Iammax wrote:I would definitely like to see a tease like this. That's a big fantasy of mine.
A while back, when I was just becoming aware of my teasing fantasies (and before I had found any sites like this on the web) I met a girl online and had some teasing themed phone sex with her (which had me doing some begging as I recall.....). Shortly thereafter we met for coffee, and she was most impressive. I was 23 at the time, and she was only 17 and had a very sweet "amateur porn" look about her, with a GREAT body (and tall too, about 5'10).
On one of our subsequent meetings we ended up parked in an empty parking lot and making out all hot and heavy. She announced that she thought she was ruining her panties, and dipped a finger in her jeans to discover that yes.... she was very wet. I asked her if I could have a taste.. so she again dipped a finger inside her and brought it to my mouth in a shy but ultra sexy way. It was viscous and slippery and completely delicious!
She then started playing with my cock through my track pants (I had picked her up after softball) and she started to really get into once my breathing quickened. The cock playing got more intense, and I could feel pressure just starting to build. In a classic bit of topping from the bottom, I asked very innocently "are you going to make me cum in my pants??". She gets an evil grin that tells me she thinks that idea sounds fun... and starts stroking it faster. I feign shock and say "you ARE going to make me cum in my pants!?" And she arches her eyebrow and very slowly says "mayyyybe...."
I take this as my cue to fully enter into the submissive role, and as I can feel my orgasm getting closer, I start reluctantly begging "I dunno if I really WANT to cum in my pants, but it feels so good.... please...."
"Please what?" she asks. "Please... let me cum" I say. She responds with, "you want to cum in your pants??" I give a shy nod. "Well beg for it then".
I feel wonderfully dirty as I respond with: "Ohhhh... please let me cum... in my pants.... " She just watches me and giggles but my orgasm is getting closer and closer, so my begging starts getting more insistent which eventually devolves into me frantically begging "please let me cum in my pants.... mmmm.... ohhhhh... please let me cum in my pants, Miss Jenny!"
After getting called Miss Jenny, she relents and allows me to "cum in my pants for her", and I spray a massive load into my boxers. She tells me I have to keep it there and not clean myself till I get home. So I drop her off, and by the time I've driven across the city the semen has cooled and become very sticky... makes a guy feel very dirty! I'm sure I was blushing when I casually came back to my parents house and slinked downstairs to change, very aware of the mess in my boxers.
Anyways... that was my hot "cumming in pants" story. Thought I'd share. Oh, and in post script... I was to find out later that she gave rediculously good blowjobs and even had a "finishing move".... wow! It's really no wonder that I still think of her as the one that got away!