I Won The Bet 1

My wife and I have been married for 41 years and have now began collecting social security. We both had careers in education and were extremely carful in our social life. Unfortunately, there is too much of a risk to get caught doing something that wouldn't fall into the "role model" category.

We have also been retired for eight years now and have enjoyed traveling around the Caribbean, Hawaii, etc. We've taken six cruises, mostly to the Caribbean. Since our retirement we've had some discussions, all from me, about swinging and couple's play.

I'm ready as my attitude has changed to a "I don't care about the perception" position. When the conversation comes up my wife just rolls her eyes and says we are too old.

We both don't have our youthful bodies but have kept ourselves in decent shape. She is 5'6" and weighs around 150 pounds. Her 36C's have changed to 38D's thanks to three kids. She is still sexy, although she would admit being 15-20 pounds more than she would like. I'm 6'2 and 215 pounds. My youthful weight was around 195-200 pounds, so I'm carrying extra as well. I can still wear 36" pants, so my middle has changed from 34."

Our sex life is still very active. In fact, her stamina is still great and my perception is she still has something left in the tank when I'm done. She'll never admit it though. She is a master at oral sex and still is fantastic in bed.

One night I brought up couple's play again. The good news is she doesn't get angry about it but still gives the company line "we're to old for such nonsense!"

She also says, "Who would be interested in a 62-year-old woman?"

That was an opening I couldn't resist. I said, "Plenty of guys would be interested!" "I bet if we went to a bar, and you sat by yourself at the bar or a booth, you would be picked up!"

She rolled her eyes and said, "You are full of it!"

The conversation continued and I challenged her to prove her statement. "Let's go to a hotel bar that has hors d'oeuvres and happy hour and see what happens.

To my surprise she agreed and said, "You'll be eating crow!" "Plus we haven't been out on the town for awhile and it might be nice to get away."

We made reservations for the Embassy Suites in the city. I was a little nervous as our date was set for a Wednesday night. I figured it wouldn't be busy but we had other activities planned in the city.

The day arrived and I was excited that we were even going through with it. We arrived early, did some shopping, and then checked in. After a shower we were ready to sample the happy hour. She had dressed in a sun dress that was kind of low cut and revealing (for us anyway). Her breasts are still pretty damn nice and anything low cut is going to show cleavage.

I told her we couldn't come in together or that would be a give-a-way. I also said that if she gets hustled, she needs to play along and try flirting. If something happens, and you want to go farther, go for it. That concept includes going up to a room. She smiled and rolled her eyes!

I went in first and sat at the end of the bar. About 10 minutes later she arrived and sat at the other end of the bar. There was a trio that was setting up and the band soon began playing. We both had drinks and waited. 15 minutes turned into 30 minutes and nothing happened. The crowd grew and was quite busy as a nearby convention just ended. People were coming in for the drinks and food.

I watched as the bar tender brought another drink to my wife and noticed the surprised look on her face. She still had part of a drink and hadn't ordered the drink. The bar tender pointed to a table toward the back of the lounge.

She looked back and her eyes met a guy sitting there smiling and waving. She smiled, held up her drink, and waved. A short time passed and the guy came up to her and invited her to his table. He looked to be in his mid-40's and was very well put together.

I'm sure he was a regular visitor at a gym. I mentioned that my wife is 62. Thanks to her hair dresser, and her efforts to always look nice, she doesn't look nearly that old.

Thankfully, I could see the table from the bar even though it was located more to the back of the lounge. I watched their interactions as he introduced himself and offered his hand for a hand shake. Things looked innocent enough to me and he seemed to be respectful and polite. They chatted for at least 15 minutes more and two more rounds of drinks were consumed.

He slid his chair over closer to my wife. They seemed to be sharing pictures or something that he had on his phone. I saw them smile and laugh and continue the conversation. Both appeared to be having a good time.

His chair never really moved back and I saw his eyes focused on her dress and her breasts. Also, his near hand kind of disappeared under the table. I could only assume he was touching her leg. My wife's reaction and fidgeting confirmed something was beginning to happen.

Her fidgeting subsided but his hand didn't reappear above the table. She seemed to continue chatting, smiling, and laughing. It was impossible to see under the table from my vantage point but it appeared her legs were not crossed.

