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More Traveling Cheaters

I’m traveling for work and I got in last night, around dinner time and went to the restaurant in my hotel to grab some food.  I saw a pretty woman working on her laptop, at her table, finished with food.  I was a bit away from her, but after I ordered, I grabbed my drink and headed over to chat with her.  I asked what she was working on.  She’s in sales, like me, but in a different industry.  I eventually got my good and stayed at her table to talk shop.  She showed me a few things she was working on and while I didn’t have any strategies that would have helped her, it still acted as an avenue for me to get closer and have incidental contact with her.

She had a ring on.  Married.  I noticed once I approached her and it only fueled my desire.

After about an hour and a half of chatting and some flirting (laughing and touching each other’s knees, little squeezes, etc.), I told her I wanted to go get my laptop from my room to show her what I was working on and she offered to come up with me, since she was going to crash soon anyway.  We got into the elevator and she intentionally flashed her ring and cryptically said, “I’m married.”  I told her that rings never stopped me before, but she didn’t have to worry; I wasn’t “going to try to fuck her”.

We got to my room and I showed her another project opportunity that I was working on.  The flirting was still there and it was confusing, since she disarmed me in the elevator.  I was thinking it wasn’t going to happen, so I was just being professional at that point.  She wanted to show me something on her company’s site, so I let her drive on my laptop and put my hands on her shoulders to see if she would protest.  She didn’t, but she asked what I was doing as I massaged them.  I asked if she didn’t like it, but she said she did and that I shouldn’t stop.

She tried to show me her site, but closed her eyes and just relaxed as I massaged her shoulders.  She asked me to expand on how rings haven’t stopped me before and I told her about fucking my friend’s wife, my neighbor, and a few others.  She asked if she could tell me a secret and she told me that she cheated a few times in her past.  She fucked coworkers to get ahead and for years, at a different job, her boss fucked her at least once a week and whenever they would travel together.  Her husband never found out and she eventually switched jobs.

I stood her up, pressed her against the wall and kissed her.  She reciprocated and after a few minutes of pulling her hair and kissing I said, “I lied.  I’m going to fuck you.”  She just smiled and said, “Good.”

We undressed and we enjoyed teasing each other before I slid into her.  She was a great fuck and we’re meeting up again tonight before she flies out tomorrow morning.

I’ve had cucks do this. Guys watching me fuck their wives and asking me to do dirty and depraved shit with their wives.

Keeping Busy

I’ve been keeping busy.  My neighbor has been fun and regularly available during the week when I’m working from home.  I also have a few single friends who fill in weekend time.  I think since Tumblr locked down on content I haven’t been as encouraged to post more.  I know I should.

Recently I had a friend who I hadn’t fucked in a few months reach out. Her husband was going to be in Vegas for the weekend and she wanted to get together.  I had her dress up with some role play.  She is the type that likes it gentle at first, but progressing into rougher play.  We had a long weekend together, so we were able to take our time and enjoy it together.  She said she felt guilty for about a month and a half after we last fucked and that’s why she hadn’t reached out.  She came to terms with it and it took being home alone without prying eyes for her to take advantage of the opportunity.

I also recently fucked a mid-20s waitress when I was traveling.  It was dead where she was working and we spent a lot of time talking and flirting.  She got off of her shift early and I invited her over to my hotel room, but she said she would feel more comfortable at her place, so we went there.  I saw pictures around of her and a guy, which she said was her boyfriend after she got a bit awkwardly uncomfortable.  I asked her if he knew that she invited strange men over to her place.  She said , “No.”  That he trusted her.  I asked her if this was just one big misunderstanding and she just said, “No.”  I grabbed her hair from behind, kissed her and told her that I understood her well then.  She just said, “Yes.” in a deep voice as she gave in.  She had on extremely tight jeans with a big ass and a tight black shirt with smaller tits.  We kissed and throughout the foreplay, I pulled her pants down and ripped the crotch out off of her panties.  She had an amazing bubble butt and I wanted it from behind.  I pressed her down and worked my way into her tight pussy.  I wore a condom, as I considered her “single” in my book.  As I started to fuck her, she said I was the third guy in six months, when she first started cheating.  She came from me eating her pussy as I intermittently gave her a break from fucking to lick her.  After she came, she pulled my condom off and sucked my cock until I came in her mouth.

