Flirting with boundaries

[eric_erosfan]

Does anyone enjoy engaging in flirting that is not overt but somewhat subtle especially at work? What I mean is a combination of "accidental" flashing of down blouse or upskirt or growing bulges in pants. Or "Innocent double entendres" such as "careful you'll get wet" then pointing at their dripping water bottle. I engage in this kind of thing with married female coworkers. When I start getting double entendres back I know they are playing along. The other day I complained of all the penis enlargement Spam I get in my inbox and she said "Why do they keep sending spam for things you don't need?" My dick bounced a little with that perfect comeback.

I say "with boundaries because I am in an exclusive relationship and try to honor that. I use these things to fuel my lust with my partner. In this age of hyper awareness of sexual harassment in the workplace it is more challenging. I think I get away with more because I am considered fairly handsome or at least not a troll. Lol. But I still take my time until I know they are into this flirting game.

I'm just curious if anyone else enjoys this kind of fun.

 

[Islander55]

Does anyone enjoy engaging in flirting that is not overt but somewhat subtle especially at work? What I mean is a combination of "accidental" flashing of down blouse or upskirt or growing bulges in pants. Or "Innocent double entendres" such as "careful you'll get wet" then pointing at their dripping water bottle. I engage in this kind of thing with married female coworkers. When I start getting double entendres back I know they are playing along. The other day I complained of all the penis enlargement Spam I get in my inbox and she said "Why do they keep sending spam for things you don't need?" My dick bounced a little with that perfect comeback.

I say "with boundaries because I am in an exclusive relationship and try to honor that. I use these things to fuel my lust with my partner. In this age of hyper awareness of sexual harassment in the workplace it is more challenging. I think I get away with more because I am considered fairly handsome or at least not a troll. Lol. But I still take my time until I know they are into this flirting game.

I'm just curious if anyone else enjoys this kind of fun.

Flirting a work could be problematic. I am not into teasing or being teased so if I flirt with someone, it may well lead to its natural conclusion.

 

[eric_erosfan]

Flirting a work could be problematic. I am not into teasing or being teased so if I flirt with someone, it may well lead to its natural conclusion.

I love being teased. It enhances my horniness. Especially when you both have to respect the boundaries.

 

[Islander55]

I love being teased. It enhances my horniness. Especially when you both have to respect the boundaries.

As long as both understand the boundaries and are into it. Me. I am not so good with boundaries.

 

[eric_erosfan]

As long as both understand the boundaries and are into it. Me. I am not so good with boundaries.

I have flirted with women who had no boundaries. I have to either redirect or stop altogether because it is hard to resist a woman who wants to have sex with you. A woman is either into the subtle teasing or not. Sometimes it can be so erotic to push the boundaries without going over.

 

[Islander55]

I have flirted with women who had no boundaries. I have to either redirect or stop altogether because it is hard to resist a woman who wants to have sex with you. A woman is either into the subtle teasing or not. Sometimes it can be so erotic to push the boundaries without going over.

It would not be for me but I could see the allure if you were in agreement with someone. Now I am not above a little casual flirting but if it is long term, I am going to be interested in doing more than flirting.

 

[ApparentWind]

Years ago, I lost alot of weight, got pretty fit, I was in my late 30s. I'm very outgoing by nature. I always chatted people up at the office, usually in way to make them laugh. One of the ladies in my office, 25, was recently married, we always bantered, innocently or so I thought.

One day we went to lunch, she was wearing a print pencil skirt. she totally caught me looking at her legs in the passenger seat. I laughed, made a joke, and Ill never forget she said "its ok to touch..."

And so it began.

 

[NaughtyNikkiB]

The best sort of flirting is when you are not sure if he is or not. I am not sure if I can do it the other way round.

 

[eric_erosfan]

Years ago, I lost alot of weight, got pretty fit, I was in my late 30s. I'm very outgoing by nature. I always chatted people up at the office, usually in way to make them laugh. One of the ladies in my office, 25, was recently married, we always bantered, innocently or so I thought.

One day we went to lunch, she was wearing a print pencil skirt. she totally caught me looking at her legs in the passenger seat. I laughed, made a joke, and Ill never forget she said "its ok to touch..."

And so it began.

Hah. No mixed signals there.

 

[CurtGiles46]

If your only idea of “boundaries” is just you being in a relationship then you really haven’t understood the new anti sexual harassment work climate.

In my view, you are taking an unnecessary risk of getting fired just to get a few very subtle momentary kicks.

