Guys- has a woman ever made you cum in your pants?

What events led up to that? Did she know? If so, how did she react?

She'll make me cum in my underpants/panties often. Mostly at bedtime just before sleep. Recently we pulled in to a rest area for a hand job but had nothing to clean up with so she just stroked me through my panties. I don't mind the mess at all.

Yes, a former GF. We were just having some fun in my car, in front of her parents' house.

At one point she put her hand in my pants and started to stroke my dick. It did not take too long before I came, pants still on. It made her laugh as it was exactly what she was waiting for.

I found my way back home quite long with my soaked pants on 😄

When in the army I was taken prisoner by a colonels daughter who lived on post. My car was 1000 miles away at home so for several months our dates consisted of me going to her house and watching TV with her family. Her father would drag her mother off to bed at about 9 or 10 leaving us alone on the sofa. She would soon have me prone with her on the sofa and she would rub her pussy against me to create a boner which she rubbed against to make me cum as many times as possible until I had to leave at about 1 am for the 3 mile walk back to the barracks in my cum soaked pants. By the time I got there they would be dry. I thought she was close to my age (19) but she had her 16th birthday a few months later. So at 15 she definitely knew what she was doing to me and how to do it. When I finally went home and brought my car back, the first time I picked her up she had my penis out and pumping it before we were 100 yards from her house so I always kept a catch rag under the seat. For the next year she pumped it dry every time we were together. She loved doing it when we were in traffic knowing people in the other cars would know what she was doing. I asked why she liked doing that so much, her reply was it made her feel powerful and she loved watching my face when I came.

When in the army I was taken prisoner by a colonels daughter who lived on post. My car was 1000 miles away at home so for several months our dates consisted of me going to her house and watching TV with her family. Her father would drag her mother off to bed at about 9 or 10 leaving us alone on the sofa. She would soon have me prone with her on the sofa and she would rub her pussy against me to create a boner which she rubbed against to make me cum as many times as possible until I had to leave at about 1 am for the 3 mile walk back to the barracks in my cum soaked pants. By the time I got there they would be dry. I thought she was close to my age (19) but she had her 16th birthday a few months later. So at 15 she definitely knew what she was doing to me and how to do it. When I finally went home and brought my car back, the first time I picked her up she had my penis out and pumping it before we were 100 yards from her house so I always kept a catch rag under the seat. For the next year she pumped it dry every time we were together. She loved doing it when we were in traffic knowing people in the other cars would know what she was doing. I asked why she liked doing that so much, her reply was it made her feel powerful and she loved watching my face when I came.

Wow… do you think the dad had any idea what the two of you were up to? Maybe he liked you enough that he'd be a real “bro” and give you guys some quiet time?

Oh yes. A girlfriend who became my first wife. I can’t remember the detail but we often tried to have foreplay and or sex with her parents in the next door room. They didn’t quite disapprove us being together but didn’t approve either! I think I was desperate but we were worried we’d be interrupted so we stayed clothed!

Wow… do you think the dad had any idea what the two of you were up to? Maybe he liked you enough that he'd be a real “bro” and give you guys some quiet time?

His wife used to go from the bedroom to the bathroom so she could see us from the hallway on her way. I heard him tell her to stop it. His daughter insisted I wear a a civilian suit one time when I came over. On the way out of her house asked he me what I had for wheels and I said I don't. He tossed his car keys at me saying it has plenty of gas but to be home my 5:00 am because it was his turn to drive to golf. His wife quickly said 10:00 pm but he said midnight would be fine. She took me to the officer's club as her guest. Later I found a dirt road off Range Road to go parking and the MPs saw us and drove in. When they saw the low number officer's bumper sticker they turned off their lights and backed out.

We had a friend called John, now sadly passed, who suffered from premature ejaculations. With the cruelty of youth we often used to manipulate the situation. We used to go camping on the beach in our early teens, boys in one tent, girls in another and chaperone/parents in the tent in the middle.

We'd dance in the moonlight and get one or more of the girls to rub up against him. This resulted in an instant erection which he was hard put to conceal and the girls always giggled and nudged each other knowingly. Within a few seconds he would give a sigh and a large wet spot would appear on the front of his shorts. At this point someone always called the chaperone loudly to say that John had wet himself again, and the chaperone would take him away to get him cleaned up. I think he was too embarrassed to say much and he would meekly go along to the middle tent. Teens can be so cruel to each other. I often wonder if these events had any lasting effect on his sexual preferences when he grew older. I know that he got married and fathered 4 children.

Yes. I was having an extended French kiss with a girlfriend once. It was a good night kiss and we were both standing up and just holding one another, yet I did ejaculate! I was quite embarrassed but I don't think she knew. I continued to kiss her and I soon became hard again.

