Older Guy From The Gym

by Courtney

What’s your gender? Woman
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? North Carolina
Highest education received: High school diploma
What’s your occupation? Child care
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Older Guy From The Gym

How long ago did this hookup happen? 5 years

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than a week

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? He is six feet tall with brown hair, blue eyes, and he is physically fit. He was much older than me, and I saw him at the gym.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One afternoon, I was at the gym and I noticed him talking to the manager as he worked out. I figured he was about 10 years older than me (I was 24.) Sometime into his conversation, he looked over at me and smiled. His eyes were so blue! I smiled back and a few minutes later he introduced himself. We chatted a little as we worked out, and that night he added me on Facebook. He messaged me and asked me to come over to his house and grill. I replied that I didn’t think I should do that because I barely knew him, but maybe we could meet somewhere. So we agreed to meet at the little bar in town a couple of days later.

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? He already had a table when I came in, and we sat down and I had a glass of Merlot. After we finished our drinks, he stood up and said, come on, let’s go to my house and watch a movie. I knew I shouldn’t, but he was so good looking and I agreed.
I followed him to his house and we sat on his couch. Before long he kissed me, and we kissed passionately for a few minutes, then he stood up and took my hand. “Come on,” was all he said.
“I can’t believe I’m doing this!” I thought as he led me down the hall to his bedroom. He lifted me onto the bed and pushed my skirt up past my waist and began stroking me through my panties. I was already wet and just moaned as he pulled my panties off. His tongue worked expertly, up and down, around and around. He remarked how tight I was as he slid his finger inside me. I didn’t tell him I’d only been with four guys before…
In no time I was coming, lifting my hips and bucking against his face. It was one of the best orgasms I’d ever had. He lay down beside me as I lay on my back to catch my breath.
When I finally recovered, I rolled over and stroked his penis through his jeans. He stood up, pulled off his shirt, and unsnapped his pants to reveal the thickest penis I’d ever seen. I have small hands, but it was the only one I’ve ever touched that I couldn’t reach all the way around with my fingers. “this thing is going to kill me,” I thought, but I took him into my mouth and began to suck. I did that for a few minutes before he pulled out of my mouth and reached into the nightstand for a condom.
I rolled into my back and spread my legs, and oh my god, it felt like his whole arm was inside of me. After a few seconds, it felt better, and I started to really enjoy it. We did it in missionary, then we flipped over and I rode him, and we did it in several positions for the next 15 or 20 minutes.
Except by now, I was starting to get really sore, and he still hadn’t come. So I pulled the condom off and leaned down and took him into my mouth again. This time he was really into it, and I decided to just keep going. After a couple of minutes, I felt his head swell inside my mouth, then suddenly he exploded. I usually don’t like it when guys come in my mouth, especially without telling me, but I was really turned on, and since I didn’t know where the bathroom was, I just swallowed it. I looked up at him laying there with his eyes closed, and felt proud of myself for being with a much older guy. He asked me if I wanted to stay, but I had to leave because I still lived with my parents.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? After we were done I got dressed and he walked me out to my car. He kissed me goodnight and told me he had a good time. Driving home I started to feel guilty about having sex with a man I barely knew and letting him come in my mouth on the first date. I stopped and got a cheerwine on the way home to get the taste out of my mouth. By the time I got home, I felt like a slut.
The next day he texted me and said he had a good time, which made me feel a little better, but I still felt like a whore. Once I realized he didn’t want a relationship I stopped texting. A few weeks later I started dating my husband.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Hoping or expecting it would lead to something more, To feel more desirable, I was feeling lonely

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

What substances did you consume? Alcohol

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

What substances did your partner(s) consume? Alcohol

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? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? I told my friend at work about it. She’s much older than me and knows him, and was surprised I hooked up with a much older man.

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

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? I just felt kind of gross after.

What was the BEST thing about this hookup? It felt good at the time, it made me more confident, and my partner knew what he was doing.

What was the WORST thing about this hookup? The regret of sleeping with him so soon

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really

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

All things considered, how NEGATIVE was this experience? A little negative

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