Has anyone ever started harmless flirting with a coworker and ended up playing around, not an affair, just occasional fun meetings? I've been flirting with a lady at work for a couple of months, we're both well up in the age category. I'd be interested in meeting up and playing with each other, we have discussed my going to her place for a bottle of wine, but she's never told me exactly where she lives or shared her number with me. Is she just teasing or should I call her bluff and just make a time and ask her where she lives?

 

At one time I was a security guard. There was no one else at the siteam except for 1 gaurd. A woman gaurd would stop by during my shift so shrimp could get my opinion on what she was we a ring for a date. This evolved to feeling her ass and tits, to us giving each other oral, to finally fucking at work.

 

This could be a good thing or a very very bad thing. It all depends on the level of maturity of the two consenting adults

 

Never have, never will

 

I flirted with a co worker who was married and her husband was okay with her and I fooling around. We even had threesome and I moved in with them and had her sleeping with me every other night and having great sex every chance we could. She used to give me a blow job during lunch in the parking lot. I miss her.

 

Well, took it to the next level. We met at a state park, after a bottle of wine I got a bit frisky and she was ok with it. Started playing with her boobs, sucking etc. She chickened out after a few minutes but we ended up walking down to the lake and she reaches around and grabs my groin, I'm a big guy, so I helped her by opening my fly and in she went. We walked back up to the picnic table where she gave me a great BJ. Now our problem is, how to get alone together discreetly with winter coming.

 

Don't fuck where you shit......it seldom turns out well.

 

In that many of the gals who worked with/for me stayed in the house (brothel) most of the week and only left and stayed elsewhere when we closed on Sundays, it was more the norm than the exception that we shared beds, and very often after a long day and evening of sex without orgasm, would vent and have our own with the gal we were sleeping with. So it was in that environment as we had it set up, more the norm than the exception.

Hush....an alias

 

I fuck where I shit. I just tell the kids to watch tv, mommy's gonna help daddy fix the toilet.

 

Yes I have, I cant say I would recommend it, luckily for me it ended well
( or as well as it could have) but I have seen other situations where it has ended pretty messily. Of course it depends on your situation personally and professionally.

 

Talking about getting a room, can be difficult but certainly worth trying, she's even offered to split the cost, that's not going to happen I am still a bit of a male chauvinist, LOL.

 

I used to go out to clubs with a few friends that I worked with. The main group of us were me, my boss who was a single mother in her mid 30's, and a guy who was in his late 20's.
We were all close friends who could talk about anything and enjoyed each other's company. We would hang out in different combinations at each other's houses after work also. The guy would often come to my house or my bosses house through the week. He never hit on us or anything and was just a really good friend.
After being dumped by a boyfriend one night, he came over to my house with some beer. We got drunk and fucked each other. I thought it would be strange at work and might even end our friendship but it didn't. Things just went on like nothing had happened. In fact, it went so well that we became fuck buddies. Whenever I wanted to fuck, I would call him up and we would have some awesome sex and then just go back to being close friends. During those times, I dated other guys and he dated other girls. No jealousy or anything but we still had great sex with each other on a regular basis. I also learned that he had the same arrangement with our other friend who was also our boss. We used to joke that he was our stunt cock. If we all went out and there wasn't any cute guys, we would call dibs on the stunt cock. He was cool with it all. She wasn't in to threesomes so that didn't happen but it was a great arrangement.
It ended when he found a girl and got married and found a better job. We are all still friends but we don't see each other often.

 

When I was in college. We worked different shifts, so I'd run up to her dorm room on lunch breaks for a quickie. Was fun for a month. Nothing really awkward after.

Another girl got me drunk with the intention of taking advantage of me (not necessary, but hey... free booze!) We made out in the rain but she chickened out when it came time to actually go home with me. Only talked to me once after that to tell me "it wouldn't work out."

Where I work now, everyone is flirty and people hook up all the time. It's kind of strange how hyper-sexual the atmosphere is. I'm in a comitted relationship so I have no intention of hooking up with anyone, but I like being flirted with.

 

There was a really hot girl at my last job who worked at the desk next to mine. We'd talk all the time, which turned into flirting not long after. We went to lunch one day, started fooling around, and kept it going for a year and a half, in and out of work. Haven't seen her in a month or so, but we have plans for next week. I'd say it ended very well for me. lol

 

Hush....an alias

 

Can't say ive been in that situation though As long as I was single it would be ok depending of course on company policy and how many others she or he is flitlrting with. But at the same time I'd be extreemly catious of this as well since I have been in a position where because she flirted with all the right people she got whatshe wanted at work. That caused me to blow my top and nearly go to jail over it.

 

I'm currently dating an ex-coworker.. i was her boss. 2 years now. It didn't start out as that. The more we worked together, the more we found that we were soo much alike...on so many disturbing levels

She couldn't stand being touched by anyone...even just a hug or a touch on the shoulder. (she was in abusive marriage) But that's how it started for us...a simple touch. Her back hurt really bad, i was the only one she'd let attempt to touch her, so i put an icy\hot patch on her back and caressed her skin while applying it. We both felt it. We later texted about it. The conversation was going there, then she left me at the edge of a cliff and i called her out on it. That's when it all came out. We were very careful, people suspected but never could prove. She got fired a year later and now most people know.

The work place is one of the best places to meet someone. You spend more time with people at work then at any other time. It's the best place to really get to know someone.

 

Had a one night stand with a coworker, i'm mid 20s shes late 30s early 40s divorced, attractive milf/cougar type, she was always flirty at work. Bunch of coworkers went out for drinks one friday night then some of the guys decided to head over to the strippers, we were surprised to see her join us. I grabbed a taxi and she lived a few blocks from me so we split a cab, my stop was first but before we got there she started rubbing my cock right there in the taxi, we arrived at my place and she tells me her ex has the kids that night and she hasn't been laid in months, being drunk i didn't even think about if i should or shouldn't, we barely got in my door before we were undressing each other, the sex was unreal, like hot nasty porn sex, we went all night i don't even remember going to sleep. Next morning she cooked me breakfast and we agreed it was a one time thing and no one could know, she was a little embarrassed said she hadn't been with a guy my age or had sex like that in over 10yrs. luckily it never got weird at work. If i was sober i don't think i'd have even thought about doing it.

 

I used to work with a woman who would flirt with any guy in the building if she thought he had a higher social status than she did, and in a few cases, with lower status guys just because she could.
She would often wear very tight blouses to work, and leave a button or two more than she really should open. We worked for the same company for about 16 or 17 years, and luckily, I reported to a different manager for the first 11 or 12 of those. For the last few, she had gotten promoted to director, and I reported directly to her, but by then she seemed that she was not interested in trying to use me as one of her "trophies", but one of my cow-orkers fell victim to her. Of course it is possible that she was trying to tempt me too, but I was just oblivious to it, since she was my boss, although by the end, I was having a few sexual fantasies about her. The last few years we worked together, she was out of the office more than she was there, and I know that for a couple of those "medical leaves" she was having boob jobs done.