Yeah, and did I enjoy!!! First “steady” gf…we were on the patio out back, lights out, no one around. I was dry humping her on a chaise lounge and…BINGO…Unfortunately I was wearing light blue chinos and it showed!!! Had to sneak into the house (parents WERE in the living room)…and get to my bedroom to change. She was fine….and happy. By the way, she WAS fine!!!

I was so fast on the trigger, that it happened all the time . My wife tried having sex with me in the beginning. If I didn't ejaculate in my pants I never made it past her vaginally lips.

Yep, many times. My first serious girlfriend was sophomore year in college. We both lived in a dorm and both had roommates, so we didn't have a lot of privacy. When we first started dating we had to be quick and discreet. She knew exactly what she was doing! We dated for months before we were able to actually have sex. Up until that point it was all hands, fingers, and wet sticky underwear… for both of us. Good times!

My first involuntary orgasm was at a family party. The neighbor’s daughter talked me into a slow dance. She was pretty, a waif of a thing. I had a crush on her. A few years older than me i wasn’t prepared for this slow dance. She moved in close and ground her mound against me. My erection was swift, instantaneous. She pulled me even closer and did a little grind against her belly. There was no holding back and I came. I know she could feel my 4 or 5 ejaculations, my penis swelling with each ejacultaion. Because she held me tight, probably kept me from collapsing. All she said, at least all I could remember, was “ I liked that, I could feel you pumping it out.”. I was greatful I was wearing black pants. It was the beginning of my training with her. From there on in, she took every opportunity to make me lose control, she enjoyed controlling my erections and orgasms.

No.

As Jon Voight would've put it, I'd have given my left testicle to have it happen to me.

😢

... All she said, at least all I could remember, was “ I liked that, I could feel you pumping it out.”. I was greatful I was wearing black pants. It was the beginning of my training with her. From there on in, she took every opportunity to make me lose control, she enjoyed controlling my erections and orgasms.

@thedocisin Such a wonderful attitude, both of you.

No, but I had a close call. My first girlfriend in the 7th grade started feeling down the front of my pants and started feeling my penis and balls. I really wanted her to see it so I unbuckled, unzipped, and slid my pants and briefs down just in time as I started ejaculating from the excitement. After that, she started doing regular handjobs for me.

My first girlfriend in the 7th grade No, but I had a close call. My first girlfriend in the 7th grade started feeling down the front of my pants and started feeling my penis and balls. .

@exam_doc she knew what she was doing! At some point us guys just lose control. But then, I like that.

Not quite in my pants. We were about 15 years old. Standing in our neighbour's pool with the daughter of the house. We were up to our chests in the water engaging in a passionate embrace. I was fully erect inside my Speedos and grinding into her groin. She moved slightly back and put her hand into my trunks and pulled out my penis and stroked it a couple of times. I shot my load under the water and my sperm floated up to surface between us. Oh what a feeling! She pushed the sperm away before it was noticed by any of the others. She was giggling away while I had to take a breather to recover. We stood in the water embracing for what seemed like ages. She was such a great neighbour. We still see each other sometimes because we both moved back to our home town when we retired. No funny business any more though because we are both happily married and far too old to indulge. She still remembers the event because she referred to it when we met recently.

Not a woman but a girl I was around 14 and we got in her parents car to make out and she started rubbing her butt on my groin and let me play with her breasts. After a few times doing this I asked her to give me a handjob and I showed her how.

I remember in high school my girlfriend at the time was pretty talented. We were at her moms house and it was time for me to head home. She lead me out to my truck where we were having our normal good by make out session. She started grinding her leg and crotch on mine and wow it didn't take much of that and feeling up her shirt to her big tits and bang she had me cumming in my pants. Nothing as good as the real thing, but it did feel good!

Yes . . my fifth class teacher . . . At the time I was enrolled at a RC private school & they hired a Lay teacher (isnt that a good name Lay . .lol) & I'd say just about all the class of that year had to visit the dunny block at lunchtime to . ..um . . . relieve the growing pressue

One day sometime after 11:00 am . . We had got the goodly Miss to come down the aisle with some weak excuse to explain a “how to” problem & admire her lacey underwear

She often wore a very nice gussetted panty girdle under her skirt that was close to see through, then return to her large front desk & park her hot arse up upon it, swinging her part open legs revealing her “slice of heaven” . . . well not long after that lunchtime rolled around, I went to stand up & saw a sizable wet spot on my school slacks . . . what to do ? . . . grabbed my bag as fast as i could then manouvered myself to get down the aisle without being spotted & head straight for the toilet block to try & clean up

That was the same year a school friend introduced me to compact mirrors 😜 A reflection of my miss-spent youth

Yes, my first serious love, the girl that I (happily) lost my virginity to in the loft above her mom and dad's garage at about 10 below zero, and my first real heartbreak. We would neck after dates in the front seat of my car…. 1972, no bucket seats. Of course we got under each others clothes. She sensed when I was about to cum, and always pulled her hand out at the last second and yanked my underwear up so I shot my load into my underwear. I wonder if my mother noticed?

