I don't wear underwear but I have ejaculated into my shorts or pants while wearing them many times. Mostly it was during the morning drive to work. I'd cum, zip up, and go on about my day.
Several times. Wet dreams, every time. One time I was just too single minded and horny, typical teenager, fully dressed. I started humping on the bed until I made a mess. I mean, messy. In my pubic hair everywhere, my underwear. I went to the washroom to wipe as much as I could, using a lot of toilet paper
Another story of a mess. That was a mess even without the ejaculation. I met a fwb-to-be online and one day we finally met. We had to drive to a different town, circumstances left out of the story. We knew we liked the same things from our chats and I was really looking forward to having fun together so driving without action was a bit of a torture. As we drove I peeked in her top regularly and for once I liked driving on a crappy pavement. I loved seeing the jiggling and moderate bouncing very much. I felt the leaking the entire time. I was also hoping she gave glances to notice my erection which happened to be slightly sideways and noticeable. When we stopped and I got out of the car I noticed it came through my pants a bit, once in the washroom I had to do a lot of wiping, it was everywhere.
While writing sexy stories or drawing sexy pictures, I've sometimes gotten so excited I couldn't help ejaculating in my panties!
I used to in my teens although I undressed most of the time to cum in a saran wrap used like a condom. I was always self conscious so I didn’t like cum in my underwear It was not until late 40’s I started thinking I would not mind a woman I liked to see what she caused but it was never just one person around. I often made a mess without ejaculating, the precum going through my underwear often, and a third of the time through my pants. I did show two fwb and they really liked seeing how aroused I was.
Imagine if we counted the times we've simply pulled up or put on our jeans or shorts after intercourse still covered in cum and dripping.
These days hardly ever, but in the not to distant past I would often cum in the panties I wore when cumming in public.
I remember still one 8th grade history class 57 years ago, when I had been masturbating for about a year. I got one heck of a hard on and started moving my hips just enough to get a good rub and feeling going, because it was a large lecture class. In this case, I got myself under control in time because it would have been impossible not to be noticed when having the orgasm and trying to walk the halls to classes the rest of the school day with a big mess in my shorts and pubic hair.
I remember fighting off the urge in school. But one day I was at work and became aroused, my boner was rubbing on the underside of the desk drawer edge and it just felt so good. I don't recall what brought on the excitement but I do remember enjoying it so much that I accidently crossed the threshold. I tried like hell to reel it back in but to no avail, the pressure won. Once that first spurt escaped under duress and the next one was starting to burst, I rammed up against that drawer edge and just unloaded in a mind blowing orgasm. When I came to my senses I started to think about what a big fail that was. But then I rationalized it and decided to own it. When I looked I had about a 4" half circle centered at the bottom of my waistband wet spot with a little bit of thick stuff which had been forced through the fabric. I worked a while longer letting it dry as I wondered what kind of scene it would make. When I eventually got up, my shirt covered the top part of the spot so only the bottom couple inches showed. I decided I'd walk out to the smoking area and if anybody showed any interest I'd just claim I spilled my coffee. But I think nobody noticed, and if anyone did, I didn't hear about it. By later in the day it was completely dry and had disappeared. I noted that I was glad I was wearing jeans.
Its quite a mess. I used to pull up pants right before coming, because of reasons like it was in the middle of class, or I was riding in the backseat on car trip, things like that lol. That was a long time ago now.
Exactly. It leaves hardly a trace, especially in denim. Even wet not that noticeable but dries fast if just wearing that one layer.
The nice thing about cumming in your undies is you get to enjoy the slippery wetness for a bit while body parts slide around.
A few times as a teen while making out I'd ejaculate into my boxers in my pants. I loved the feeling, but hated when I'd have to go back into a lighted area with a huge wet spot. Sometime during the past twenty years, I would often wear a pair of flannel pajama bottoms at my computer in case my wife came downstairs so I could be covered when she came in. I had about a five second warning as she came down the steps to switch desktops on my computer and cover my hard dick. One night I was rubbing myself through the pajamas and ejaculated under them. The warm cum spread and felt wonderful for a while. Those pjs are still what I call my "wankers." For some reason I love the feeling of cumming in them.
When I was 13, my Dad took me on a backpacking adventure in the High Sierras. I had been masturbating for less than a year at that point. The first three nights I was too exhausted to even think about masturbating. But the fourth night I had adjusted to the thin, high altitude air, and was feeling pretty frisky. We were at a place called Crab Tree Meadow, 10 thousand feet altitude, among the pine trees, surrounded by mountains. I remember lying on the ground in my sleeping bag, looking up at the inky black sky with thousands of glittering stars shining down on me, the cold air caressing my face and the down sleeping bag all warm inside. I slipped my fingers into my jockeys and started stroking as quietly as I could. To this day I still recollect as if it were yesterday the joy of drinking in the cold Alpine air with each breath, the beauty of the stars filling my vision, the scent of the pines, the tingle of each stroke, all reaching a crescendo of joy at the same moment, like fireworks in my penis, that big sighing breath of the chill air as I felt the semen gather in my loins and gush through my urethra (oh sweet sensation, that — as if I had tasted buds in that penis tunnel and it were chocolate syrup spurting through), and the warm slimy pool gathering and spreading just under my jockey shorts elastic. It was not the first time I had jizzed in my pants, but it was the best. At that moment, it mattered little that I had messed myself. That mess squishing around in there was a delightful reminder of the moment of paradise that had just passed. What mattered was that my penis had performed virtuosically, joining in with all the other beautiful sensations of that night and making those moments among the loveliest of my youth.
Great memories! Hikes like that on the PCT and other like places have magical moments. Hopefully you get a similar experience but from the perspective of father.