I also got permission from a local guy on here who reached out and wanted to set me up with his wife.  It originally was moving too fast for me and it set off some red flags, but he put me in touch with his wife and we hit it off.  I met them for lunch one day and the chemistry was the same.  Sometimes when you meet someone, it gets weird if they are different in person.  We went back to their place and he watched me fuck her.  He’s a cuck and took verbal abuse from her as I fucked her.  A lot of talk about the smaller size of his cock and him not fucking like a real man.  When she rode me, he licked her asshole.  When I pulled out to have her suck my cock, he licked her gaping pussy I left behind.  She wanted me to cum on her face and I did, and then watched him kiss her lips with my cum on them.  As he kissed her, I put my still-hard cock back into her pussy.  She came on my cock and she started slapping him in the face as she was losing it.

I’ve had some other adventures and I need to be be better about sharing them online.

Coworker Escape

I recently met a coworker on a business trip.  It was actually just her and I working a deal and we were staying a few nights together.  She is married, but the trip gave us a get-away together.  It’s great to have a love nest to get away.  It’s better to be able to not have to deal with the anxiety of being on a schedule when cheating.  Cheating while traveling is the best.  She’s in her late-20s and no kids.  Easy for getting away and not worrying about anything domestic or having to call home and check up on things.

When we met up it was mid-morning and we didn’t waste much time.  The greeting hug went to a kiss, which turned passionate very quickly.  The foreplay and wandering hands went on until she pulled herself away to use the bathroom.  She came back out in an iridescent outfit that was part sexy clothes that may fit in at a rave and part lingerie.  It was skin tight on her petite frame and she danced for me, sexy heels and all.  She straddled me and the foreplay with wandering hands continued.  There was no penetration, but the building tension was so hot.  You know the quick, sharp, shallow breaths you have when you’re excited or turned on?  You feel that on your ears and neck and you just feed that energy right back at the other person.  It was intense with interlaced dirty talk.

Our first session started with so much foreplay that we lost time.  By the time I ripped out the crotch of her outfit, my cock had been hard for a long time, begging to fuck her, which her wetness reciprocated the feeling.  It was slow at first, but the fucking picked up the pace.  I would change up speeds to slow things down just to be still with my cock in her as I massaged her back, ran my fingers through her hair, or gently let my hands just explore her.  I edged multiple times, slowing down for the hopes of a bigger orgasm, knowing my pre-cum was seeping into her pussy.  It was a very gentle, but sometimes rough experience.  When I finally came, it was an amazing load and release after edging for so long.  After we both came, we just laid there and enjoyed the silence.  We eventually went to take a shower and fucked her in there as well.

From there we got some work done, we fucked again after dinner and chilled.  The next day we went to the meeting with our client and took them out to dinner.  After our client excused themselves, we went back to the room to play some more.

One night stand

I’m in Boston this week, for work, and last night I met a flight attendant at my hotel bar.  Her crew retired for the evening and she was looking for company.  She is married and in her late 20s.  The flirting was forward from both parties, with a lot of “if I wasn’t married” and “if you weren’t married” lines.  Those are usually pretty good indicators if someone is interested, if they are saying them or responding well.

Within an hour of talking, she said she didn’t have much time before she needed to crash for the night and if her being married wasn’t a problem, that I could join her in her room to hang out.

While we fucked, she kept saying how she should really stop and get to bed, but we kept going.  We spend twice as long fucking than we did getting to know each other.  I asked her if she cheated often and she said she cheated when she could and her husband doesn’t know.  It started off as revenge for him cheating, but she has cheated since her first episode.

Brevity and small talk

It has it's place, but when people can't move beyond it, it is the worst.

It does not matter how hot a woman is if she can't hold a conversation. If there are huge awkward silences or if conversations feel like pulling teeth. Nobody wants to experience that.

