Supervised Masturbation
As the week passed, there was no more mention of the underwear. I wore them each day feeling slightly embarrassed every time I put them, knowing that Sharon had chosen them and had inspected me wearing them.
But it wasn't just the underwear. All of the things happening since moving in with Sharon were starting to get inside my head. Other than one ruined and very embarrassing ejaculation, I had not cum in weeks. I couldn't remember the last time I had been so horny! Stroking my cock almost daily but never cumming had turned into a maddening series of teasing edges. The idea of Sharon asking me not to jerk off and then selecting undies for me was both humiliating and arousing.
And then there were the random comments from Sharon. Comments that hinted that she thought I was small down there and maybe pretty quick on the draw. Those were most embarrassing and, oddly, extremely arousing. Both of these things were kinda true, I guess. But I certainly didn't want Sharon to know!
To make matters worse, Sharon was often outside after work enjoying the sun in her bikini. Or coming out of her workout wearing those super-tight workout pants and a sports bra.
More and more, my fantasies were starting to be about Sharon! And this was a problem. Too many times when we were together I was struggling to hide my arousal. But she would catch me staring. Smile. And then continue as if nothing had been noticed.
By the time Friday night rolled around, I was horny as I had ever been in my life. Rule or no rule, I had to cum! When I went to my room that night. I got undressed, slipped into bed, and immediately grabbed my cock and started to stroke. It felt so good and it was apparent right away that this would only take a few seconds.
But suddenly I was overwhelmed with the sense that I was doing something wrong and stopped. What the hell? I was letting Sharon control my orgasms and this was crazy!
I grabbed my throbbing cock and started again...only to stop once more as I hit an agonizingly close edge.
I sat propped up against the pillows, my head back, eyes closed, trying to sort out exactly what was happening.
And then I heard the knock. And Sharon stepped into my room. I fumbled a bit to make sure my erection wasn't so obvious but I'm sure she saw.
She came in carrying a little bundle of things and wearing her sexy little pajamas. She loved little shorty pajamas with thin, spaghetti strap tops.
She came right over and sat down beside me.
"Eddie, I know this may seem embarrassing but I think the time has come to let you have a little orgasm. I've been watching you this week and I'm not sure you're gonna make it much longer without another accident if we don't release some of the pressure down there."
I just sat there stunned. Embarrassed. Staring.
"Let's get the sheet out of the way and get started," said Sharon, as she started to pull the sheet down. I grabbed at it frantically, trying to avoid being exposed.
"Come on now, Eddie. You know you need a little cummie and this is the proper way to have it. So let's get ready."
She pulled again and managed to get the sheet down to my ankles, exposing my naked, hard cock. I tried to cover myself with my hands. I felt so embarrassed. But my embarrassment only seemed to be making my cock harder.
Sharon reached for her little bundle of items and unfolded a white towel that she draped across my thighs. "This will be your 'sticky towel' that you can use for all your little releases. It will make cleaning up easier."
