Straight Male / 45
Conference Hot Tub
Ashley and I were managers at different locations. I had to work closely with her and her group, talking to her almost every week. We would be required to attend business meetings together and a lot of times go off on our own for dinner or to go places. Nothing sexual or romantic happened and I assumed she was happily married.
Ash was a gorgeous 5'7" 125 curvy brunette with short hair, a Jessica Alba lookalike with a Lynda Carter 34D body. She spoke with a sexy southern drawl and an always pleasant personality. She was a joy to be around and I loved to hang out with her. She was confident enough in her body that she frequently wore low cut work outfits and bikini's to the hotel pools we stayed at showing plenty of cleavage. She was the ultimate soccar mom MILF.
We would always be required to go out to eat with the group after meetings. The restaurant was packed and we had a large group, so as normal we waited in the bar for our table to open up. Seats were limited, Ashley was sitting down drinking wine and I stood nearby talking to her and others. The bar was dimly lit. During the conversations I felt a foot rubbing on my leg. Ashley was the only one within distance. I looked down as discretely as I could and she smiled at me.
After we were seated and throughout dinner I would feel her foot rubbing my leg. To be honest I was shocked because there had never been a time I was forward with her nor she me. I had previous work flings and I wondered if she knew about them. We left the restaurant and went back to our hotel's bar, a normal thing for our staff, where the managers would basically sit and drink all evening. Ashley and I got up and played pool for awhile. When it was time to leave I wondered what would happen from here, unfortunatley it was nothing that night. The meetings ended uneventfully and I wondered what she was after.
Several meetings came and went, she would occasionally do the same thing, but nothing more. We were never in a situation to be alone without drawing attention. I never came on strong to my co-workers for fear of losing my great job, they were cracking down on such behavior. We rarely if ever traveled just the two of us, there were always bosses around who could fire us, so we were cautious.
Finally a technical conference came up at a 5 star hotel in Florida, Ashley, John, and I were going. The conference started Monday morning, so we arrived Sunday and were checked in by Noon and headed to the pool. Ash looked hot in her little bikini, never one to hide her body. We took turns getting drinks for each other at the pool bar, as I was bringing back the round for my turn two girls at the pool said "Where's ours? Can you bring them to our room 803? Here's the key." and started flirting hard. I'm not Brad Pitt but I work out a lot and have a decent build, but I was kind of shocked that these ladies would be so forward in public. I said back "I don't think my wife (nodding to Ashley) would appreciate that."
I brought her the drink and she was glaring at the girls and said "Wow quick thinking." I laughed and said "I wonder how many they have had, lol. Hope if was ok that I borrow you as my wife." She laughed and said "Sure, anytime". You could tell she didn't appreciate them flirting with me. The rest of the week was fairly calm except for the occasional leg rubbing under the table.
The last night the three of us went to a great restaurant overlooking the ocean. John went to the restroom and while he was gone Ashley said "You wanna go to the hot tub when we get back?" I was in of course. After I dropped them off I went and bought a couple of bottles of wine, got dressed and went down to the pool. Ashley was in the tiniest bikini I had ever seen on her. The top barely covered her ample chest. I said "Where's John?" "I didn't invite him." with a sly grin on her face.
It was a warm, sultry cloudy Florida night, the kind you never know if it's going to pour down rain any second. Almost sexy if weather can be sexy. We alternated between the hot tub and the pool while we were drinking the wine, no one else around. We would have the occasional leg bumbing but nothing that was obvious enough to me that I knew I wouldn't be rejected if I made a move.
Finally as we were talking she looked me in the eye and said "I want to experiment sexually". Wow. I touched her cheek and kissed her deeply, then pulled her over on my lap. I moved my way up to her soft breasts and massaged them through her top. After a lot of kissing I remembered that really nice hotels have cameras everywhere and I did not want us to end up in trouble. I said "let's go up to my room" and she agreed.
As soon as we hit the room all of the lust we had built up for one another poured out. I kissed her and we quickly got out of our wet suits, it was chilly so we jumped under the covers. I started working my way down, spending lots of time with her beautiful soft boobs, the kind that gracefully flow to the side when she was on her back, a real woman's body. She was softly moaning and pressing my face into them telling me to suck on her nipples.