I totally understand that many people are shy. That's fair. The best shy people out there are the ones that straight-up admit it and it makes it so much easier to navigate.

Younger, single

I shared earlier, but a number of women that I've met and fucked since the vaccine rolled out have been younger and single; never married. It isn't typical of me to pursue this segment of women, but it has been a lot of fun. They can easily go where they please and they seem pretty excited to get out and fuck.

I like to take my time to get to know someone and feel that chemistry when I meet them online. Meeting brand new people when I'm out and about is one thing, but people can do a pretty good job hiding who they really are online and meeting them can be a jarring experience. I'm not desperate, so taking my time is an easy task. If someone wants to meet too quickly, it's a red flag for me. It's a deal-killer if they react very negatively to my objection.

I met a woman in her early 20s, where the game is different and you have to navigate pitfalls of feelings and shit. Expectations need to be crystal clear. We flirted for a bit online and it escalated to sending nudes; she initiated. She sent a pic of herself dressed in a skirt and blouse and asked if I liked what I saw. Of course I did. She followed it up with subsequent pics of her taking articles of the outfit off and told me to tell her to stop if I saw something I didn't like. I initially told her to stop after the first pic she sent with less on, which shocked her. She realized I was joking and I told her I like to do it myself. She kept sending pics of herself wearing less and said she wouldn't stop unless I was willing to do something about it. I suggested we meet up somewhere public and she agreed. I let her pick the location (a park) and it was about 40 minutes away.

I met her and we walked around and the chemistry was there. We clicked quickly. She complained about her shoes hurting and I suggested we get her off them. She invited me to her place. Her door was barely closed by the time I pressed her against the wall and kissed her, grabbing her hands and pinning them above her head. She reciprocated the kiss hard and rough; my queue to match as I knew where this was going. I took a hand and put it on her neck as I kissed her, her other hand greedily groping me and reaching for my cock. I was hard as fuck and she fumbled with my jeans and pulled them down, letting my big cock flop out. I saw her reaction and I forced her to her knees, still by her door, and she started to lick my shaft and suck my cock as best she could while my hands roughly grabbed at the hair on the top of and the back of her head.

I could tell it wasn't the most comfortable for her, so I picked her up and she pointed me to the bedroom. I put her down on the bed and spread her legs, hiking her skirt up and pushing her thong aside to expose her dripping pussy. I dove into her, face first, and slowly ate that pussy while I reached up and played with her nipples with one hand and she sucked on the fingers of my other. I couldn't take it anymore and stood. I put a condom on and rubbed the head of my cock against her clit, letting the length rub between her pussy lips. After teasing, I let the tip of my cock press into her, feeling her tight pussy stretch on me as I pressed in. She was vocal as I pressed deeper into her protesting pussy. I feel like a bragging douche, but I like to talk about my big dick when I fuck and she did as well. I'm blessed and hung. I asked her if she likes big cocks and she said I was the biggest. Some women may lie, I get it, but it feels good to hear. I know I'm big, so I know that it is true, more often than not. Even though she is not short, she's super thin and it felt like splitting her.

The tightness was hard to edge with, so I pulled out, going down on her to recover a bit, and she came on my mouth. She convulsed as she grabbed hard at her own breast and clit. I got up and pressed my cock back into her wet pussy. She let loose dirty talk as she said whatever she could to encourage me to cum. I took the challenged and edged for a while. I flipped her onto her knees and I worked her back up to another orgasm, while she touched her clit, and she came, squeezing my cock hard in her. She was loud and I pulled her hair. I pulled out of her as she got up. She took my condom off and sucked my cock, gagging on it and I did not hold back until I flooded her mouth with my cum.

I stuck around until late that night, fucking her again, and chilling without the awkwardness of a new lover. I felt a bit used when she asked to take a picture of my cock to send to a friend of hers, but that's the game you play for free marketing I guess.

I fucked her two more times since, but again, since she is young, I needed to space connections out to avoid girlfriend signals. She is fucking other guys too, which she felt liberated to share with me since she doesn't share that with other guys. Usually single, young women fucking other guys is one of the best ways to keep them from getting too clingy.