My mind wandered as I could picture him rubbing her leg and later her thigh. She loves the inside of her thigh lightly rubbed and caressed. It's a sure-fire way to start the juices flowing. Since she is hardly a drinker, and is now on her 4th or 5th, she is likely getting very tipsy.

Not much time passed and she appeared to be headed to the restroom. The restroom was back toward my side of the bar. As she passed by our eyes made contact and she smiled and winked. He stayed at the table and she joined him in a few minutes.

The band played a slow song and he grabbed her hand and they joined the dozen or so people dancing on a small dance floor. He placed he hands around her waist and she wrapped her arms around his neck.

As soon as she did that his hands moved lower and were placed on her hips. Ever so often he would give her ass a little squeeze. I never saw her flinch. He was soon pressing against her pelvis.

The song ended and both clapped for the band and then he put his arm around her. She leaned in closer and another slow song was played. When the song ended they hurried to finish their drinks.

He grabbed her hand and they headed the the opposite direction of our room. I could only imagine that he had asked her up to his room.

I sent her a text that I would be waiting in our room if she didn't return by the end of happy hour. I looked at my watch and there was only about 30 minute left in happy hour so it was unlikely she would be back at the bar.

This is all that I witnessed. The rest of the story is what she shared with me. I'm assuming she was honest with me as I gave her the go ahead.

She said that the guy came up to her and said, "You shouldn't have to sit here all alone!" "Why don't you join me at my table?"

She said that when they got to the table they made small talk. His name was Devon. He was here on business and is a sales representative for a company at the convention. He just finished working his shift at the exhibit hall.

Devon was married and had three kids. He said he just turned 50. My wife said I had dropped her off with a friend to do some shopping. She told him she had checked in early and that I would be arriving around 10:00 p.m.

I asked about what went on at the table and she said he did start playing with her leg but never tried to roam up her skirt or inside her thighs. She explained that he was feeling her ass and gently squeezing when they danced. She said he asked if she wanted to go to his room for a drink before I got back.

She said sure, why not?

When they got to the room he had a bottle of champagne on ice. Not sure if he was expecting company and I didn't ask.

She Continued with the account of her evening. I was sitting on the couch and Devon poured a glass of champagne and took a seat next to me. He asked if I was OK with going to his room. I said I was plenty nervous about it but mentioned we had talked about couples play.

He smiled and leaned forward and kissed me on the lips. Soon we were locked in a passionate embrace that seemed like forever. Devon put his hand on my my leg, once again but this time let his fingers roam up my dress. His placed his other hand on my breast and found my nipples from the outside of my dress.

I put my hand on his leg as we kissed again and I could see a bulge begin to fill his crotch area. My hand continued on its journey and started rubbing the outside of his pants. His cock was really getting stiff.

Devon untied the straps of my sun dress and let down the front to expose my breasts. He leaned forward and let his tongue circle the nipples and lightly stimulated them with his teeth. His other hand made it all the way up my skirt this time. My skimpy panties were no barrier. He slid one finger in my soaked pussy followed by a second one. There was no turning back!

I was able to maneuver to find his zipper and explored further until I found his cock. Devon stopped, stood up, and took his pants and underwear off. There, right in front of me, was his shaft.

He sat back down on the couch and I took my dress and panties off leaving both of us nude. I kneeled in front of him and place my mouth on it to work my magic.

Next, we walked into the bedroom of the suite. He had me lie down on the edge of the bed with my legs over his shoulders. He explored my hot, wet pussy with his tongue and I soon had an explosive orgasm.

I positioned myself on the bed and he climbed on top, teasing my pussy lips with the head of his cock. He would put it in a little ways and then rub it up and down my slit.

This was driving me nuts due to the alcohol and foreplay I wanted him deep inside me. He finally thrust it deep and we moved together in a vigorous motion. We tried a number of positions before we both collapsed.

Well, that's the story of how I won my bet. She got back to the room around 9:30 so they were in the room nearly two hours. I couldn't believe how hard I got as she shared the encounter with me. Of course, the night was still young and she made it an interesting evening for me too!