One Night Stand

Valentine’s Day

Great evening for meeting single women.  I went out by myself, looking for single women that were either alone or with friends that were protesting Valentine’s Day.  I met a few women and exchanged information.  It wasn’t until I was on my way home that one of the women I met texted me, said it was great to meet me and asked what I was up to.  She was on her way home as well, but wanted to meet up.  Typical for women showing more interest and advancing the moment when separated from friends.

I told her I was going home, but she was welcome to come hang out for a bit, so she met me at my place.  Flirting only lasted so long before we started kissing and had our hands all over one another.  I fucked her on my couch and she spent the night.

She is single, so no taboo there.  We fucked again this morning, I made breakfast, and it made things less awkward as we got dressed for the day.

Suffice to say, she was late for work.

Tumblr Hookup

Thanks to Tumblr, I have had men and women reach out to me to see where I’m located or what kind of fun I may be up for or into.  A local guy reached out and wanted to introduce me to his curious wife.  I’ve traveled to meet people, since I travel often for work, but being local made it easy to schedule.  After a few weeks of talking with him, he gave me her email and I reached out directly.  To set the table here, she’s cheated in the past, he found out, they fought for a long time because of it, she still cheated, he admitted that it turned him on, and here we are.  They have an open marriage, but he really doesn’t partake.

This week I finally met up with the wife.  Coffee, flirting, a little touching.  We hung out for the better part of two hours and she took me up on the offer to hang out at my place.  I walked her to her car and kissed her for a few minutes with her door open and she followed me back to my place.  She must have ignored her text messages, because her husband was blowing up my messenger, asking if where she was, if she was with me, etc.  Sorry, not sorry for ignoring you.

The wife and I made out for a while once we got to my place.  She straddled and grinded on me as we kissed, while I pulled her top off to expose her black lace bra.  I pulled her off and forced her to her knees between my legs as I unzipped my jeans and pulled my cock out.  I loved the look in her eyes as she saw it and she tried to suck on my cock as it hardened.  I eventually answered the husband by taking a picture of my cock on her face.  Admit it, you loved how it crushed you.

Her skin-tight jeans peeled off and I laid her down on my bed, spread her legs and ran the length of my cock against her pussy lips.  We played “Just the Tip” a bit to get her going and wanting more.  I slid into her, bareback, and was surprised how little effort it took for her to take my girth in.  Soaking wet, I bottomed out in her and that’s when I sent another picture to hubby, showing him how much of me that she took and seeing her stretched out by my girth.  Jerk off material for him, for sure.

We fucked for the better part of an hour and a half, during which she came twice from penetration and once from oral.  I came twice, both times inside her wet cunt.  The last picture I sent was a picture of her soiled pussy and told him I was sending her home.

Later that night he sent me two pictures, one of him fucking her and another of him eating her pussy.

Tumblr couple - you’re a blast and your wife is a stunner.  I’m sure we’ll continue to have fun.  Thanks for your consent to post the experience as well.

Coronavirus and travel sex

I hope for all the best for people and families affected as it has locked down travel.  When it comes to my work travel, that has basically been shut down as all non-critical travel will not happen.  I was also scheduled to go to SXSW, which was cancelled, and meet some women that were going out there for work or the music and film festival.  It’s put a damper on some local wives as well, as husbands aren’t traveling and they are working from home as their offices encourage remote work.

Thankfully I know a number of single women and hotwives or this would be a rough patch. 

I love hearing that your boyfriend hasn't even cum in you, but you've gladly taken mine.

Facebook Acquaintance

I finally fucked a Facebook acquaintance that I’ve been flirting with since early-summer. I met her at a golf outing that she ran (vendor-side) for my company.  She added me on Linkedin and eventually on FB.  I saw, in early summer, that she posted a few sexy bikini pics of herself on vacation with her husband.  I sent her a PM, complimenting her, and we sort of flirted on and off.  I thought it was a dead lead, but once in a while we would joke around and reconnect.  Anyway, she posted some pics on FB this last weekend from a Halloween party that she went to as a sexy mermaid.  I reached out with a private message again and the flirting resumed.

On Monday, she was on a business trip and she sent me a pic of her getting dressed for her meeting and asked if she still looked good out of costume.  She did, but I just teased her with non-committing answers.  Eventually I told her that I’d have to save that picture for later.  She asked why and I didn’t respond to let her think about it.

Later that evening, she drunkenly sent me a pic of herself in her bra and panties and told me that I should use that pic instead.  I said it was too late.  She immediately Facetimed me and wanted to know what I meant.  I told her that I already jerked off to her other pic as well as her other pics that she posted on Facebook.  She said at least I’d have that recent pic for the future then.  She told me it was a shame I already jerked off and then she slowly pulled her tits out of her bra.  I pulled my cock out and let her see as it came to attention.  She was very interested...I jerked off and she played with her pussy as we played show-and-tell while talking dirty to each other.

She told me to not tell anyone and that her husband couldn’t ever find out.  I told her it wasn’t a problem and that I never fuck and tell.  She said, “But we didn’t fuck!”  I told her, “Not yet, but I’m going to fuck you soon.”  She asked how I could be so sure.  I told her to deny that she wanted it; she couldn’t.

