I was recently encouraged to share this story with the readers after sharing it with “the ladies” over Friday night drinks. I just turned 30 and this happened to me nearly six years ago. I had recently graduated from hotel and restaurant management at a University in the Northeast and landed a job at a very hi-profile hotel in New York City. I had been working at the hotel slightly over a year when this happened.
My name is Katie and at the time (actually, not much has changed in the way that I look), I’m 5’5” 112lbs with long brown hair and brown eyes and perky 34B breasts (I guess they were perkier then) and what many guys have told me was my best feature, a well shaped, firm, sexy ass. I was living with my boyfriend from college but I was having an affair with a guy I worked with. Vince was 6’0” tall and 170lbs pounds of lean, sexy male. He was older then me (he had just turned 30) was unhappily married and he was the most amazing lover I had ever had even though it was a short list.
He also was the first person to make me understand why so many women (whether they admit it or not) prefer a well-hung guy. I’m sure there is such a thing as being too big but Vince was perfect. He was 7 ½”, thick and cut with an amazing head and he shaved his balls which I also discovered I loved. He also had the sweetest cum I ever tasted. I had tried swallowing with my boyfriend and one other lover in college but it grossed me out. With Vince I would hunger for his cum. He could fuck for a solid 45 minutes before cumming and in that time I would sometimes cum 3 or 4 times. I didn’t like myself sometimes because he was married but we had genuine feelings for each other that went beyond the amazing sex.
Debbie was our boss. She and Vince often clashed heads over office politics and Vince went out of his way to protect the people in our department from her. She was 28 and obviously overcome with the power of a high-ranking position at the celebrity filled hotel. It was a shame too for her because she was very attractive and had a great body but she was alone. She spent nearly 12 to 14 hours a day at the hotel. Many of the people at work would joke she needed to get laid to lighten up a little. She always dressed well in her power suits and made sure to let whoever saw know that under those pinstripes was a full, firm set of breasts, long, shapely legs and an ass that almost rivaled mine.
What happened was a shock at first but to this day it was one of the best sexual events of my life. It was a Friday night and Vince was scheduled to work until 10 and I was scheduled to close the department at 11PM. Debbie asked Vince to stay, which was surprising because we weren’t sold out. In fact, it was the day before Labor Day weekend and the place was less then 75% full. Vince didn’t mind because he hoped if we walked out together we would find a place to be together for a little while before I had to get home. We had been horny for each other all week but hadn’t had a chance to be together.
At 11PM after all the reports were done, Debbie had us close and lock-up our outer office and join her in her office. Hers was the only one still open on our floor at that hour. Vince and I looked at each other as we made the short walk down the hall and knocked on her door. She called us in. She was sitting behind her desk in her leather chair, her jacket off and I could see the lacey bra she wore through her silk blouse. She took off her glasses and told us to sit down. She motioned for Vince to close the door behind him. At this point I became a bit nervous because the hotel didn’t allow dating, especially when you were in the same department. Besides, Vince was married and although we were very discreet people could see the chemistry between us. It took less then two minutes to realize this was why she had called us in that night.
After a long discussion about hotel policies and the fact that Vince was married and that it was obvious to many people we were having an affair, she said she had decided on something. Okay, here it goes. I figured one of us was getting fired or transferred or something like that. Instead her next statement nearly knocked me off my chair. The expression “floored” comes to mind even to this day when I think about it (and I do still think about it).
“I’d really like to see you two fuck.” She said it so matter of fact that Vince and I both had that shocked look. “Excuse me?” Vince asked her, I’m sure that like me he thought he must’ve heard her wrong.
“C’mon, we’re all adults here. I find the both of you sexy as hell and Katie here has bragged about you to a few of the girls who like to tell me everything.” My mind was racing to figure out who had a loud mouth amongst the girls that I confided in but couldn’t think too clearly at that moment. Vince and I had discussed how hot we thought it would be to go to a swingers club not to swing but just because we both wanted to fuck in front of strangers and watch others having sex. I wondered though if Debbie expected to join in. I was uncertain on two counts regarding that. Number one, although I had fantasized and masturbated thinking about making love to another woman I wasn’t ready to make it a reality yet. Number two, I was jealous. I was in love with Vince and the thought of him fucking his wife made me crazy let alone if I had to watch him fuck our boss.
