Fail And Learn

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.

and shocking how many marriages have been strained and stressed by COVID and how willing so many wives are to sneak away and spread their legs.

😈

Quick Update

I’ve been super busy with travel.  I think the last update I had was during back to school season with some moms that I was fucking as their kids went back to school.  The long and short of that is that there are still a few of them that I fuck while I’m not traveling (which is a bit rare).  It makes it more exciting when I can connect.

Football season has been amazing this year.  I haven’t really caught games in person or on TV much, but it usually has given me an opportunity to have wives come over that have husbands that get away to games or hang out with their friends.  There are about three women that I’ve regularly fucked during this time.  They don’t know each other, but they know about each other.  Honesty is the best policy!  

As for travel, I’ve had a few one night stands.  There is a coworker that I work with on the road and we fuck when we run the same deals.  If I’m not fucking her, I’m looking for women on the road, which I’ve found.  I’m actually going back to Boston soon and plan on hooking up with my New Hampshire, married friend if she can come in town with me.

I played with a couple and fucked a new woman from Tumblr.  I’ve been busy.  I’ll try to get more updates as I can.

Great blog. How do you typically gage if a wife is open? Thanks

It depends.  Honestly, I go into it with the mindset of just meeting people, joking around, and pressing some flirty buttons to see how they reciprocate.  It’s all about a social dance to see how people respond and changing my approach to adapt.  The thing is, I talk to everyone; men and women.  Women I’m not even attracted to.  It’s disarming for women that think I am just focusing on them, plus, it takes any edge off any moment where I am only talking to a woman I am interested in.  If you’re talking to everyone and joking with everyone, then you’re the center of attention and pointed flirty comments don’t feel so aggressive to a woman and she likely feels more comfortable reciprocating.

There are safe words.  She can absolutely say no, but she doesn’t.  It’s an amazing feeling, getting swept away by that passion and letting your ID drive.

Her husband likes baseball

This last weekend I didn’t plan on having much going on, however as the weekend drew near, a friend reached out about her husband being out of town for the weekend.  Her husband planned on leaving early on Saturday morning to head down to St. Louis to watch some Cubs/Cards games through Sunday, so it allowed me to have some unbridled free time with his wife.

She waited for him to leave and then got dolled up before she came over to my place.  She came over with these faux leather leggings that had a sheen and hugged every curve of her ass and legs.  As much as I wanted to jump her right then and there, I forced myself to take my time and even went out of my way to slow her down when she wanted more.  We had all day and Sunday to play together, so there was no rush.  We kissed and ran our hands over each other for over an hour, but edged away from going too far.  I wanted to build the tension and have it last.  We maybe said 5 words to each other in the first two hours she was there.  Eventually we had to do lunch, which we stayed in for.

The process of making lunch was a long and sexy one.  We didn’t make anything fancy, but it was a group effort that took longer than normal due to sexy interruptions of mouths and hands busy doing other things.  A while after lunch, I couldn’t take it anymore.  Our hands went farther with each passing moment.  Eventually I pulled my cock out and I grabbed her head to guide my cock into her mouth, roughness taking over as she got into having me use her as she intermittently gagged.  I was on the couch as she knelt between my legs, stroking my cock with her ring-hand, and looking up at me as she sucked my cock.  My left hand was firmly grabbing the hair at the back of her head and roughly encouraging her to take more.  She had to pull off a few times to recover and she liked having her face slapped with my cock as she stroked with deep breaths.  She got me close to cumming and I pulled myself away from that edge.  Instead, I stood up, bent her over on the couch, knees on the carpet, and pulled her leggings down around her thighs as I pressed her face into the cushions.  I could see how wet she was between her legs, still pressed together from the waist of the leggings.  I reached between her thighs to grab her thong, I ripped the part between her legs, and began pressing my bare cock into her soaking wet cunt.  

She still had her heels on as I pushed into her tightness, slightly deeper with each thrust, feeling her stretch and relax.  I had one hand that tightly grabbed her long hair and pulled it backwards to force her head up as I fucked her from behind, the sounds she made got me even harder.  My other hand grabbed her hips as I used them for leverage as I pressed into her deep pussy until I bottomed out.  After she started relaxing, I pulled her up, pulled her leggings off but made her put her heels back on, and put her onto her back; spreading her legs as I slid back into her.  I pinched her nipples, slapped her tits, and grabbed her throat to hold her down.  She ended up on her side, one leg raised, as I fucked her, but I pulled her arms behind her back and used her leggings to bind her wrists and forearms behind her.  I ripped her thong the rest of the way off and stuffed it into her mouth as I continued to fuck and her her pussy.  It was after I started getting rougher that she came on my cock.  I felt her start to tense up and her thighs and ass kept tightening up as I felt her hold her breath as I squeezed her throat.  When she came there was a relaxing release where her body just went limp for a second and she exhaled hard.  I made her turn around and suck my cock until I came all over her face.

We went on like that into and through dinner.  We relaxed and watched a movie, but as we cuddled, we ended up heading upstairs to fuck some more.  In the morning she went back to her place for a bit and then came back after a few hours to hang out some more.  She came back in an old, skin-tight bandage dress that she was willing to part with if it got destroyed.  She made the suggestion, so I made it a point to rip it as we got to fucking again.  It was an unexpected pleasure to have her as my sex slave for 36 hours, especially since I hadn’t seen or fucked her for a few months.  She went home and later told me that she told her husband that she just lounged around watching Netflix, enjoying the time to herself.

Why the fuck would I be worried about him?  I’ll cuck him with or without his knowledge.  If you want to spare him that pain, then figure out how to manage it and mitigate the risks.

I learned to appreciate that age range in an in-depth manner since my early 20s.

Addiction feels like a curse sometimes.  On one hand, I absolutely love the taste and touch of a new woman.  Feeling her excitement pour into me and just drink that raw energy.  On the other hand, the desire for it consumes so much of my thoughts and time as I pursue 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.