u/jdb2693

My employer has locations all across the country. I (45M) interact with coworkers regularly through email, phone, and Zoom meetings and calls. Over the years, I've built relationships and rapport with my coworkers on varying levels - some are serious, others are easy going, and a select few are really down to earth and easy to get along with.

One such coworker is Angie (not her real name). Angie (38F) and I slowly developed a friendship based on our mutual disdain for the BS we have deal with on the regular. We joke back and forth and give each other light-hearted grief, but when something needs to get accomplished, she and I are known as the ones to get it done.

We've seen each other in online forums - but never in real life, as we live about 3 hours apart. Last year I had an opportunity to travel to her city for a few client meetings. On day two of my three-day stay, I invited her to dinner once the day's meetings were over.

We met at a restaurant a few blocks from my hotel. Although we had a pretty informal work relationship, being professional, I extended my hand to shake when we came face to face. She maneuvered inside of my hand, extended both her arms, and wrapped in a warm and friendly hug. I returned the gesture. And we held the embrace for a pleasantly longer time was "professionally appropriate".

Dinner was a blast. We ate, drank, and laughed. We spent very little time talking about work and most of it in just general conversation - getting to know each other better, as we weren't encumbered by a professional setting. We were both letting our guard down as the evening wore on and the drinks continued coming. I made a comment about being bored the previous evening, by myself. Angie flat out told me that I didn't have to be by myself if I didn't want to.

We looked at each other in silence for a moment as I tried to interpret what she meant. I decided to go for it and asked if she wanted to spend the evening somewhere other than the restaurant. She agreed and without really discussing it, we made our way back to my hotel.

There was a slight hesitation when we entered the room. But without really saying anything, she walked to me and we began to kiss. The kiss became more passionate, and before long hands began exploring and clothes began shedding.

We tripped backwards onto one of the queen beds in the room. I opened her top and wiggled off her pants. She tasted AMAZING! The sweet taste of arousal mixed with the musk of someone who hadn't actually prepared for intimacy. I feasted on her long enough to make her cum twice. After the second climax, she began pawing at my belt, asking if I was going to share.

We spent several minutes pleasuring each other orally. She came a third time. As much as I wanted to cum in her mouth, I knew this might be my only chance, and I wanted to experience ALL of her!

I pulled away from her, got on my knees, grabbed her hips, and flipped her onto her belly. She instinctively got on her elbows and thrusted her ass in the air. I grabbed her hips and guided my way in. Slow at first. Then harder as we found our rhythm.

About three minutes in, I discovered something interesting about my coworker - she's a squirter!! As my waist pounded against her cheeks, she let out a low moan of pleasure. The sound of the slapping was intensified by the sound of splashing. She began making a mess of the bed. I was so turned on by the waterworks that I couldn't hold out any longer. I didn't even think about it. I came HARD inside her welcoming pussy. Didn't ask. Didn't warn. Just let her have all of it.

We fell over together into the wetness she had left, and scooted ourselves to a dryer part of the bed. We were catching our breath and just looking at each other when she smiled and said, "You left something for me." My inquisitive face changed once I realized what she meant. She reached down between her legs and brought up two fingers covered in cum. She licked her fingers clean and gave me a sly grin.

Once we caught out breath, she had to put herself back together and get home. We're both married. And while it was known she was at a work dinner - she couldn't stay too much longer.

We still have a pretty good working relationship. We don't really talk about that night per se. But we both think about it. Little hints and innuendo here and there let's each other know its still a fond memory.

Looking for a sane safe friend to be jerk buds with. Maybe more.

I'm an early 50's bi-curious MWM, professional, attractive, ddf, down to earth, and easy going.

Been trying to find someone similar for daytime play.

Lots of talk from Redditers. Very little follow-through.

Not looking to jeopardize anyone's situation. Also need someone respectful of mine.

DM's are open to anyone who is serious and wants to chat.

The next day came. And when it was time for the bus to arrive, I saw her standing in the driveway with the kids, coffee in hand. She looked over and saw me looking out the window, and she raised he mug as if to say, "Good morning." I waved back and put up my index finger to let her know I'd be out in a minute.

The bus came and went. And as soon as it drove away, I walked over to meet her, also carrying a coffee tumbler. So, if anyone drove by, we'd be just two neighbors talking over coffee.

We started off with the usual pleasantries - good morning and all that. I then again apologized if my watching her made her at all uncomfortable. I said it for two reasons. One, I wanted to clear the air in case our conversation didn't go anywhere. And two, I wanted to reset our conversation to where we had left off yesterday. Fortunately, we picked back up where we left off.

We talked through some of the difficulties she and her husband were experiencing. He was always busy or tired. He had energy for the kids. But not for her. Which she interpreted lack of interest and desirability. I told her it was probably a phase that would pass. She flat out said that she was tired of spending her quality time with a vibrator. I literally laughed out loud. And then explained I wasn't laughing at her predicament - just the way she expressed it.

Since she didn't seem to have a problem being open, I decided to just go for it. I told her that, if she were interested, I would be more than happy to fill the gap until things improved for them. She immediately made light of the unintentional double euntendre, catching me off guard. We both a solid laugh at it, which helped clear the nerves and tension surrounding the subject.