Once I reached her pussy I teased her for awhile until she pushed my face on to her clit and started grinding me. She was obviously getting close, so when I added my finger and rubbed her G spot she exploded and came hard. She rolled me over and went down on my cock, quickly taking it all in her mouth. After a few minutes she mounted me, first slowly sliding me in, then grinding all the way down on it and riding hard while she kissed me.
It only took a few minutes for her to build up another orgasm. She said the few times she ever came with her husband would be just one time, she had never come more than once a session. Now she was getting off every few minutes and it didn't seem she would stop. We did every position you could think of. She even lubed herself up with some baby oil she had brought and asked me to fuck her ass, of course I was happy to, and she had her first anal orgasm.
We would take breaks and get some wine then start kissing and get aroused once again. While she was riding me a second time, watching her sweet tits jiggle pushed me over the edge and I unloaded in her tight pussy. She played with the cum and licked it off of me. We must have gone on for a couple of hours off and on. I would have never imagined this sweet girl would be so lusty and incredible in bed.
She asked me to fuck her doggy style and watching her tits hang down and sway back and forth and her cuming again sent me over the edge a second time. I wondered if I was going to be able to keep up with this sex kitten, lol.
We finished exhausted and laid in each others arms and snuggled and fell asleep for a couple of hours. We knew we had to wrap things up as we both had early flights and it was already about 4am. I walked her back to her room and kissed her goodnight, she said it was wonderful and I completly agreed, likely the best lover I ever had.
We drove back to the airport the next morning with John and acted as though nothing had happened, but we would occasionally glance at each other with a smirk.
That would be the last time I would see her. She ended up getting fired over having an affair with her boss. Several years later we talked on the phone while she was looking for a job after we were both with new companies. I thought she would have been great for an open position we had and hoped we could get back together some day, but we didn't hire her.
I brought up about what happened and she completely denied anything happened, which surprised but didn't surprise me. Maybe she was really drunk and didn't remember, maybe it was a risk to her marriage to think about it.
I still remember though. I bet she does too....
Ash was a gorgeous 5'7" 125 curvy brunette with short hair, a Jessica Alba lookalike with a Lynda Carter 34D body. She spoke with a sexy southern drawl and an always pleasant personality. She was a joy to be around and I loved to hang out with her. She was confident enough in her body that she frequently wore low cut work outfits and bikini's to the hotel pools we stayed at showing plenty of cleavage. She was the ultimate soccar mom MILF.
We would always be required to go out to eat with the group after meetings. The restaurant was packed and we had a large group, so as normal we waited in the bar for our table to open up. Seats were limited, Ashley was sitting down drinking wine and I stood nearby talking to her and others. The bar was dimly lit. During the conversations I felt a foot rubbing on my leg. Ashley was the only one within distance. I looked down as discretely as I could and she smiled at me.
After we were seated and throughout dinner I would feel her foot rubbing my leg. To be honest I was shocked because there had never been a time I was forward with her nor she me. I had previous work flings and I wondered if she knew about them. We left the restaurant and went back to our hotel's bar, a normal thing for our staff, where the managers would basically sit and drink all evening. Ashley and I got up and played pool for awhile. When it was time to leave I wondered what would happen from here, unfortunatley it was nothing that night. The meetings ended uneventfully and I wondered what she was after.
Several meetings came and went, she would occasionally do the same thing, but nothing more. We were never in a situation to be alone without drawing attention. I never came on strong to my co-workers for fear of losing my great job, they were cracking down on such behavior. We rarely if ever traveled just the two of us, there were always bosses around who could fire us, so we were cautious.
Finally a technical conference came up at a 5 star hotel in Florida, Ashley, John, and I were going. The conference started Monday morning, so we arrived Sunday and were checked in by Noon and headed to the pool. Ash looked hot in her little bikini, never one to hide her body. We took turns getting drinks for each other at the pool bar, as I was bringing back the round for my turn two girls at the pool said "Where's ours? Can you bring them to our room 803? Here's the key." and started flirting hard. I'm not Brad Pitt but I work out a lot and have a decent build, but I was kind of shocked that these ladies would be so forward in public. I said back "I don't think my wife (nodding to Ashley) would appreciate that."
