The first time I saw boobs was over Discord when my friends and I had a "Discord sleepover" during COVID.

Back during COVID when people were starved for social interaction I had a pretty tight friend group. There were 2 guys including me and 3 girls. We were all hanging out on a call I started and eventually one of the girls has to go to bed. One of us has the bright idea to all go to bed together on call and have a virtual sleepover so we all temporarily turn off our cameras to put on pajamas.

Me, one of the girls, and the other guy were wearing fairly regular pajamas meanwhile the other 2 girls had on outfits that made teenage me lose my mind. My childhood friend (and current girlfriend) 'Ava" was wearing a fairly tight tank top and some tiny pajama shorts and the girl with the biggest boobs in the friend group "Laura" was wearing an oversized T-shirt that went just above her knees.

Eventually after a bit more talking we all go to bed and I'm the last to fall asleep. I look over to the screen and see Ava sleeping with her butt towards the camera and since her shorts were so small I got a really good shot. I was staring at it and glancing to make sure nobody was awake to see me perving out and Laura started shifting in her sleep. I kept my eyes half closed while watching her to make sure she didn't wake up but all that happened was her shirt riding up to her upper thighs.

As a young teenage boy this was all the stimulation I could take and turned off the mic and camera to jerk off. As this was happening Laura moved more and more in her bed and her shirt only rode up her body more until her bottom half was completely uncovered and I realized instead of shorts she was just wearing panties. I assumed this would be the highlight of the call for me as her shirt rode up even more exposing her stomach giving me a clear shot of her stomach and panties until it rode up just under her boobs.

I was hoping beyond hope that I would get a chance to see her boobs but when she adjusted her shirt in her sleep I assumed that was it and went back to jerking to Ava. Pretty quickly Laura starts turning over in her bed quickly exposing her panties and stomach again. I was waiting with baited breath and after one final turn her shirt gets caught behind her back and her boobs pop out of her shirt giving me a clear shot.

If I was a responsible kid I would have kicked her from the call and acted like it crashed. As a horny teen seeing my friend's huge boobs (and completely bare boobs for the first time) I came three times before I kicked them from the call.

I was talking with them years later and they brought up that call and I mentioned how disappointed I was that it crashed and she said she was happy it did since she woke up butt naked. I asked if she really did (thinking she just meant her boobs were out) and she told me she woke up with her shirt on the opposite side of the bed and her underwear on the floor. As a (semi) responsible adult I felt happy I kicked her when I did, as that same horny teen only older I feel like I missed my chance to see a naked girl for the first time.