Being a widower and doing some online dating and meeting a fair amount of unique or shall we say strange ladies I was unsure if I even wanted other women in my life anymore. But I do love sex and pleasing a woman is my biggest turn on. While on vacation in Mexico I met a couple that were Swingers and the husband shared his wife with me for several nights. I thought that would be a great situation for me. Sex with no commitments.
I looked through the internet and found a website for Swingers. Membership was cheap so I joined. I sent out emails to the ones that I was interested and got replies wondering if I was Bi or not. If I was Bi they would be interested. Well I am not Bi so they were out.
One day I got an email from a couple saying that the wife is interested in me. He is straight but they usually play together. Occasionally he gives her a Hall Pass to play alone. They wanted to know if I was interested in meeting. After reading their bio and looking at their pictures I felt we were a good match and his wife Karen was a very attractive 50-year-old lady. I myself am 60 so it's not like I am having a MILF or GILF fantasy!
I told them I was interested, and we set up a place to meet for drinks and appetizers. I arrived and went inside the bar and they were already there. Paul shook my hand and Karen gave me a hug. Paul is about 6' 2" tall with blonde thinning hair. In good shape and not bad looking. I repeat, I am not bi or gay. Karen is 5' 6" about 130 lbs. Long wavy brown hair, bright blue eyes and D cup breasts. Attractive lady with a smile that lights up a room. We had a great conversation and I felt very comfortable with them. Karen reached under the table and was holding my hand and gently stroking my thigh. Which was getting me hard. After an hour Paul excused himself to go to the bathroom and to give Karen and I a chance to talk a bit.
As soon as Paul left Karen said, "You are very handsome man. Would you be interested in taking this further?"
I told her, "I definitely am. Just thinking of being with you has made me hard."
Karen looked around the bar to see if anyone was looking at us. Seeing that it was safe she moved her hand to my cock and slid it up and down my shaft causing me to get harder and bigger. "Mmmm nice size. How big do you get?"
"On a good day I am 9" otherwise 8"." I replied.
"You feel very thick too. I like that."
About that time Paul returned to the table. Karen said to Paul, "He has a very nice package. I love feeling his cock under the table."
Paul chuckled a little and said, "I am glad you are enjoying him."
As we talked a bit more Karen moved my hand to her thigh. She wore a short skirt and her skin was smooth and warm. After a bit she took her hand from mine and started to stroke my thigh and cock. I took this as a sign and moved my hand up her leg until I found her shaved panty less pussy.
Running a finger along her slit I could tell she was already wet. As I did this, she gripped my cock tighter. I slowly stroked her pussy getting it wetter and ever so slightly moved my finger inside her to where I was gently stroking her hard-little clit. She started to squirm a bit and was biting her lower lip and had her eyes half closed as I teased her.
Paul then asked me, "What do you think of Karen? Are you interested in taking this to the next step?"
As I pulled my hand from her crotch I said, "I think she is a beautiful woman and you are lucky to have her, and I would love to move forward." I sucked my finger that was just in her pussy and said, "She also taste like candy."
Paul smiled and said, "Can you give us 5 minutes please."
I left and went to the bathroom to give them some time to talk. Taking my time, I was nervous how things would play out. Did they want an MFM adventure? I was hesitant in doing that and told them it wouldn't be ideal for me but if necessary, I would think about it.
I returned to the table and sat next to Karen. She reached over and held my hand. Paul started the conversation. "We were talking and Karen very much would like to have sex with you. I understand your reluctance of having a 3 some. It takes time to get used to it. It did me. We have an agreement where we grant each other a hall pass. That means we can be with another person without one of being there. I am giving her a hall pass. However, I will be in the house just to make sure she is safe. Are you okay with this?"
I felt Karen squeeze my hand and then run a finger along my cock. "I am okay with that." I answered.
"Great, set up a KIK account and we will communicate through there. We don't give out our phone number. You will only communicate through me, not Karen." While at the table I downloaded the app and set up an account and we added each other to the account. "We will be in touch later to figure a day that would work for us." Paul said.
The bill came and I started to get my wallet out when Paul said, "Put your money away. I am buying." I said, "You are sharing your beautiful wife with me, it's the least I can do is buy."
"I like to see my wife happy. You are helping me keep her happy. My treat."
I walked outside with them with Karen holding my hand. As we stepped outside a couple of guys followed us out to have a cigarette. I wanted to kiss her badly but didn't know if that would cross the boundaries with Paul and Karen. But with the other guys standing there watching us I figured it wouldn't be appropriate.
I let go of Karen's hand and shook Paul's hand and thanking him for the drinks and told them I was looking forward to hearing from him. I turned to Karen and said, "I was a pleasure meeting you." With that Karen stepped in close to me and kissed me on the lips. It was a quick kiss which she followed up with a few more kisses with each kiss lasting a bit longer to where we now were kissing deeply as our tongues explored each other's mouth.
My hand travelled up her side then onto her left breast. She moaned into my mouth as I gently massaged it and ran my thumb across her hard nipple. My cock was hard and it wanted to be free from my jeans. Karen's hand slid down and squeezed my cock a few times. The guys having a cigarette started to cheer as they watched us. This broke off our kiss.