothing at the sides and were stretchy, silky, sensuous nylon (i.e. not boring cotton). Up until this point in time my mum had bought all my underwear for me and it was nearly all tightie whities so getting some Skants was a real turn on for me if only I could summon up the courage to get them from the small menswear shop in town where they were proudly displayed in the shop window.

After hanging arond outside the shop for what seemed an age, I eventually went in with my 10/6d and with nerves rattling and hands shaking I came out with the my prize pair of red, nylon Skants briefs. At that age it was a treat to sleep out in a tent in the garden overnight and it gave me the perfect chance to try them on. I got hard just opening the pakaging before even getting them on. But the stretchy nylon worked its wonders and covered my hard but virginal cock. The silky feel of the material combined with the skimpy style and the feeling of being outrageously "naughty" was turning me on like never before. Much like you I didn't realise what was happening but as I played with the Skants over my package I suddenly realised that I was about to do more than just pee out of my cock. It was an amazing feeling that only got better over time.

I loved skimpy underwear before that first cum but I'm sure that turned me onto to underwear even more for which I am eternally grateful. I soon moved on to G-strings which I have already written about.

Another great thing about this site is that I'm now so turned on just relating my memories like this - as well being turned as reading all the great stories here not to mention the photos.

 

[sug555]

As a youngster some 50 or so years ago, I'd been desperate to get a pair of the newly released jockey Skants. They were a shocking red colour (i.e. not standard white), were very brief going to almost nothing at the sides and were stretchy, silky, sensuous nylon (i.e. not boring cotton). Up until this point in time my mum had bought all my underwear for me and it was nearly all tightie whities so getting some Skants was a real turn on for me if only I could summon up the courage to get them from the small menswear shop in town where they were proudly displayed in the shop window.

After hanging arond outside the shop for what seemed an age, I eventually went in with my 10/6d and with nerves rattling and hands shaking I came out with the my prize pair of red, nylon Skants briefs. At that age it was a treat to sleep out in a tent in the garden overnight and it gave me the perfect chance to try them on. I got hard just opening the pakaging before even getting them on. But the stretchy nylon worked its wonders and covered my hard but virginal cock. The silky feel of the material combined with the skimpy style and the feeling of being outrageously "naughty" was turning me on like never before. Much like you I didn't realise what was happening but as I played with the Skants over my package I suddenly realised that I was about to do more than just pee out of my cock. It was an amazing feeling that only got better over time.

I loved skimpy underwear before that first cum but I'm sure that turned me onto to underwear even more for which I am eternally grateful. I soon moved on to G-strings which I have already written about.

Another great thing about this site is that I'm now so turned on just relating my memories like this - as well being turned as reading all the great stories here not to mention the photos.

My story is very similar and I have related it elsewhere here. Like you I always get hard and horny when I look back and remember those occasions that gave me such powerful orgasms. That is the great thing about this site - forever getting our cocks horny and as hard as fuck and often cumming as we enjoy each others posts and cock pics!

 

[voldermast]

Hey, just wondering if anybody would like to share their first orgasm stories??
My 1st...2nd, 3rd, 4th etc was when i was in my young teens- 13 or 14 years old. Id noticed that i really liked being sneaky tirned me on. As i was growing a lot my trunks (black adidas 3 stripe) was getting on the tight side, wearing them under my clothes was daring, and feeling my cock growing underneath felt amazing. My 1st orgasm was pure accident, laying in bed, watching something like Eurotrash, my cock all hard, pulling my trunks up so they were tighter, doing that again and again made me cum. Not much came out the 1st time, and i really wasnt sure what had happened.
a couple days later i repeated what id done, and it happened again. After about the 6th or 7th time i started getting the hint, but this is where my fetish all stems from

I have a similar story. I was 14 and my sister and I came from the beach. My trunks were wet under my jeans after swimming. Wet tight fabric hugged my hard-on. I got very horny while walking. But the jeans hid my erection. At home I lay down on the bed and started humping through my jeans. I began to ejaculate in my still wet trunks. I started wearing trunks as underwear.
Trunks under jeans made me naughty. They stretched my erection and soaked up the sperm. I had hands-free orgasms or jerked off my dick through synthetic fabric. My trunks were always wet and sticky and I liked it.
I wasn't a tidy teenager and didn't change trunks and socks often. My sister swore at me and then my gf

 

[T88]

I have a similar story. I was 14 and my sister and I came from the beach. My trunks were wet under my jeans after swimming. Wet tight fabric hugged my hard-on. I got very horny while walking. But the jeans hid my erection. At home I lay down on the bed and started humping through my jeans. I began to ejaculate in my still wet trunks. I started wearing trunks as underwear.
Trunks under jeans made me naughty. They stretched my erection and soaked up the sperm. I had hands-free orgasms or jerked off my dick through synthetic fabric. My trunks were always wet and sticky and I liked it.
I wasn't a tidy teenager and didn't change trunks and socks often. My sister swore at me and then my gf

Thats hot

 

[RoaringRager77]

As a youngster some 50 or so years ago, I'd been desperate to get a pair of the newly released jockey Skants. They were a shocking red colour (i.e. not standard white), were very brief going to almost nothing at the sides and were stretchy, silky, sensuous nylon (i.e. not boring cotton). Up until this point in time my mum had bought all my underwear for me and it was nearly all tightie whities so getting some Skants was a real turn on for me if only I could summon up the courage to get them from the small menswear shop in town where they were proudly displayed in the shop window.

After hanging arond outside the shop for what seemed an age, I eventually went in with my 10/6d and with nerves rattling and hands shaking I came out with the my prize pair of red, nylon Skants briefs. At that age it was a treat to sleep out in a tent in the garden overnight and it gave me the perfect chance to try them on. I got hard just opening the pakaging before even getting them on. But the stretchy nylon worked its wonders and covered my hard but virginal cock. The silky feel of the material combined with the skimpy style and the feeling of being outrageously "naughty" was turning me on like never before. Much like you I didn't realise what was happening but as I played with the Skants over my package I suddenly realised that I was about to do more than just pee out of my cock. It was an amazing feeling that only got better over time.

I loved skimpy underwear before that first cum but I'm sure that turned me onto to underwear even more for which I am eternally grateful. I soon moved on to G-strings which I have already written about.

Another great thing about this site is that I'm now so turned on just relating my memories like this - as well being turned as reading all the great stories here not to mention the photos.

My first orgasm was not really associated with underwear though. I was about 11 or 12 when I accidentally found that when I put a pillow below and grind my cock against it it gives a really additive sensation. I didn't like to wear underwear at home as my options were limited to the white Y-front briefs that my parents bought for me, so I tend to stain my shorts after cumming and have to clean them up with toilet paper.

My closest to wearing a bikini was a pair of soccer shorts that came with a built-in underwear layer. I love the tight feel of the built-in underwear layer wrapping around my cock... it felt different from the white Y-front briefs which I had to wear in the day. I would wear the soccer shorts to sleep and grind my cock in it until I cum.

I brought my first pack of 3 bikinis from the supermarket near my home - that was when I was around 14?. It was unbranded but actually in a pretty sexy cut, and in fascinating assorted colors like light green and yellow. I would change into them discretely at night and tried to sleep in them, but often the hard-on was so strong that I had to make myself cum to be able to sleep.