Jenna on skis

This adventure happened to me a long time ago (about 12-13 years)

I was unmarried and living in Atlanta, USA.
My job often took me to California to Lake Tahoe. I spent a week there once a month.
I was single and enjoyed my well-paid job.
I didn’t remember this experience in terms of my outfits, but a detail came back to me recently.
I just realized that it was the first time I used my outfit to arouse desire in a man. It was also the first time I kept my boots on for sex.

One of the doctors I worked with there was shamelessly hitting on me but I wasn’t really interested because he was a little old for my taste (45 or 47). I left for my monthly stay in February. I had an appointment with some friends to ski after work. I also knew that it would be rather relaxing. I had just bought myself some high boots to be more stylish than “Moon boots”. I was living in Georgia at the time and my wardrobe was pretty summery.

One evening after work I went skiing for an hour with some colleagues and then came back to my hotel. This doctor in question (Tracy) had left me a message to see if I wanted to go for a drink with him. Why not, I thought, and we met at one of the casinos. I put on a tight beige sweater, a narrow brown and red kilt style skirt that stopped about two inches above my knees and my brown boots that went almost to my knees with 8cm heels. Underneath I wore Dim up style stockings and a white bra and thong set. I was already anti pantyhose at the time!
I put on a long beige coat with leather gloves and went out to join him.

When I got to the bar, I realized that I was right to dress up a little bit because it was the most stylish bar in town. The players were coming and going in front of it but it was still very luxurious.
I saw Tracy and joined him in the booth he was sitting in. He was very charming and handsome not to mention rich. After several drinks my reluctance began to dissipate and I was more open to his advances. He had a hand on my thigh and I let him caress me under the table.
He was kissing my neck and I was letting him.
After a while of drinking and snacking in the bar, he suggested we go see the view of the lake at night.
We took a glass elevator outside the casino and the view of the lake under the moon was quite charming. He held me tight and caressed my lower back and buttocks. I let him because I was enjoying the attention. When the elevator arrived at the top I realized that it opened onto a suite that took up the entire floor. The view was splendid and being a little drunk I let him take my coat. I sat on the couch in front of the fireplace (gas). On an empty stomach I would have known that this was his woman trap. Blown away by the opulence and the view and dazed by the alcohol I was soon to become one of his conquests, one more trophy. A pop of the cork from a bottle of Champagne marked the beginning of the festivities.
He came and sat next to me and kissed me all over the neck. His hands seemed to be everywhere. He filled my Champagne while groping my thighs then my breasts. My skirt, already short, went up and very quickly his fingers played with my stockings then quickly with my pussy through my thong. He did not dry of compliments a little cheesy on my lingerie, on my body or on my dress.
He removed my sweater and played with my breasts. He had two fingers in my soaked pussy. He unzipped his pants and put my hand on his stiff, respectable-sized member. He went pretty fast. I found myself on the furry rug in front of the fireplace. He got on top of me and slowly penetrated me. I realized that my stockings and to my surprise my boots were still on my legs.
He jumped on me faster and faster and then stopped to take a breath and enjoy the moment without cumming too fast. He came out of me probably with the intention of taking me from behind. I straddled him balancing on the heels of my boots and pistoned on his sex to achieve my orgasm.
I remember now that he kept stroking my boots and stockings. At the time it didn’t affect me but now I remember it clearly.
He came in me quickly as I was going up and down.
I sat on the couch a little disappointed. He removed his condom and put on a second one.
“Baby, I’m not done with you,” he said.
I thought he was joking, but he turned me around a little abruptly on the couch. He came from behind me and penetrated me again. He was more brutal and faster to stay hard. Now I understand that my boots turned him on because he was holding my ankles or calves. He was really getting me high and I was moaning under his loins. Finally my orgasm came but that didn’t stop him. He placed me on my belly on the corridor of the sofa and pounded me brutally while pinching my tentacles, while spreading my buttocks. In short he took advantage of the situation. Finally he let out a scream and came once more. He was still pumping to be sure to empty himself.

After this rather intense lovemaking I got dressed and went back to my hotel. I had no intention of continuing an affair with this man. I felt a little guilty for letting myself go. He told me he wanted to stay in touch, which I didn’t believe.

He called me back two days later wanting to know when we were getting together etc. I was vague but to my surprise I was able to find out. I was vague but to my surprise he told me that he had family in my part of the US and wanted to see me when he was there. I agreed because after all he was not a bad person at all. As a young person I was impressed with his money and power. He said he would pick me up for dinner at a restaurant he named (fashionable and very expensive).
I put on an outfit more appropriate for the place. I had a tight white silk top, a short beige mid-thigh skirt and black sandals with 10cm heels.
Under that I wore a lace bra and a matching thong.
I see him appear at the wheel of a new Porsche convertible in front of my apartment. I get into the car a little excited. He complimented me on my outfit and my charm as a perfect gentleman. He was seriously checking out my long legs. I wanted to be seductive but I feel a bit vulnerable in this narrow car with my long legs that barely fit. As we drove along he caressed my left thigh and commented on my soft skin. We went to dinner and everything went well. He was very charming and I felt a little intoxicated by the opulence he enjoyed. Moreover the rather expensive wine and the Champagne had well exhilarated me. We went to his Porsche and I realized that he had hardly drunk anything. He drove me to a club in a nice part of town. The bar was crowded. He seemed to want to show off his latest conquest. A woman 15 years younger than him in a miniskirt and very high heels with a tight top, her advantageous chest was clearly as useful to show off as his Porsche.
He introduced me to several of his friends while holding his hand over my ass. He seemed to want to say “this little bitch is mine”.
We danced for a while and he would take the opportunity to grab my ass and hold me close. I was relaxing a bit while dancing. We sat on a couch and he made sure my long legs were in full view. After a good hour of drinking and dancing I was feeling tired. He offered me a ride. His car was parked in front by the valets and he made sure to start it with a scolding. He kissed me in front of everyone to show off his sports car and pussy combination.
We set off down the road and he stroked my thighs and complimented me. He stopped at a viewpoint overlooking the peaceful landscape at night.
He kissed me again and caressed me all over. He pulled one of my ample breasts out of my top and sucked and kissed it passionately. I was starting to get wet and he realized it when he slipped his hand into my crotch. My white thong was already wet. Being in such an expensive car is an aphrodisiac somewhere and I was glad to let it happen. I was a little afraid to be seen. He rushed to my breasts and almost devoured them. I held them with my hands as if to offer them to him and they seemed even bigger and firmer. I had spread my thighs without realizing it and his hand was kneading my soaked pussy. He slipped one and then two fingers inside me and began to penetrate me rapidly. I was moaning uncontrollably and approaching an orgasm. He ran his hand through my hair and pulled me down to face his swollen, hard member. I sucked hungrily on it as he fingered me deeply. He pulled my head from his cock. I was uncontrollable and lifted myself up to come and impale myself on his cock. I had my back to him and he was massaging my breasts. It wasn’t easy to get on and off his cock without breaking his car. When he moved one of his hands from my breast to my clit I felt the orgasm coming. I was going up and down like crazy until I started to cum. He planted his member deep inside me and finally ejaculated into my tight pussy.

After a quick clean up he took me home. I didn’t know what to think. I had behaved like a teenager who was blown away by a car. We met again a few weeks later. He took me for the same parade. When I overheard him telling his friends that he had trounced me like a dog in his car I left. I never saw him again.

Secret Sex Story

Secret Sex Story

Leave a Reply