A Night Out With a Married Woman - Cover

A Night Out With a Married Woman

by Travelenman

Copyright© 2024 by Travelenman

True Story Sex Story: A young man helps a married friend explore her new sexuality at a swinger venue, where she takes on more than she had expected.

Caution: This True Story Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   True Story   Cuckold   Sharing   Slut Wife   Gang Bang   Group Sex   Anal Sex   Cream Pie   Double Penetration   Exhibitionism   First   Squirting   Voyeurism   .

The last time I saw Sam, she was walking towards her house after a night in an exclusive swingers venue. I escorted her and introduced her to some friends that night. She enjoyed meeting three guys that night and later suggested we should do this again. It was strange as I was much younger than her, but. I was helping her build her confidence to pursue her sexuality. I would take her back anytime she was ready. She said she wanted to try and meet someone by herself, a secret liaison, another dimension to her sexuality. Knowing she was a realtor would allow me an opportunity to set something up.

A week or so later, I had caught up with a few mates who were more than willing to be seduced by a mature professional lady. I made sure my description was as detailed and interesting as possible. So we followed her business advertisements, and my mates would go and meet her, pretending to be clients, and see if she would try and seduce them. Weeks passed, and nothing happened, but all my mates agreed she was very hot. Then I received a call from Sam saying she was ready for her next party, so I asked if she had been lucky in her pursuit of the secret liaison. She said she would tell me when I came around for a visit.

The following weekend, I visited her and was excited to hear her story. So we sat down for lunch on the patio, and she told me she had been away on a business trip. Greg had shaved her, and she wore her choker to a business dinner. During the dinner, she was flirting with a business colleague from interstate. At the end of the evening, he offered to walk her back to her room. It was there she seduced him, and she kissed him long and passionately. As she did, she could feel herself becoming aroused, and she allowed his hands to explore her. He caressed her breasts through her cotton blouse and bra and, as his hand ventured lower, allowed him to enjoy the warmth between her legs. Standing at the door of her hotel room made this encounter more erotic. She was a married woman seducing her co-workers, and they could be caught at any moment. She led him into her room as they undressed each other. He then lay her on the bed, and the next thing she knew, he was on top of her; she raised her legs around him. She said the sex was not exceptional; seducing him was very erotic.

We agreed she had achieved her objective and was ready for another big night at a swinger’s venue, and I asked what she would like to experience. She said she wanted to have sex with a few guys, maybe try double penetration. She and Greg had experimented with anal sex, and with the right guy, she would like to try anal sex. I thought I could find a way for Greg to watch Sam experience this without her knowing, especially if it was a double penetration.

I told them I would return around 7:00 pm to pick Sam up. I hired a limousine and the same driver, and Sam met me at the door on arrival. She was wearing a tight, low-cut cut, short red dress with no bra, and she was very alluring. I ran my hand over her arse, felt her G-String, and suggested that Greg remove it. She politely protested as he knelt, and as I lifted her dress, he lowered her G-String, revealing her shaved pussy. I suggested he give her a long kiss goodnight. As she leaned back against the door, opening her legs a little, his mouth pressed between her legs. I kissed her passionately on the mouth. She sighed, and I helped support her as Greg raised her leg slightly to gain access. She moaned as I knew his tongue was exploring her folds. My hand under her top, pinching her nipple as I felt her sigh into my mouth. I knew we had suitably roused Sam. Greg moved back, and we headed for the car.

Driving to the club, I placed my hand on her thigh and slowly exposed the top of her legs. I said it would be better if she never wore underwear when we were out together. Slowly, she opened her legs, and I could see her labia in the passing lights. As I ran my finger over her clit she looked at me and then at the driver. We were both hoping the driver could see what I was doing. I knew the idea had made her wet, and I ran my finger between her lips as she slid forward and opened her legs> As I gently explored her, she looked down at her exposed pussy biting her lower lip as I teased her clit.

I slowly ran my hand up from her waist and caressed her breasts before lowering the strap of her dress. I cupped her breast and teased her nipple as I exposed her. I could tell the driver was taking all this in. Sam turned her head towards me, and I kissed her as she revealed her other breast. She was virtually naked as we drove through the streets. She whispered she loved being with me as I pushed her boundaries and made it so erotic.

I asked the driver to take us to a hotel in the city. There was an up-market piano bar in the lobby where we could share a drink. Sam asked if we were going to the club, and I said we were doing one better. We arrived at the hotel, and the doorman greeted us and opened the car door. As Sam stepped out, he smiled as he saw the top of her thighs. I thought to myself she was a stunning lady and erotic, knowing she was naked under the short red skirt. The open top seductively covered her firm breasts and erect nipples.

As we entered the piano bar, I could tell people noticed her. We also gained attention as I was younger than her and looked more like a bodyguard than a partner. We sat at the bar, enjoyed a drink, and listened to the music. She asked why we were here and not at the club. I said I wanted to see what trouble we could get up to, and if it didn’t work out, we could go to the club. Sam was disappointed but enjoyed the atmosphere as she relaxed.

We sat talking, and I encouraged her to open her legs for me as I rested my hand on her knee. We were there for about an hour, and a guy approached the bar to order a drink. While he waited, he started talking to us. At that stage, Sam had her back to him but turned around as the conversation continued. He finally sat beside Sam on a bar stool, and she moved to face him. Sitting behind her, I had my hands on her waist and saw her skirt was open to the top of her thighs. Could he see anything?

 
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