Friend’s G/f And More

Event friend

A few months ago I met a friend of an acquaintance at an event.  There was alcohol involved with an open bar, so inhibitions were lowered enough to get her alone, flirting, and her number.  She was invited by her friend who I am only acquainted with and don’t really know well.  She is married as well, so it allowed her to let her guard down with the alcohol and flirting.  The event was large enough to where we were not worried about crossing paths with our mutual friend.  It didn’t go farther than flirting and “innocent” brushing against each other, but the chemistry was there.

Over the months, since we met, the texting would come and go in spurts.  The content of our texting was flirtatious and dirty, so a lot of it needed to be hidden from her husband and not while kids were around.  The conversation would turn very dirty and sexual when she was traveling for work.  I got her brave enough to send nudes and call me to talk dirty when she was alone in a hotel.

Recently she texted me on a Friday asking if I had dinner plans.  I didn’t so I agreed to meet up.  I asked about the hubby and kids and she said that he just left to go out of town on a weekend guy’s trip.  She planned for the kids to stay at her parents’ place for the weekend.  Dinner was amazing, without any awkward moments.  She warmed up quickly and flirting kicked off right away and the chemistry we had over text and calls was the same in person.

She invited me over to her place after dinner and we made out on the couch for over an hour.  She straddled me and ground her crotch into me.  I took her skin-tight jeans off of her and left her thong on, pushed to the side, while I knelt between her legs to taste her pussy.  I took my time with her and my tongue felt numb by the time I got her to almost climax and edge, as I didn’t let her cum.  I pulled away and pressed the head of my cock into her wet pussy, which despite my size, she took well and eventually bottomed out close to my hilt.  In the moment, she willingly initiated dirty talk and told me about the other guys she has fucked since getting married.  I carried her up to her bedroom and fucked her, even feeling her squirt on me once, getting the bed wet.

We ended late and on my way out she said she asked if I wanted to meet up on Saturday night as well.  I told her that I was game if she could take more and she said that she wanted more, regardless of what she can take.  We made plans to meet up for lunch and I told her I would take her lingerie shopping.  We met up for lunch, which went well, and we went to an adult store to find some lingerie to wear.  We ended up with a teddy, some stockings, and a dress to go over it all.  I told her I wanted her to role play being a stripper for me and she loved the idea.

We got back to my place and she got dressed.  She came out and danced for me.  We shared some drinks and she straddled me to grind on me again.  This time I could feel her wetness emerging through her crotchless teddy.  When I tried to put my hands on her tits or pussy, she would push me away saying that it wasn’t allowed.  I touched her sides and massaged her shoulders.  I wanted to feel her in any way I could, as I was being driven wild and insane with her scent from her neck and hair in my face as she ground on me backwards.  She left her ring on and I asked about it.  She said that she was married, but was given the green light to strip because of all the money it brought in.  The rule was that regardless of what the house allows, hands are not allowed on her tits or pussy.  Whenever I tried to touch, she would gently push me away.

This went on until she took her dress off to reveal the teddy.  I grabbed her hair and kissed her roughly.  She allowed it and then pushed me away saying that it wasn’t within the rules.  I asked what the rule was on kissing and she said that she wasn’t allowed to kiss anyone.  I put my hand on her mouth, pulled her hair with my other hand to pull her head back, and kissed her neck, shoulders, and eventually down her to tits.  I let go of her mouth and she said that I shouldn’t, but I said that the rule didn’t say that *I* could not kiss her, just that she could not kiss me.  She thought about it for a second and agreed, letting me continue.  I pulled out some nipple clamps and told her to put them on, which she did.  I noticed that all the rules she had with her husband were that she couldn’t do things, but outside of my hands, I was allowed to do what I wanted.  I didn’t touch her pussy with my hands, but my mouth and tongue did...greedily.  She didn’t protest.  

I pulled off my pants and she asked what I was doing.  I said nothing, but that I wanted to touch her without my hands some more.  She said that we could get busted if someone saw us.  I said that we already had an audience of people in another private booth watching us.  She said we should stop because she didn’t want to get in trouble or have her husband find out that she was bending the rules.  I put my hand over her mouth again and made her put part of her dress in her mouth as I tied her hands together behind her back.  I told her that our audience was watching and the guys were stroking their cocks looking at her and what I was doing to her.  I put her on her back, dress partially in her mouth and she pretended to struggle as I spread her legs, holding her hands over head with one hand and holding her torso down by her neck.  The tip of my cock found her cunt and I pressed inwards with thrusts until she took most of me again.  She pretended to struggle some more, but eventually gave in.  I told her to look at the audience and she played the role.  

I asked if she recognized anyone and said her husband was one of those watching.  That he set me up to see if she would break the rules.  That he stroked his cock while watching his wife turn into nothing more than my slut in the dark moment.  She came twice and the sex was amazing.  After the first time she came I untied her and she took control instead, which I’m not entirely used to.  I had a condom on, but she role played that she was talking dirty to her husband that I was bare inside her and she was going to make me cum in her.  We pretended that her husband protested, but she was determined.  That she was fertile and she wanted him to watch a stranger get her pregnant.  I definitely came and filled the condom to the point I was surprised that it didn’t break.  Her second orgasm came while my cum-filled condom was still inside her.

