Jack off show 1

One weekend morning I awoke in my bedroom to the sounds of fucking from my roomies bedroom next door. I immediately ran to the can and dumped out the water from my nighttime drinking glass and went back to bed. I put the empty glass against the wall and faintly heard my roomie’s girlfriend Diana moaning as she took roomie’s notoriously huge cock. He soon gave a grunt as he came, and he got up and had a shower and then left for work. I’d been squeezing my cock under my drawers as I listened and decided to have a nice, slow wank.

I was well on my way to a really wet one, having stopped myself from cumming several times, when there was a knock at the door and Diana came in wearing a clingy, somewhat transparent night dress. She asked me if I’d liked the show, saying she’d heard the clink of the glass as I put it to the wall (upcoming paraphrase alert!). “I used to listen to you and Shelley (my former girlfriend who I’ve written about a couple of times) the same way,” Diana said. “And when we talked, she’d tell me about your big cumshots, how you left her soaked. Dean (Diana’s boyfriend and my roomie) has a huge dick and I love it, but his loads are really small. I want you to give me a jerk-off show and let me see you shoot a big wad. It could be our little secret. I won’t tell Dean anything about you spying or what we do.”

I told her I needed to think for a minute. Diana was super-cute and readers of my stories will know I have a bit of an exhibitionist bent. On the other hand, Dean was a good friend. On the other other hand, he used to screw around on Diana with bar sluts and prostitutes fairly regularly. I decided to go for it, the deciding factor being my throbbing cock under the sheets screaming for relief.

“OK,” I said, and threw off the sheets. Diana took an interested look, and said, “That’s a nice  dick. Dean’s is like two inches longer, but yours looks thicker and that curve is kinda hot. Why don’t you sit on the edge of the bed and stroke it for me? I’ll sit on this chair and watch.” I plunked myself down at the foot of the bed and took my cock in the firm-yet-gentle grip it had come to know so well over the years and thousands of jackoffs. I slowly ran my hand up and down my shaft and soon felt tingling in my balls.

Diana pushed my dirty laundry off the chair, sat down, and pulled one of her small, firm titties out and tweaked her little nipple into hardness as she stared intently at my cock. My pre-cum started dripping down my turgid meat, lubricating my slow stroking. “That’s hot,” Diana said. “Here, you can look but not touch.” With that, she released her nipple and hiked the bottom of her night dress up over her hips. She had on a pair of very sexy, see-through panties. I could clearly make out her thick cuntlips and slightly trimmed bush. I lost it then and there.

I sped up my stroke and started rubbing my drawn-up balls. After no more than 30 seconds of this, my slick cock exploded. Multiple ropes of thick, hot cum spurted out of me. I directed the jism onto the pile of dirty laundry at Diana’s feet as I moaned in pleasure from the throbbing sensations wracking my perineum, balls, and cock. I milked out the final drops of my of my nut sauce, and sat on the bed almost ready to keel over.

“My turn,” said Diana, standing up to peel off her panties, and sitting down on the chair again, her thighs spread sluttily and giving me a good look at her wet, aroused cunt. Then she went straight for her clit, rubbing it furiously until she quickly climaxed. I hadn’t gone down yet, and stood to frantically beat my meat to the glorious vision still visible between Diana’s legs. I soon nutted again, shooting a smaller but still substantial load over my sheets.

This was a one-off - neither of us wanted to risk the consequences of getting caught. Diana and Dean got married and have been together over 40 years. We live in different parts of the country and don’t see each other often but, when we do, she always gives me a sweet, secret smile.