Author: TravellingBull44

I have a story from several months ago about meeting what would become a FWB for a drink. We hit it off, but I had a hook-up planned for later than night and didn’t tell her that part. She thought I was just being a gentleman by not pressing too much.

As we were leaving the bar we started making out and teasing each other. I ran her hand over my bulge and she told me to come to her car, she wanted to take care of that for me. She ended up blowing me in her car, then driving me back to my hotel where I walked in one door, and over to the bar where my date was waiting. She and I ended up having a fun night too.

But this story begins the next morning. I got a text from the first woman saying she had fun, and thanks for being a gentleman, but she can’t stop thinking about my cock. She said she was going home for lunch, it was about 2 miles from my hotel, and did I want to meet her there? Read more »

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… Read more »

I met her in a bar in a town I worked in regularly. It was Mid-April, and everyone was out after a basketball game that night.

I was out with a couple of buddies, and we ended up talking with these 2 younger girls at our first bar of the night. I quickly hit it off with the hotter of the two, and after 20min of flirting, she gave me her number.

We texted a couple of times the next few times I was in town, and I couldn’t get a read on her. Sometimes she seemed interested, but she never accepted my offer to get a drink. After a couple of times trying, I gave up.

Flash forward almost exactly one year and I was in the same bar after another basketball game. I debated leaving then or having one more drink, and as I ordered the drink, SHE walked in. The same girl. The same bar. The same time of year.

I went over to her and she immediately recognized me. We talked about how we met last year, around this same time, standing right over there.

“Today is my birthday.” She told me. Read more »

I was travelling recently and matched with a woman on Tinder. Conversation started tame enough but quickly became flirty. She knew I was from out of town, and so I asked her to go for a drink that night. She said she wasn’t available that night, but might be available after a concert she was going to the next night. I agreed, and then the conversation got very sexual.

She let me know she was recently separated and just wanted a night of hot sex with an attractive stranger. I told her she was in luck. We chatted for a good hour that night, each describing things we love or things we’ve done sexually.

The next afternoon she confirmed that I hadn’t gotten cold feet, and I let her know that I was excited to see her. She said “why don’t we just skip the drink and you come over here around 11pm. This is tinder after all…”

I agreed and arrived on schedule that night. She answered the door looking even better than I’d expected. She invited me in, and quickly kissed me. We stood in the doorway making out for a couple minutes, our hands each exploring the body of the other. She appeared to have a nice body. Read more »

I travel a lot for work. This puts in me in positions to meet women in hotel bars, on Reddit, and, of course, on Tinder.

Now, don’t get me wrong, I have a lot of boring times on Tinder. If I’m in a town for 4 days, I may only match with 6-8 women in that time, and half of them won’t reply to the first message. But about half of my trips end up with a fun meeting.

This past trip I match with a woman around my age (I’m 44) and we started talking. I keep it very polite in the beginning, but slowly feel out how flirty I can be. She seemed to warm to the sex talk, and we talked about meeting but she wasn’t going to be able meet me this time that I’m in town. But she was clear that we could definitely go for a drink next time I’m in town. I thought that was it. This was now my last night in town and she was only woman I was actually talking to. None of my other matches were chatting. Read more »

I lost my virginity late. For way too long I made sex way more complicated than it needed to be and didn’t realize that women were just as horny as men.

In my early twenties I finally started to figure things out and had my first no-stings-attached friend-with-benefits. We met at a bar one night and fucked that night. She told me she had a great time but didn’t want anything serious. Just wanted something casual. This was music to my ears.

Two days later I finished an early morning workout and called her. She wasn’t out of bed yet, and I told her I was coming over. I didn’t ask. I just said it.

When I arrived at her apartment, she buzzed me in and I found her door ajar and her still in bed. She was naked and pretending to sleep but we both knew she wasn’t. She had opened the door after all.

I undressed and crawled into be behind her. I was already hard and my cock pressed against her ass as I reached around to cup her breast and I kissed her neck. She purred and ground her ass into me. She half turned to return my kisses, but after a second she rolled fully onto her stomach and raised her ass slightly. Read more »