Those worlds can live completely separate from one another without intersecting. There is no reason for you to give up your passion to fuck other men just because you're a mom or wife.

Anything new going on lately?

Yes, actually.  I just haven’t posted much about my exploits in great detail.

Milwaukee Trip

After weeks of sexting back and forth, I found an opening to go visit the Milwaukee slut wife that I fucked in Nashville.  Her husband left Sunday morning, which left a window for her to make sure he got on his plane so I could come up and visit.  I was up there by the afternoon and parked in the garage to avoid prying eyes.  She greeted me wearing a skin-tight dress, heels, stockings, and her makeup all done.  The kind of look that is borderline elegant, but leaning more towards revealing to get looks.

When I walked in, we kissed for 15+ minutes and ended up on the couch without even having said a word to each other.  We laughed and had some wine, but didn’t finish it before we were all over each other again.  I eventually carried her upstairs and pulled her dress down to expose her tits.  I pulled her hair back to kiss her neck and work my lips down to and around her nipples.  I teased her and she straddled me, grinding on me as I kissed, sucked-on, and bit her nipples.  She pulled out some nipple clamps from a drawer and I put them on her.  I asked her if she missed me.  In between kisses and biting her lower lip, she told me she has wanted me so bad.  She hadn’t found a good opportunity to cheat since she was with me, but admitted that she thought of me every time she fucked her husband.

I pushed her down to her knees and got on the bed so she could take me in her mouth.  She licked and stroked my shaft with her left hand.  I grew harder seeing her wedding ring against my cock.  I grabbed her hair and pushed her mouth down on me to take me until she gagged.  Her gag reflex was terrible and she admitted that she didn’t think she was good at giving head.  It felt good, I had her lie down and hang her head over the bed and I slid my cock into her mouth to get a direct line to her throat.  I got in deep and she gagged terribly, but gave her some breaks while I fucked her mouth.  It was ok, to be honest and I don’t think she was into it.  Hahaha.  She never did that with other man, so I popped her throat’s cherry, so there’s that.

Anyway, I changed things up and lifted her dress up only to enjoy pushing her panties aside and pressing the tip of my bare cock into her as she was on her back and her legs were spread.  I eased into her and was the first bare cock she’s felt, other than her husband’s, since she got married.  It was hot seeing her juices all over my cock as I looked down, the tight squeeze of her cunt on me until she loosened up so I could go further in until I bottomed out.  Eventually the wet fabric of her panties started their typical irritating friction on my shaft, so I just ripped them off.  I put my hand on her throat while I fucked her.  I lifted a leg up to reach down and slap her ass hard.  She wanted me to slap her tits, pinched nipples and all.

The dirty talk was much dirtier than last time.  I fucked her on her marital bed in sight of pictures of her and her husband.  I fucked her from behind and pressed her face into the bed.  She begged me to, “Rape [her] pussy,” to fuck her like I hated her, and to put a real man’s baby in her.  She said she was ovulating (a lie to just make the moment dirtier) and she asked if it turned me on that she lied when she told me she was on the pill (she really was, but was just trying to make it dirtier with some role play).

So I fucked her like I hated her.  I held her down and choked her; slapped my cock against her pussy, ass, and face, telling her that she was a worthless whore.  I told her that I owned her now and if she told her husband that I “raped” her that he wouldn’t want her anymore.  I ruined her makeup and made her gag on my cock again, which was fucking hot this time around.  The next time I got in her pussy I was ready to go and without warning, I came deep in her pussy.  She was so turned on she said in all manner of filthy words how she (role play) didn’t want me to cum in her because I would impregnate her fertile pussy and what would she tell her husband if she got pregnant?  I stayed hard after I came and fucked her for a while more.

That was Sunday.  We stayed at a nice hotel downtown together so we wouldn’t be caught by any surprise visitors (should her husband come home or someone with prying eyes stop by).  I stayed until Tuesday and the sex on Sunday night, Monday, and Tuesday morning was fucking amazing.  The sex was passionate and if it wasn’t rough, it was gentle and sexy in a very different way.  It was a great use of “sick days” for both of us.