Ski Trip



What’s your gender? Woman
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Miami
Highest education received: Some college (currently in college)
What’s your occupation? student
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? free sprit
How many sexual partners have you had in your life (including oral sex)? >30
How many hookup stories have you here posted before? 4

Ski Trip

How long ago did this hookup happen? A few weeks ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I’m not using real names in this story.
For spring break, my best friend Beck and I wanted to go skiing in Denver, CO. It took a little convincing but my dad agreed to pay. My dad travels a lot and knows why people go to Colorado. My boyfriend couldn’t get off work so it was just me and Beck for 4 days. We arrived in Denver, stopped at a recreational dispensary and then drove two hours to the lodge. We were reserving ski equipment and met two cute guys that appeared to be in their early thirties. Tom was the typical American nice guy. He was clean-cut, had black hair, glasses, brown eyes, was polite, dorky, and opened the door for us. Not my type. Jim was taller, with light blue eyes and brown curly hair, and a confident attitude that I love. I could see myself hooking up with him. I was wearing ski pants and Jim kept staring at my ass. I work hard to stay in shape and always welcome male attention and compliments. I started a conversation with him. They were co-owners of a consulting business and had attended a conference in Denver yesterday. They didn’t tell their wives they were staying extra to ‘relax’ and ski. The flirting got hot, Jim was bold and rubbed my ass and gave it a compliment. I handed him my phone and told him to ad his information if he wanted to hook-up later. He invited us to his place once Beck and I were settled in. We agreed.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We got unpacked and went to Jim’s room. The place was huge and had a hot tub on the balcony. We sat at the table outside as Jim lit the first joint and took a hit. I’ve smoked pot before so I knew my limitations and started with short hits. Beck is a good girl and I’m sure this was her first time. She almost passed on smoking but with a little convincing took her first hit. She took a deep draw like a cigarette and smoke got up her nose. We laughed. She tried a few more times but became nauseated and went inside to lay on the couch. It didn’t take long until I was a little buzzed but still in control.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We were relaxed and I felt Tom’s hand move to my leg. I rubbed his crotch and he was stiff. I pulled his hand and we left. We went into a bedroom and I pulled his pants down and sucked him. I pulled my pants down, bent over the bed and he fucked me from behind. He felt good and finished in the condom quickly. We went back out to the balcony and Jim was smiling. He knew we had sex and gave us both fist pumps. Tom soon left to go to his room. Jim and I smoked one more joint and began making out. Beck woke up and we decided to leave. Jim seemed a little disappointed at first but I promised to see him tomorrow. He smiled as I rubbed the crotch of his pants. I told Beck what she missed while she was asleep. She agreed to help me hook-up with Jim tomorrow.

Beck and I spent the day skiing. I texted Jim to meet us at the lobby to make evening plans. Beck wanted to go to a local Bistro and walk around town. Tom offered to go with her. Beck and I are opposites, she’s a good girl. She’s only had sex with her boyfriend and is a loyal girlfriend. The odds of her hooking-up were a million to one. I guess it worked out though since I had sex with Tom last night. If he attempts anything with Beck, he’ll strike out big time. Jim invited me back to his room to enjoy the hot tub.

On the way to his room, I playfully told him I didn’t pack a bikini. He smiled. I asked if he cared if I wore nothing. He put his hand on my ass as we went to his room. Once inside, our clothes were off and I was sucking him. I couldn’t wait for him to fuck me but he went down on me first. Oh my god, his tongue made my body shiver. He got on top, rammed his cock inside me and began fucking. Each thrust was making me cum and I dug my fingernails into his back. We did many positions and he gave me two orgasms. Then we relaxed in the hot tub and smoked the first joint of the night. I was feeling lightly buzzed so I initiated sex again. I spent the night and we had sex many times.

It was getting late and we ran out of condoms. I was high and horny. We started kissing then 69. I begged him to fuck me bareback. It felt so good to feel his warm cock. We kept kissing as he started out slow. He maintained a consistent slow rhythm that kept me on the edge. Romantic slow sex is not my thing but this was the beginning of a long emotional and intimate moment. Our bodies were locked in rhythm as we kissed. Neither of us could break away. He began spooning from behind and I wrapped my legs around his. I can usually maintain control but at this moment I allowed him to be in control while I became submissive. His rhythm caused my body to uncontrollably shiver and I could feel my eyes roll back as I had one of the best orgasms EVER! We finished at the same time and went to sleep with him still inside me. I woke up the next morning and he looked deep into my eyes and we started kissing. I told him how lucky his wife was. I felt him get hard and I got on top. We had amazing sex. We kissed passionately and I thanked him for a great time.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I walked back to my room, opened the door and Becky was wearing a terrycloth robe having coffee with Tom. Beck gave me a naughty grin as I walked quickly past both of them to my room and shut the door. Then I heard the door to Beck’s bedroom shut. I took a long shower then took my time getting dressed. I came out when I heard the front door shut. Tom had left.

Beck and I spent the day skiing. She told me Tom spent the night and that she had the best sex ever all night. The best part was he gave her multiple orgasms. She couldn’t stop telling me how much fun she had.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Marijuana, hashish

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Marijuana, hashish

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Beck

My boyfriend when I got back. He thought it was a hot experience and gave me a welcome back gift.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Smoking pot and having sex.
Sex with Tom was just a quickie. I was horny and he fulfilled my need at that moment.
Sex with Jim was amazing.

What was the WORST thing about this hookup? Having to leave Colorado.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Jim gave me an experience I’ve never felt before. Sex with Jim was amazing! I was physically attracted to him from the start. When I spent the night with him, we had spontaneous sex, rough and wild sex but he also gave me my first emotional intimate experience. He sent my body and mind into another world. It was different and I will always remember him for that.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? I have a wonderful boyfriend and we have an open relationship. Jim is a person I could see myself with long-term and would consider breaking up with boyfriend for too. I would never pursue Jim because he’s married. Hooking-up is much different than stealing a husband and I’m not that type of person nor will I ever.

If our paths ever cross again and his status is ‘single’. I would be willing to try a serious relationship with him.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? By having casual sex, I was able to have an amazing experience with Jim. According to society’s rules this should not have happened because: I had a boyfriend, Jim was married, he was older, we just met and didn’t know each other.

Beck admitted she never thought she would have sex with a random married guy and it would be better than anything she had ever experienced in her life. It was as fun as I always described.

What do you think about the Casual Sex Project? An anonymous way to share life experiences. I read other stories and discover I’m not the only person that enjoys casual sex.

You have a hookup story to share? Submit it here!