I brought her the drink and she was glaring at the girls and said "Wow quick thinking." I laughed and said "I wonder how many they have had, lol. Hope if was ok that I borrow you as my wife." She laughed and said "Sure, anytime". You could tell she didn't appreciate them flirting with me. The rest of the week was fairly calm except for the occasional leg rubbing under the table.
The last night the three of us went to a great restaurant overlooking the ocean. John went to the restroom and while he was gone Ashley said "You wanna go to the hot tub when we get back?" I was in of course. After I dropped them off I went and bought a couple of bottles of wine, got dressed and went down to the pool. Ashley was in the tiniest bikini I had ever seen on her. The top barely covered her ample chest. I said "Where's John?" "I didn't invite him." with a sly grin on her face.
It was a warm, sultry cloudy Florida night, the kind you never know if it's going to pour down rain any second. Almost sexy if weather can be sexy. We alternated between the hot tub and the pool while we were drinking the wine, no one else around. We would have the occasional leg bumbing but nothing that was obvious enough to me that I knew I wouldn't be rejected if I made a move.
Finally as we were talking she looked me in the eye and said "I want to experiment sexually". Wow. I touched her cheek and kissed her deeply, then pulled her over on my lap. I moved my way up to her soft breasts and massaged them through her top. After a lot of kissing I remembered that really nice hotels have cameras everywhere and I did not want us to end up in trouble. I said "let's go up to my room" and she agreed.
As soon as we hit the room all of the lust we had built up for one another poured out. I kissed her and we quickly got out of our wet suits, it was chilly so we jumped under the covers. I started working my way down, spending lots of time with her beautiful soft boobs, the kind that gracefully flow to the side when she was on her back, a real woman's body. She was softly moaning and pressing my face into them telling me to suck on her nipples.
Once I reached her pussy I teased her for awhile until she pushed my face on to her clit and started grinding me. She was obviously getting close, so when I added my finger and rubbed her G spot she exploded and came hard. She rolled me over and went down on my cock, quickly taking it all in her mouth. After a few minutes she mounted me, first slowly sliding me in, then grinding all the way down on it and riding hard while she kissed me.
It only took a few minutes for her to build up another orgasm. She said the few times she ever came with her husband would be just one time, she had never come more than once a session. Now she was getting off every few minutes and it didn't seem she would stop. We did every position you could think of. She even lubed herself up with some baby oil she had brought and asked me to fuck her ass, of course I was happy to, and she had her first anal orgasm.
We would take breaks and get some wine then start kissing and get aroused once again. While she was riding me a second time, watching her sweet tits jiggle pushed me over the edge and I unloaded in her tight pussy. She played with the cum and licked it off of me. We must have gone on for a couple of hours off and on. I would have never imagined this sweet girl would be so lusty and incredible in bed.
She asked me to fuck her doggy style and watching her tits hang down and sway back and forth and her cuming again sent me over the edge a second time. I wondered if I was going to be able to keep up with this sex kitten, lol.
We finished exhausted and laid in each others arms and snuggled and fell asleep for a couple of hours. We knew we had to wrap things up as we both had early flights and it was already about 4am. I walked her back to her room and kissed her goodnight, she said it was wonderful and I completly agreed, likely the best lover I ever had.
We drove back to the airport the next morning with John and acted as though nothing had happened, but we would occasionally glance at each other with a smirk.
That would be the last time I would see her. She ended up getting fired over having an affair with her boss. Several years later we talked on the phone while she was looking for a job after we were both with new companies. I thought she would have been great for an open position we had and hoped we could get back together some day, but we didn't hire her.
I brought up about what happened and she completely denied anything happened, which surprised but didn't surprise me. Maybe she was really drunk and didn't remember, maybe it was a risk to her marriage to think about it.
I still remember though. I bet she does too....
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