We agreed that we both would like to start a FWB friendship. We talked about likes and dislikes, ground rules, contact etiquette, and the need to ensure that our respective lives stayed status quo. It was only when a meeting reminder chimed on my phone that we realized we'd been out there talking for a little over two hours.

Fortunately, our neighborhood is such that us standing in the driveway for such a long time wasn't easily seen by other neighbors. Everyone has two-acre lots, so houses are spread apart. The curvature of the road and the woods behind our houses makes it very easy to go from one house to another without other neighbors seeing anything - unless they're being super nosey.

We agreed that I would come to her house, via the back-yard route, at the conclusion of my meeting to continue the conversation and see how we wanted to move forward from there.

The meeting seemed to drag on FOREVER........ When it finally concluded, I hurriedly cleaned up a few loose ends and made my way to the sliding-glass door on her back porch.

Well... the conversation was short lived. I guess we had gotten the formalities out of the way earlier. Because there wasn't a whole more lot that was said...

So as to not make this post too long, I will conclude this particular story in Part 3. Which I'll start as soon as I post this.

I've been debating whether or not to post this publicly. But I've decided that I just can't keep it to myself.

I (55M) and my wife built our house about ten years ago. Six years later, the house next door went up for sale and new neighbors moved in - and younger couple with kids.

We did the neighborly thing and introduced ourselves with some cookies, etc for the kids. The wife was/is moderately attractive. A few extra (baby weight) pounds that actually look good on her.

Fast-forward a few years. We continue to be neighborly (occasional waves, Christmas trays, etc.), but not friends, per se.

Over these years I've had plenty of opportunities to watch her and the kids as they play or lounge in either their yard or driveway. For perspective, our houses are about 60 yards apart, she's a stay-at-home mom, and I work from home with an office window that gives me full side-view of their house.

Last fall, something changed. I was sitting in my office one morning when I noticed some unusual early activity. She was putting her kids on the bus. Awww... I remember those days (we're empty nesters). It was still warm then (September) and over the next few weeks, she was spending a bit more time sunbathing than she had before - getting the last natural rays before it got cold. Not only that. She was now adjusting her suit to expose more skin. I guess, to get some sun on those areas that are covered when the kids are around.

I was out one morning, picking up some debris in the yard, when she came out to put the kids on the bus. We chatted for a bit, the bus came, and we chatted some more. The conversation was benign. But I felt there was something she was holding back.

Just as I thought the conversation was wrapping she said, "I think it's gonna be too cold to lay out today. Guess WE'RE done for a while." The look on her face and smirk when she finished the sentence said it all. She knew I'd been watching her for a long time. But the look wasn't one of disgust. It was more flirty and disappointed.

The blood flushed from my face. My mind raced, thinking how many ways the rest of this conversation could go bad. I apologized, saying I wasn't trying to be creepy. I'm just a man. And I enjoy looking at attractive women. So, please don't be offended or think poorly of me.

She laughed and made it clear that she wasn't at all offended. As a matter of fact, she was flattered. At first she thought I might have been looking at her kids. But realized that I was looking at her. Even told me she sometimes popped her head out to see if I was in the office before going and laying out --- she was getting off on the attention.

We continued to talk. Turns out between work and raising young kids, she wasn't quite getting as much attention from her husband that she wanted. I seized the opportunity and let it be known that I'd be happy to show her a bit more attention than I had been. I told her she had her days free and I had the flexibility, if she were interested.

She thought for a moment and said, "Let's talk tomorrow after the kids go to school."

I said, "Okay. See ya tomorrow."

This post is getting long. So, I'm gonna have to do a part 2.

Younger-looking early 50's MWM looking for a married or attached woman for daytime friendship and occasional benefits - with equal emphasis on each. Single women that can respect the situation also welcome.

I'm an attractive professional, 5'10, 225, easy going, down to earth, smart (and smart-ass), witty, and funny. I have daytime flexibility, so that would be the best time to interact.

Looking for someone for regular general and flirty chat. Maybe an occasional discreet lunch. And occasional meetings for fun.

Not interested in bots or pay-for-play. Don't waste my time or yours. I'm not desperate.

Hoping for an ongoing situationship, where we both understand and appreciate the risk and respect the others situation.

DM's are open.

Just a early 50's bi-curious MWM wondering what kind of daytime trouble he can get into this week.

Stark/Summit area

DM's open for suggestions.

Wife and I are thinking about going to LW on Cleveland Ave on Wednesday early evening (5/6) to check it out. May eventually go on a Fri or Sat night when there's more activity. But going Wednesday to see what it's about.

Not looking for anything other than checking the place out - maybe watching, and/or being watched. There will be ZERO contact with either of us by anyone else. We know it's mostly - or pretty much exclusively - men there. Hoping there might be another couple (wishful thinking, I know).

Thinking around 6 or 7pm. Not sure what we'll do. Or if we'll do anything. We enjoy watching videos at home and playing with each other. Thought having an audience might be hot. If we enjoy the experience, it won't be a one time thing.