In the very early days of online dating I kept hearing about dudes sending unsolicited dick pics to women. Made no sense to me as it's harassment and couldn't see it ever resulting in meeting someone.

However showing my cock did sound exciting, so I tried a different approach.

I decided to contact 10 women and get conversations going (much easier back in the early 00's). When the inevitable "what are you looking for" question came up, I'd say something like this, "sorry to be so forward, but I'm looking for help with a little fetish."

The women would always ask what it was, and I'd tell them, "It would be a huge turn on if I could show you my cock. If that's not something you're comfortable with, sorry for bugging you."

Half of the women said no thanks, but half seemed to think it was amusing and said sure. I had already taken some good pics of it both semi erect with foreskin over the head and fully erect with foreskin retracted. I used body lotion earlier so the skin looked nice, trimmed my pubic hair and had good lighting and background. I've always been told I have a nice cock but still tried to make it look as good as possible.

I confirmed consent and proceeded to do something I thought I'd never do: send dick pics.

Responses ranged from, "yep, that's your dick," to "wow, that's a beautiful cock!"

I learned that after a dick pic, there isn't much left to talk about, and the conversation died of with much of the women. But one a few years older than me was Diana. An attractive, lightly freckled brown haired 30 year-old freshly divorced woman was happy to keep chatting. I suggested we go for a drink the next day at a local Irish Bar. She readily accepted.

We'd seen each other's photos, and instantly recognized each other near the entrance. I think we were both pleased that the other didn't lol like a weirdo, and Diana looked better than her photo with larger breasts than expected.

After 30 minutes of polite conversation, I asked, "so you liked my pics?"

"Yes," she giggled, "you look just like your photo."

"And you look better than yours," I responded. "You never know what you're going to get with online dating. Things aren't always what they seem."

"That's true, a lot of fake people out there, and you can't chat forever, need to see them in person to know if they're presenting themselves honestly." She explained.

I seized the opportunity and said, "Guess you don't know if my other pics are real."

"Ya, still quite the mystery," Diana awkwardly stated.

I didn't really have a plan for this night beyond my initial experiment. So I suggested finishing our drinks and then have one back at my place, and offering, "I'd love to show you my cock."

"Ok," she agreed, but cautioned, "but that's it, nothing else."

She followed my back to my place in her car, and then we settled in the living room with our drinks. I was feeling super nervous but turned on. Sending the dick picks was mildly amusing, but this was extremely exciting and my cock was uncomfortably hard on my jeans. I stalled by making small talk but finally got my nerve up to say, "ok if I show it to you now?"

I sensed she was just as nervous, but reasoned that she would not be sitting on my sofa if she didn't want to be.

It occurred to me that the only times a woman had seen my cock was for sex or just incidentally with a girlfriend while getting changed or showering etc. I had never just shown it off and then put it away. This first exhibitionist experience felt quite thrilling.

"Ok, let's see it then," Diana said as I got up in front of her.

My strained cock felt relief as I lowered and then stepped out of my jeans. I only slightly concealed the huge bulge in my boxer briefs as I removed my socks. I finally stood up, my younger self feeling senf conscious of the visible precum at the end of the bulge.

"I think it wants out," Diana smiled.

Ok, here we go I thought to myself as removed my t-shirt and then underwear as my cock sprung straight up. There I was fully nude with an aching and hard as rock erection. It was a delightful feeling, but I was still nervous and just stood there speechless.

Diana scooted forward on the couch to get a good look, "I can only see the underside, and that wasn't in your photos."

With that I turned slightly and pushed my cock down so she could see it from the top like in the photos.

"Well looks like all your photos are real. I haven't seen an uncircumcised cock before. How do you get the head out?" she inquired.

I explained that it doesn't take much, aided from my ample precum and trying hard not to look like I was jerking it, I lightly pulled the skin back in the middle of my shaft, and the foreskin quickly retracted revealing the shiny head.

Not knowing what to do now, I casually took a sip of my drink and nervously laughed just as a large dribble of clear precum oozed from the tip.

"You do have a nice cock Paul, but you almost look in pain," Diana sympathized, "do you like showing me?"

"Thanks, and it's fine. Ya it's kind of fun showing it you."

As minutes slowly ticked by she twisted her head to look at it from all angles and seemed to be enjoying the moment too. Gigging again as a string of precum hung several inches from the head. "Shouldn't you take care of that?"

"Oh, ya right," and I scoped up the drips and wiped it on top of my cock, again not wanting to overstep the boundaries by making it look like I was playing myself.

"No, I mean your hard on looks uncomfortable, aren't you going to take care of THAT." Diana pointed at my erection.

I was so relatively shy back then. So I said, "oh ya I can deal with it later."

Diana responded bluntly, "Or now."

"You're ok if I jerk off in front of you?" I asked.

"Sure, it's cool to watch a guy masturbate. Especially such a nice cock," she assured me.

Feeling relieved and far more comfortable, I embraced the moment. I forgot my inhibitions and immediately started long satisfying strokes on my long cock. Diana's blue eyes focused intently on my now free feeling throbbing hard penis.

I interrupted the moment and darted out of the room, returning with lube and sat in the chair closely across from Diana. I generously coated my cock until it was glistening and slick, setting a faster pace of masturbation from the base, over the shaft, bare head and back, over and over. I watched Diana watch me.

• If you read my other stories, you know I make and effort control my orgasms and have large ejaculations. This was before all that, and I only had youth and enthusiasm on my side.*

I knew I was getting close, and since I was putting on a show for Diana, I hoped to shoot a good load, despite already orgasming earlier that day.

Diana had been quiet but now started to encourage me. Telling my to stroke harder, and how strong my cock looked. She stood up and told me, "it's going to feel so good to cum Paul, go ahead and let it out. Just don't get it on me."

I asked her to pass the lube to get a little slipperier for the end. Instead of handing it to me she just squirt just the right amount on the cock head as I gripped it firmly.

With my fastest pace yet, I vigorously jerked off while locking eyes with Diana briefly before her have returned to my penis.

I'm back then I never knew how much I was going to cum, I just focused on orgasming. I grunted out, "here it comes." As a stream of semen lurched up from my cock, then landing above my busy hand. I recklessly pumped my cock shooting onto my leg, then oozing onto my hand and balls. The spasms continued after the sperm was out.

Diana smiled and did a little clap of appreciation as I slumped feeling spent in the chair. She grabbed me a towel from the bathroom so I could clean myself off. I got up with my cock about three quarters erect and officially twitching.

At this point I was just getting comfortable being naked in front of a fully clothed woman. But Diana cheerfully thanked me and informed me that she had an early morning, gave me an awkward side hug and left.

Without ever fully losing my erection, and still being turned on from the evening's events, I picked up the lube and headed to the shower. I was still so turned on, my full erection returned quickly. In no time I was shooting another load across the glass of the shower.