 

[eric_erosfan]

If your only idea of “boundaries” is just you being in a relationship then you really haven’t understood the new anti sexual harassment work climate.

In my view, you are taking an unnecessary risk of getting fired just to get a few very subtle momentary kicks.

My interactions are so subtle and unobvious that I am sure the women with whom I interact to this day wonder if I was flirting with them. And if I do not get any indication of subtle flirting back from them I do not push it. I only continue it with those that have given me a small sign. Like a blouse front that has become suddenly open. A skirt that is hiking up their thighs revealing a peek of lace panties. An innocent comment that has sexual innuendo. A prolonged glare towards my crotch bulge. If I get none of that I maintain a purely professional relationship. I also do not engage in this with subordinates. The power structure must be equal.

 

[GD88]

I’m copying and pasting something I once posted. The topic was “At what point is it cheating?” but I think it’s a relevant response to this topic as well.

I have a female coworker at the office. She is an attractive-looking woman and one cannot help but look on occasions. One day she catches me looking when wearing a particularly short dress. She doesn't smile or get upset. Instead she just makes a point of crossing and uncrossing her legs to show off to me how toned her legs and thighs. Since that day, she has done way too much sashaying her hips or bending over in front me in tight office pants or being ok with an extra shirt button undone when interacting with me for these "shows" to be a coincidence.

The above aside, everything seems normal. We're both married with children, we talk with each other about each other family's lives. We work well together and are very professional with each other. Most importantly we're pretty business-like with each other. We've never made a pass at one another. It's as though the "shows" she's given me doesn't exist.

But there’s something unspoken here between the two of us: I like to look at her, she likes me looking at her. I would say I'm not cheating but I would consider myself to be if I was to cross over into actively flirting and hitting on her.

 

[eric_erosfan]

I’m copying and pasting something I once posted. The topic was “At what point is it cheating?” but I think it’s a relevant response to this topic as well.

I have a female coworker at the office. She is an attractive-looking woman and one cannot help but look on occasions. One day she catches me looking when wearing a particularly short dress. She doesn't smile or get upset. Instead she just makes a point of crossing and uncrossing her legs to show off to me how toned her legs and thighs. Since that day, she has done way too much sashaying her hips or bending over in front me in tight office pants or being ok with an extra shirt button undone when interacting with me for these "shows" to be a coincidence.

The above aside, everything seems normal. We're both married with children, we talk with each other about each other family's lives. We work well together and are very professional with each other. Most importantly we're pretty business-like with each other. We've never made a pass at one another. It's as though the "shows" she's given me doesn't exist.

But there’s something unspoken here between the two of us: I like to look at her, she likes me looking at her. I would say I'm not cheating but I would consider myself to be if I was to cross over into actively flirting and hitting on her.

There are different definitions of cheating and where the boundaries are. I have shared some conversations and texts with my coworker that I would not have shared with someone with whom I have a strictly professional relationship. Sometimes when I am feeling horny I push the envelope to see how she responds. And then later when the horniness has passed I feel like a fool for being so risky. And a little ashamed wondering what my partner would think of the conversation. Covid has reduced our interactions. Mostly Slack messages now as we both still work remotely. Maybe that is a good thing.

 

[SouthTulsaXXX]

Does anyone enjoy engaging in flirting that is not overt but somewhat subtle especially at work? What I mean is a combination of "accidental" flashing of down blouse or upskirt or growing bulges in pants. Or "Innocent double entendres" such as "careful you'll get wet" then pointing at their dripping water bottle. I engage in this kind of thing with married female coworkers. When I start getting double entendres back I know they are playing along. The other day I complained of all the penis enlargement Spam I get in my inbox and she said "Why do they keep sending spam for things you don't need?" My dick bounced a little with that perfect comeback.

I say "with boundaries because I am in an exclusive relationship and try to honor that. I use these things to fuel my lust with my partner. In this age of hyper awareness of sexual harassment in the workplace it is more challenging. I think I get away with more because I am considered fairly handsome or at least not a troll. Lol. But I still take my time until I know they are into this flirting game.

I'm just curious if anyone else enjoys this kind of fun.

Yes, I do it all the time with my wife's best friend and a coworker. I won't ever hit on my wife's friend but i do love to get hard and then stand next to my wife as we all talk. then watch her friend glance down from time to time and blush.