We took a break and she spent the night at my place, fucking again in the morning until she had to go home.  She was a fucking mess by the time she left and her pussy was sore.  I took it easy on her in the morning.

She has since been more aggressively sexting me, but I’ve had to tone it down in how quickly I get back to her because I don’t want her to take any stupid risks.

We fucked again since and it was great.  No in-depth role play, but she wants to do more the next time her husband is out of town...and no, he DOES NOT know that his wife is my slut.

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.

At the point of no return.  Be careful playing just-the-tip.  It’s hard to stop and put on a condom.

Unless they honestly never cheated before, I assume that the chance for the opportunity is the primary reason why women that travel shave their pussies.

Some of my hottest memories include women (even random women) talking to or texting their man while I fuck them.

Tinder fuck

I met up with a married woman from Tinder today. Once she admitted to "just looking", it was on. She never intended to cheat, but it happened and she loved it. I loved it.

Grocery pit stop pickup

It has been a while since posting, but I have been insanely busy with work getting back to normal, travel, and juggling regulars. It is still very much a vice of mine and I've shared stories with folks in my DMs, who have encouraged me to continue to share.

In late April I stopped at Trader Joe's for some groceries. I usually have my go-to items and try to avoid spending a lot of time in there on the weekend, since it tends to be pretty busy. There was a woman working there who caught my eye as she was talking to a customer with kids a few feet from me. She kept glancing my way and smiling, so I lingered in the aisle and pretended to browse. The customer had two kids and she mentioned having two kids of her own. I noticed that she did not have a ring on, but who knows. As she was talking and intermittently glancing, she played with her hair a bit. She was just over 5 feet tall with long hair that went halfway down her back. I went on my way, pretending to not notice her, but we shared enough glances.

While looking in another aisle, she came by, looking at some things on the shelf. While I was walking by she looked at me and asked me if I was finding everything alright. I told her I was, but I asked her some details about some dried fruit to make some small talk. We joked around a bit and she touched my hand as she laughed. I did not want to overstay my welcome with the conversation, so I just boldly said we should grab dinner sometime. She got nervous and played it off with a small excuse. I told her that it's cool if she didn't feel comfortable meeting a customer, but that she should go put her number on a piece of paper that somehow makes its way into my possession if she felt too uncomfortable. She smiled and said she would think about it.

I continued down another aisle and she came back towards me with some dried fruit, said she found what I was looking for, handed it to me, and told me to have a great day. She gave me the fruit and a piece of paper with her number in the hand-off. I turned to look at her, admired her petite figure and skinny jeans as she walked away. Later that week, I texted her saying the dried fruit was terrible and that she had to make it up to me. We flirted and joked and she agreed to dinner on the weekend.

I picked her up and while out she talked about being divorced, how the dating scene sucked and was made worse by logistics working around kids' schedules. Their dad had the kids on the weekend we were going out, so she was free. She had on skin-tight jeans and a looser top that was cut a bit lower, showing a bit of her small boobs. We had dinner and I was just excited that she could hold a conversation while being engaging and funny as well. The flirting was there, but in a heavy-handed manner. I asked if she wanted to grab drinks somewhere and she just offered to go back to her place for drinks so she could "be herself". I asked if she felt like she couldn't and she said it was hard for her when other, random people could be eavesdropping. I asked her like when I overheard her conversation with the customer about kids and she said EXACTLY like that, but she admitted she was trying to be noticed.

We went back to her place and she offered me an edible, which I took. She poured some wine and the flirting was much heavier and direct as we sat on her couch. She went to the bathroom and came back and as she crossed my path toward her seat, I just grabbed her and pulled her on top of me. That was her queue; she just attacked me with her mouth all over mine. I had my hands on her torso and roaming up her loose top down her sides and grabbing her ass. The edible had kicked in and I was losing track of time, being lost in the moment. I pulled her up to unbutton her pants and I peeled them off of her. I sat her down on the couch, pulled her panties off and ate her pussy. At this point, I was just lost in the moment and there wasn't an intensity to it, but I took my time and it seemed to be what she needed. I came up when she stopped me and I went up to kiss her hard. She grabbed my cock and she pulled me out and was surprised at how big I was as I got harder in her hand. I bent her over the couch and she moved her knees apart, looking back at me with her back arched, ass in the air, and pressed the head of my cock into her.

Petite and tight. She was already wet and ready to go and her pussy felt wonderful as she stretched to accommodate me. She was so vocal and unafraid of letting herself be heard as I plunged into her feeling her pussy squeeze me in protest as I forced myself in deeper.

I honestly lost track of time and everything going on for about four hours. I just remember her cumming on my mouth the second time I ate her pussy and pulling out so she could greedily grab my cock and suck it until I came on her open mouth and face. We cleaned up, she asked me to crash there by her, and we fucked again in the middle of the night as we both woke up, and again in the morning.

Since then, we've only been able to get together twice; once on a date and another was a late night booty call after she was back home after hanging out with some friends.

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.

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.

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.