We made plans to get together after she got back from her trip on Tuesday afternoon.  Her flight got in a little after noon and she came over with time to space before her husband got off of work.  We started making out the second she walked in the door...

Friend’s wife at a party

No new friends, but Saturday night I was at a party at a friend’s house.  My friend’s wife, who I fuck on and off (the friend who doesn’t know I fuck his wife), was there with her husband.  Anyway, my friend’s wife was looking good and I whispered to her that we should find some time go be alone at the party and play.  People were either upstairs drinking, mingling, or playing a game and others were downstairs playing pool.  We tried, unsuccessfully, to try to find some time to do more than kiss or grope each other while nobody was downstairs.  It was really hard, considering everyone thinks that we hate each other and there wouldn’t be a real reason why we would want to hang out and play pool together.  Anyway, nothing happened.  Weak.

What did happen, was she came over to my place on Sunday.  The guys were getting together to watch football (which I bowed out on and blamed a hangover).  She stayed home because she is 4 months pregnant (don’t worry, it’s not mine) and said she wasn’t feeling well.  I had a few hours of fucking her.  There was so much anticipation from the previous night that within 10 minutes of kissing, I had her legs spread and my bare cock plunging into her.  She was so wet already, I eased into her, despite her typical tightness.

I edged many times and stopped myself from cumming that it was an hour and a half in when I couldn’t take it and came deep in her pussy.  I came 3 or 4 times and ate her pussy while my cock’s sensitivity abated.  I can stay hard between cumming, but the head is always sensitive.  It gave me the opportunity to taste our joint juices together.

While she was trying to get pregnant, we used condoms all except the first time after she was without her IUD.  It was a while before she actually got pregnant and I was already in her bare.  It felt so good, we didn’t stop.  I came in her mouth that time because we didn’t want to take too big of a risk.  From there on out it was condoms.

Back on the road

It's been great getting back into travel. It's still not regular as it was, but I missed it.

One of the first trips I took was to meet up with our larger sales team after being remote for so long. On the team is a woman who I regularly fucked while traveling with her, so we were able to fuck again and get her back into cheating. I could tell how excited she was based on the effort she put into looking amazing, from makeup, outfit, to bra/panties/lingerie. We were only meeting with the sales team for a few days, but we both stuck around longer to spend time together without having to deal with lingering coworkers.

There have been some flight attendants that I met that were down to fuck as well. They usually are, but opportunity has been rough for them over this last year.

If anything, body language has meant more now than any other time. When I'm at a bar/lounge, there tends to be a lot of space both from people still apprehensive to remain socially distant as well as a smaller volume of people. Now, so many tells are given if someone sits just a little closer to me or moves/glances my way when they would have no other reason to.

Tattoos are optional. I like women with dirty mouths, when appropriate. Those that have exceptionally talented and creative minds are the ones I enjoy most. I can’t stand talking to someone and it feels like awkwardly pulling teeth.

💋

Or he is passed out upstairs, drunk from the party you threw and we're fucking in the basement.

Team Meeting and Hookup

A few months ago, I was traveling with my larger sales team to get together for a week. There is a coworker I have low-key flirted with that lives in another city, but never met in person. We both flew in the day before meetings, from separate cities, and hung out. We went to grab an early dinner after we checked into our hotel with a lot of flirting in the cab and during the meal. We had a few drinks to loosen up and when we hopped in a cab she went in head first and just shook her ass at me and refused to move until I grabbed her and moved her playfully.

We grabbed a bottle of wine and went back to her room to hang out since she didn't feel like being social with everyone in the lobby. Back in her room, the flirting was always on this edge of inappropriateness, because shit can get really weird with coworkers. She went through her carry on and intentionally tossed her panties and bra on the bed while she was looking for something. I grabbed the pair and asked her if her husband bought them for her. She laughed and said no and asked if I liked them. I said yes and that I was going to keep them. She said I had to earn them. I told her to come over, which she did, and I she knew what was up as I kissed her. We made out for a while and I asked her if I earned it yet. She said I had to try harder than that. I asked how hard exactly. She said harder than than her husband, who doesn't care about her panties.

The kissing continued and hands roamed across each other. I laid her down on the bed and spread her legs, pulling her panties off, and took my time devouring her pussy with my hands feeling her ass, hips, tits, and greedily groping for more.

She reached down and motioned to for me to move up, so I slowly made my way up her body to kiss her hard. I asked her what she wanted and why she wanted me to stop. She said I knew. I told her I wanted her to say it and she didn't want to. I had my cock out and I put the tip of it against her clit and her wet slit and told her to say it. She said no. I leaned my weight on her, grabbed the back of her hair, and told her that she needed to tell me what she needed because I'm having a hard time understanding. She told me through gritted teeth that she wanted me to fuck her and I pressed into her roughly. She was already wet, but the tightness eventually subsided as I continued to plunge into her.

I asked her if that's what she needed. She whimpered a yes and asked why it took me so long to get the hint. I said I had to play my cards right with coworkers, because you never know. She said well now I knew that I could use her pussy whenever we were on the road. I asked her if it was her first time cheating on the road and she said she fucked 8 other guys in the past three years when she started. I asked her her husband knew and she said he didn't. We spent a few more nights together and it was a great week. I haven't seen her again since, which is a real shame. We have sexted on the side pretty frequently though. I took two pairs of panties home from her as a trophy.