With my coworker we play all the time, teasing each other. We've never done anything more then tease. but I'll wear Khaki pants, get hard and then walk into her office standing in the doorway and ask her a question. then watch her glance down and try to hold back her smile as we talk. She has huge tits and will call me into her office and ask for help with her computer, then as i'm sitting at her deck she'll come up behind me and rub her tits on my shoulder. Very hot!

 

[eric_erosfan]

Yes, I do it all the time with my wife's best friend and a coworker. I won't ever hit on my wife's friend but i do love to get hard and then stand next to my wife as we all talk. then watch her friend glance down from time to time and blush.

With my coworker we play all the time, teasing each other. We've never done anything more then tease. but I'll wear Khaki pants, get hard and then walk into her office standing in the doorway and ask her a question. then watch her glance down and try to hold back her smile as we talk. She has huge tits and will call me into her office and ask for help with her computer, then as i'm sitting at her deck she'll come up behind me and rub her tits on my shoulder. Very hot!

Funny I got the breasts against my arm thing one time when I was trying to show her how to do something on my monitor and it caught me by complete surprise so I didn't have a good flirt back response I just kept showing her how to do something. As I watched her cute ass walking away to go back to her office to try it I was like "damnit!"

 

[SouthTulsaXXX]

Funny I got the breasts against my arm thing one time when I was trying to show her how to do something on my monitor and it caught me by complete surprise so I didn't have a good flirt back response I just kept showing her how to do something. As I watched her cute ass walking away to go back to her office to try it I was like "damnit!"

LOL.. yep, same here!! she caught me off guard once at a company party. i was checking out the food and she just walked right up next to me, put her boob against my arm, made a comment about the food and then didn't move for the longest time. I couldn't think of anything good to say either. i was so pissed afterwards!

 

[Klqka]

Flirting in those situations is always bad if you are desperate or plan to push things further. If not, flirt away. It is fun and relaxing actually.

 

[Tayloroc]

I was waiting for the train one cold evening with a co-worker. She only had a thin jacket, so I offered her my coat. I stood behind her as she put the jacket on. She leaned back against me; I’m sure she could feel my erection (despite the cold!).

I wrapped my arms lightly around her just below her breasts. When I hugged her a little tighter , she said, “No…not yet.” From that “not yet”
came an affair of a lifetime. Still going on 15 years later

 

[SouthTulsaXXX]

I was waiting for the train one cold evening with a co-worker. She only had a thin jacket, so I offered her my coat. I stood behind her as she put the jacket on. She leaned back against me; I’m sure she could feel my erection (despite the cold!).

I wrapped my arms lightly around her just below her breasts. When I hugged her a little tighter , she said, “No…not yet.” From that “not yet”
came an affair of a lifetime. Still going on 15 years later

Nice!! Thanks for sharing.

 

[Tayloroc]

You’re welcome!!

 

[HumpDayHoratio]

I play pool in a league here in town and the guy that runs it has the cutest wife. Friendly, sexy, she just has the total package. One night I’m deep in the tournament and probably deeper into my whiskey when she catches me staring at her. Innocent enough, we didn’t break eye contact Immediately.

A few weeks later I’m standing out front of our bar talking to her and another player. She has to go so we’re saying our goodbyes and she hugs my friend, then leans in to hug me. That’s when she tilts her head back and raises on tippy-toes and gives me a full on kiss on the lips! She then spins on her heel and walks away!

I’m stunned. My friend either didn’t see it or didn’t say anything about it. I really like both her and her husband, and don’t want to fuck this friendship up. I shamelessly flirt with all our girls, but I’m torn about carrying on more with her. I don’t know if she or I have taken it the wrong way.

 

[Tayloroc]

I think you know what she wants

 

[Bbl87]

I'm sure some people would see the interactions between my coworker and I as flirting. Guess it kinda is. Telling jokes that would get us sent to HR otherwise, plenty of double entendres, some conversations that get into things a little more intimate than you normally would with a coworker. We are the only ones working in our office, so we're pretty close.

But nothings going to come of it. She's 23 and enjoying her single life, I'm 36 with a wife and kids. Even if I wanted something to come of it, which I don't because as frustrated as I am I'm not ready to blow up my marriage, I know she wouldn't.

 

[Tayloroc]

Still delightful to know that a young woman finds you attractive and engaging!

 

[eric_erosfan]

Yeah, not interested in harming either marriage. But these flirtations do fuel fantasies when I am alone and sometimes even when I am with my partner. Thinking about the glimpses up her skirt or how she would forget what she was saying when eying my bulge.