[MF] I was her first dick pic. I guess she liked it.

I connected with a woman on a dating site a few years ago. I was pretty clear that I wasn’t looking for anything serious, but I wasn’t just into the one-time-thing either. I was pretty clear that I was looking for a FWB type situation, even jokingly suggesting “naked friends” to her.

She replied with “naked friends… I like that…”

Unfortunately I was going to be out of town for a while (I travel a lot for work) but we continued to get to know one another on the app, then on kik. In one of the early conversations she ended up saying she’d never been sent a dick pic before. For a little background, she was 38 at the time, attractive, 5’7 or so, and a fit but curvy build. She was attractive, but not crazy hot. Just a nice looking woman with a nice body. So the fact that she’d never been sent a dick pic was surprising.

Now, I know enough about women to know that some women aren’t into dick pics, especially if they aren’t into the guy, so I made sure to ask some questions…

“Are you not into dicks? Do you not find them attractive?” I asked. “No, it’s not that, I actually love them, but no one has ever gone there” she replied.

As the conversation progressed, she asked if I’d ever sent one before. I replied that yes, I was quite proud of my cock, and was happy to show it off, if it was requested, but that I didn’t send anything unrequested.

She quickly followed up with… “Well, show me what you are working with…”

I’ve found it’s best to tease women in these situations, so I started sending a few pics of myself, progressively more undressed in each pic. When I got down to just my boxer briefs with a large bulge in the front she commented “I don’t think I’ve ever been so turned on…” Then I sent the pic she wanted. “Jesus” was all she said at first, but then we quickly got into a fun sexting session.

The next time I was in town I left her tickets for the professional sports team I coached with. Before the game, I went up to introduce myself to her for the first time in person, and she introduced me to the friend she brought to the game. “Nice to actually see your face since K has shown me the rest…” was how the friend greeted me when we shook hands. I could only laugh and tell them to enjoy the game, and that we’d go for a drink after the game.

After the game K sent me the name of a bar they were going to and let me know what she thought I looked hot in my suit and couldn’t wait to get me out of it.

When I arrived at the bar I gave K and her friend a hug before her friend politely said she was leaving now. All signs were pointing to a fun night ahead.

K and I had a drink and then I asked if she wanted another, or if she wanted to come back to my hotel. She smiled at me and replied “Lets go back to your hotel. Hotel sex is the best.”

Our hands we all over each other as we walked to my car. In the car she wasted no time reaching over and rubbing my cock over my pants. I asked if she wanted to see it and she nodded. As I pulled out my hard cock, all she could do was laugh and say “are you fucking kidding me?”. I’m not the biggest guy, but I’m definitely above average, and while sitting in the car all the blood was pushed into all the right places and my already large cock-head was looking its best.

As I started to pull out of the parking spot, she was stroking my dick, and leaned down to take me in her mouth at a stop light.

Thankfully we only had about a mile to my hotel, and I managed to execute a perfect parallel park while being sucked off. I was quite proud of myself.

We made use of the elevator ride up to my room and were undressing each other before the door of the room fully closed behind us. As I lay her down naked on the bed and started to kiss down her stomach, she stopped my and pulled me back up.

“We have time for that later. I need that cock inside me NOW”

Without missing I beat, I spread her legs wider with my knees, and guided my thick cock head into her pussy, teasing her with just the head before sinking deep inside her with one thrust.

“Fuck, I love a man that knows he has a nice cock. You know it, don’t you?”

With that, I firmly pulled her hair back to arc her back as I fucked her deep. She had told me she was the boss at work, but wanted the man to be in charge in bed. I made sure to take full control, focussing on giving her as much pleasure as I could before I took her body for my own pleasure.

We fucked in missionary, then her on top, before I bent her over on the bed to fuck her from behind.

“oh my god, your curve hits all the right places” she said just before she started to cum.

Hearing her sent me over the edge and I pulled out to cum across her back.

I grabbed her a towel but she told me she liked the feeling for a while. We chatted for a bit in the bed as my cum pooled in her lower back. She told me how she had shown several of her friends my dick pic, and they all told her she HAD to go through with it. She said she was glad she did.

We ended up fucking for a few months, and several of her stories appear on my timeline.

God I miss travelling for work…

Source: reddit.com/r/gonewildstories/comments/ib0yri/mf_i_was_her_first_dick_pic_i_guess_she_liked_it