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Reverse Roles

It had been a long day and I had just finished dining out so returned to the hotel. Before turning in for the evening, I thought I would get a nightcap at the bar. When I entered, I glanced around and saw about 9-10 people of various ages and combinations. There was a young couple in a booth and other single guys up at the bar, as well as another older couple at the other side of the room. I ordered up my red wine and took a sip with a little sigh of relaxation.

After a few minutes, I had to go to the restroom and the path went past the booth with the young couple. I glanced over at them as I passed and noticed they were not bad looking. I couldn't tell when I first walked in. The lady looked up and made eye contact with me, winking as I walked past. I thought that was friendly but not much else. After taking care of business, I glanced at their booth again as I walked by and she again gave me a wink and this time a nod. I still didn't think much of it.

I returned to my seat and finished me wine. Just before asking for the tab, the bartender walked over with another glass of wine. I tried to refuse, saying I didn't need another one. He smiled and said "Compliments of the couple." pointing to the booth. My first reaction was they thought I was a charity case, as I had not dressed up after traveling all day. I turned and raised the glass as I didn't want to offend them. They also raised their drinks. I thought "What the hell." and walked over to thank them for the drink. "Care to join us." was the response from Pete. Carol quickly agreed "Yes, please join us." Taking them in quickly I would say they were in their late 20s or early 30s. I am in my mid-50s and wondering why they are being so nice to me? I take a seat on the other side of the booth and we start making small talk. They are locals that like to stop by the hotel once in a while for a drink and see who the out of towners might be that night. When the talk begins to get more adult and sexual, Carol confides "I have a desire to be with older men. Pete just likes to see me with other men. I hope that is not too forward." Carol reminded me of a younger Meg Ryan from When Harry Met Sally. Her short styled hair and wholesome face did not look at all like somebody that would say what she just said.

I shared with them "I am married but my wife loves to hear my stories of adventures on the road. I am usually the one trying to pickup the lady at the bar. This is different, but must admit I am flattered." Pete shared that the oldest guy Carol was with was in his early 70's and still a stud. I quickly replied that I was not that old and hoped to still be considered a stud. Carol was wearing a silk blouse and wraparound skirt. It was obvious from the erect nipples that she did not have a bra on.

Carol excused herself to go to the restroom. I told Pete that I was staying at this hotel if they would like to come up to the room. He replied "That is why we like to stop by hotel bars, as we cannot entertain at our house." When Carol returned from the restroom, she slipped back into the booth, only this time it was next to me. Pete smiled and nodded his approval. "This is her sign that we are both approving, if you are?" My only reply was that I didn't have a bar upstairs, so we should all get a drink to go. We ordered another round and told the bartender we were taking the glasses upstairs. He was fine and closed out our tabs. I paid for both tabs.

We got in the elevator and were the only people in it. Luckily, I was staying on an upper floor this time. After the doors closed, Carol turned to me and reached her hands up to pull my face to hers. Her lips were soft and her tongue was wet from the drinks. We parted as the doors opened on my floor. We walked down to the room and I opened the door to let them enter first. Once I closed the door, Carol was back on me and this time pressing her hips against mine. Pete had excused himself to use the bathroom. I reached behind Carol and cupped her tight ass in my hands. They were firm and fit perfectly. I pulled her to me and we continued to kiss after Pete returned. Carol took my hand and led me to the bed. Pete sat in one of the chairs. She stopped and unbuttoned her bloused and the band on her skirt. I reached over and pulled the blouse off her shoulders and let it fall to the floor. Then unwrapped the skirt to reveal she was not wearing any panties. "I tried to be prepared for anything." was her devious comment with a sly grin. She has already slipped out of her high heels and so I laid her on the bed. I then stepped back and undressed myself while she watched.

Once naked, I joined her on the bed. We briefly kissed and then my mouth moved to her now erect nipples. As I licked and sucked them, I could hear her moan with pleasure. I rolled one gently in my teeth and her back arched slightly. My one hand has made its way down to between her legs. I was stroking her lips and feeling the wetness already. I moved to get my head down to lick her clit and lips. Sucking on her clit again brought a moan and movement from her hips. I had two fingers inside her and found that wonderful spot that all ladies love. She moaned louder now and I could tell she was getting close. As an older guy, I love foreplay as I never know how long I will last. I was obviously hard now and so slipped around to get my hips between her legs. I grabbed her hips and pulled her up on my thighs. With my mushroom head at her entrance, I pulled her onto me as her legs wrapped around my waist. I glanced over to see Pete stroking himself and enjoying the show.

Carol reached her arms out to me and wanted to be pulled upright. She wrapped her hands around my neck and sat on my shaft. Her legs were also pumping so that she was riding me while we were both upright. Her firm breasts were pressed into my chest and her juices flowing around my shaft. Soon we were both building and her body tensed as the waves of pleasure flowed through her. I fell backward and pulled her along on top of me.