Yes by my virgin girlfriend in 9th grade who would rub my swollen cock with a hosed or socked foot until I popped off in my underpants it at times almost torturous until ejaculation. Various teasing and comments from her were also attributes to the event such as at time of climax she would exclaim “ I know what you did” and add a chuckle. Fretter

Back in my early dating years, I was very naive about dating and when I dropped off my first date, we were saying goodnight and when she kissed me she immediately started French kissing. I was startled at first but while she was tonguing my mouth, I got so aroused at this, being the first time, I shot my load off in my pants! I had to cool off after that and when she saw the wet spot on the front of my pants, she said, “Does this happen every time?” Oh, those good old days!

OMG yes, many times. Just from passionately kissing and caressing each other.

Yes, with my high school girlfriend… We'd park at night on the long gravel driveway leading to my house, and she'd lower her seat so it was almost like being in bed. Before we'd gotten to the stage of being naked together and masturbating each other, she liked for me to lie on top of her while we kissed and necked.

The first time I came in my pants, lying on top of her, my hips had started moving by themselves, and pressing my cock into her belly through my pants and her dress. I asked her if this was OK, and she whispered that it was, but neither of us expected me to cum—a LOT—into my pants, just a few seconds later.

It would have been nice to have her hold me while the orgasm passed, but I rolled off of her in seconds, afraid that my cum might soak through and stain her dress. She laughed and said she thought it was sweet, that I'd had a climax with her. But then there was the dilemma of what to do so what had happened wouldn't be obvious when I walked in, at my home, later on.

It was really dark out. I asked her to wait inside the car, as I stepped out, went behind the car, kicked off my shoes, and then pulled off my jeans and wet briefs, using the remaining dry surfaces in the briefs to wipe off my cock. Nothing like being naked from the waist down just a stone's throw from your home, with lights in the windows.

I got dressed again without my underwear, hoping that my damp-on-the-inside pants (and my jacket, which didn't come down far enough) would be adequate camouflage.

If my girlfriend was peeking while I stripped outside the car, she was good at stifling what would otherwise have been her characteristic giggles.

Yes, unfortunately that happened to me a lot when I was young and on dates with girls. I say unfortunately, because it wasn't planned, but I'm still far too inexperienced to control myself. And so I was already very aroused just by hot French kisses in the car. When I then caressed her breasts (which remained covered by a shirt and bra), I already had to be very careful. Then a gentle touch through her to the massive bulge in my pants was enough, and the shot went off. Luckily she never noticed, and later when she touched me naked I was much more relaxed and able to hold myself back very well.

The only woman to ever make me cum in my pants was a stripper in a club when I was a horny teen. She rubbed her G-string covered labia on my blue jean clad crotch and suffocated me with perfect breasts until I could stand it no longer. I was young, she new it, I have no doubt she felt my erection through my pants, and ground herself on me without mercy. I have no doubt she felt me tense, hold my breath, and my penis pulse and throb through my jeans as I ejaculated. It was a complete surprise that it happened to me despite my best efforts to prevent it. When the dance was done, she gave me a wink and squeezed my fully dressed penis. I tipped her and headed to bathroom to clean up best I could before heading home to change clothes. Very fond memory these many years later.

A few times in my youth for sure. One girl I went out with used to see who could make the other come first whilst waiting for the bus. Sat on the bus with soggy underwear a few times. Her too.

I remember it happened to me once. I was 18 and I was a student. I was summoned after class to a one to one English oral session with my teacher and she had left me alone for 15 minutes in a class to prepare this session before she returned to question me.

My teacher was about 30 and pretty cute. I was kind of fantasizing about her.

I can’t remember what subject I was preparing, but while I was brainstorming and writing a few sentences, I began to mindlessly touch my penis over my pants, and after a few minutes, without noticing it, I reached the point of no return and I had a powerful orgasm that flooded my underwear and began to go through my pants. I know that she was not the direct cause of my orgasm but she contributed to it indirectly.

When the teacher arrived, I was very uncomfortable. I remained seated and she sat in front of me while I pulled my sweater so that it covered my abdomen as much as possible. Of course she never knew.

This orgasm certainly helped me relax because I remember I got a good grade that day! 😃