Updates Through COVID

Another girls’ night out

This weekend, I had a married friend come over after going out for a girls’ night out with her friends.  We’ve fucked before, but not frequently. It’s always tough to find time for some women to sneak around.  She left her friends early after sexting with me back and forth.  We were all over each other the second she walked into my place.  I spent time slowly eating her drenched pussy and enjoying it.  She came on my mouth before I even got to fuck her.  Thankfully she isn’t the one-and-done kind of woman. She recovered, we kissed and rubbed our partially-clothed bodies against one another. Her pussy was so inviting when the tip of my cock felt it that she just slowly sat down on it. No condom. I didn’t stop to put one on, even though we used them in the past. I was her first bare cock in over a decade and she begged me to cum in her. She’s on the pill, but on the fly she role played that she wasn’t. She told me that she wanted the risk and to feel another man’s cum inside her. She said she was ovulating and that she didn’t know what she would tell her husband if I impregnated her. The verbal cue was so hot. I edged a number of times before I eventually came in her.

I fucking love lingerie like this. I have a collection I've invested in for women over time and I love it!

So, when traveling and I meet a single woman, I'll oftentimes flip the script. Even though I don't have a ring, I'll pretend and sell a story of being married.

Where are you from?

The Chicago(land) area.

Thanks for turning your asks on, now I don’t have to bother chat messages. Haha. I do think seducing married women is hot and I see alot of attractive, young Asian women where I live and I wonder sometimes if anyone’s been successful in seducing young married Asian women. I feel that it would be harder to do than someone who’s been married a while.

I’m not sure I understand where you are going with this.  Is the subject of seduction and question around viability of seduction focused on someone that is Asian or young?

You need to tackle these things separately, before you combine and confused them.

Asian women - Yes, Asian women are susceptible to seduction and capable of cheating.

Young women - Yes, young women are susceptible to seduction and capable of cheating.

When you combine these segments of women, why would the answer change?  If you are getting into the “more likely to” neighborhood of statistics, go do some field research.  I never really cared to keep track of wins or losses.

It is hot as fuck to have a single FWB that ends up finding a guy and even though she SAYS she wants to stop fucking, she still responds to booty calls.

Trophy wives on vacation.  He goes golfing because she has zero interest in it, and she stays behind to have fun.

I have gone to a great number of President’s Club trips with my sales organization.  During those times, especially when I took more risks of fucking coworkers, I fucked women whose husbands just wanted to go golf or drink too much.  Most of which I fucked in the past and they would reach out to party when they had a window of time.

One guy brought his sister along.  She didn’t know anyone and he wasn’t always around to hang out with.  She was super shy, but not shy about showing her body off at the pool or low-cut dresses.  We hit things off, but it wasn’t until the second night that I fucked her.  Her brother was super protective about her, but still left her alone after she was less anxious about being around a sea of strangers.  He had now idea the number of times I fucked his sister on that trip.  She is in Seattle and to this day I still meet up with her when I’m in town from time to time.

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.

Conference cheaters

I’m at a conference for work this week and Monday night, a coworker and I met two women that were also coworkers and they love to party.  We’re mid-30s and they were mid-late 20s.  My coworker is married, but cheats on his wife.  One of the women has a b/f and the other is married.  The married woman was the big flirt and the one to suggest partying up in her room.  When we were up there, the woman with the b/f was flirty, but kind of reserved.  The married one was making out with me while my friend was talking to the other.  My partner reached down my pants and pulled my cock out, enjoying seeing the size of it grow in her hands.  She happily sucked on me and let me spread her legs to fuck her.  It was hot hearing her complain about her husband’s small cock and telling me how much she loved mine; how it hurt and stretched her.

I pulled out and my coworker took my place, fucking her.  I went over to the woman with the b/f and she giggled nervously.  I sat next to her, looked into her eyes, let her nervousness dissipate with some joking around.  She settled down and I kissed her.  She kissed back.

We kissed for 10 minutes or so and I started caressing her, which she was open to.  I grabbed her and pulled her onto me as she straddled me and grinded on me through her panties under her dress.  She was wet, I could tell.  She kept saying that she shouldn’t.  I told her to tell me to stop if she was uncomfortable.  She said she was ok where she was.  We grinded a little more and I asked her if she was wet (obviously).  She said maybe.

We kissed and I starting pulling her thong aside.  She kept saying, “I don’t know.”  I asked her what she didn’t know and she just repeated the same thing.  I told her she could stop me, but again she just said, “I don’t know.”

The head of my cock pressed against her pussy lips and she kept saying, “I don’t know...”  She knew.  She slowly let herself slide down on me as I stretched her tight pussy with my big cock.  She was so wet it didn’t take much to prime her and get into her as far as I could go.  I bottomed out in her depths and her pussy strangled my cock.  I told her she should let go since she already cheated.  She let go.

She is a dirty talker and I love it.

We’re meeting up again tonight.  Hopefully it’s just as good.

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.