While Planning My Wedding



What’s your gender? Woman
How old are you? 21
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? Retail sales
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? 3

While Planning My Wedding

How long ago did this hookup happen? 2 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? My fiancé got back from his trip but he’s been too interested in gaming for me to give him ‘welcome back’ sex or help plan the wedding. Thankfully, my BFF Katie has been super helpful and is great at planning. I’m the oldest in a family with 4 siblings, so my wedding budget is whatever I can afford to spend. It’s going to be small & simple with a few close friends & family. I’ve been stressed & stretched thin lately from planning my wedding, working 30 plus hours, finishing my final college classes, and going to a few jobs interviews.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was doing research and found a family farm with an event location to rent but it’s almost an hour away. Since everything was getting booked up for the summer I wanted to look at the area first before I agreed to a non-refundable’ deposit. I made an appointment for Saturday and my mom agreed to go, but at the last minute, she got called into work. I’d already requested the day off from work so I went alone. I knew it was going to be hot, so I wore a sundress & sandals.

The owner was polite and after listening to my situation he agreed to let me look around and if I was interested, he’d let me book the date but not hold me to the ‘non-refundable deposit’ clause. His son pulled up in an old truck and his dad introduced me and asked him to take me on a tour. His son asked if I was comfortable riding in a ‘side by side’ ATV or we could take the truck. I told him I’d never ridden in an ATV. He told me to ‘hop in’. The ride was bumpy but I enjoyed the mud splashing and the wind in my hair. I wasn’t wearing a bra and my tits were bouncing around. I caught him looking at them in the mirror so I didn’t try to contain them.

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 arrived at a location with a view of a river and a small gazebo. He apologized for me getting me muddy, but I told him I didn’t mind as I was pulling my hair back. With his country voice he said, “Boy, you sure are purdy.” I could feel my face getting warm from blushing. He suggested we walk around but I needed to be careful not to ruin my shoes. The ground was mostly sand so I took them off went barefoot. He made a ‘barefoot country girl’ comment which I REALLY liked. I reached out and took his hand and we walked around.

We stepped in the gazebo and I don’t know what came over me but I stood on his boots, placed both hands on his cheeks and we kissed. He’s a good kisser! His hands started at my waist but then moved down to my ass. Things were getting heated and he squeezed my tits. I could feel myself getting wet. I unbuckled his pants and pulled out his penis. He was much larger than my fiancé. I began sucking and within seconds he was hard. I stood up and removed my cotton panties, which had a huge wet spot. He knew what was next. He sat on the bench and struggled to get his boots and pants off. Neither of us had a condom. I told him I wasn’t on birth control but I wanted to have sex with him. I asked if he’d be willing but not to cum in me. He said he would try but that it would be hard not to. I got on top and positioned his penis to my wet entrance. We made eye contact as he entered. The feeling of his thick raw penis felt amazing as it slid in easily. We kissed as I rocked up and down a few times. Suddenly, he picked me up, pulled out and said, “I’m sorry but your so tight, I can’t hold back.”

I asked if he would be interested in anal. He smiled and said that he’d love to. I stood up and bent over the railing. His pressed against my ass and started slow, then held my hips and picked up the pace. It didn’t take me long to have my first orgasm. He kept the same pace and I felt him swell and finish inside me. That rush sent me into a second orgasm. We got dressed and he took me to the event barn, then we rode around the property for a while. We drove around in an old truck then in an ATV to feed animals. He tried teaching me how to drive his big truck with a clutch.

At my car, he asked me to come back to music and dancing at the barn later that night. I agreed and we exchanged numbers. I was dusty and a little muddy as I put on my sandals. He grabbed my hand and we kissed before I left.

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?

I met him that evening and we danced then went to his cabin, sat on a porch swing, and kissed. Things got heated again so we went inside and had sex many times. We did a variety of positions: him on top, me on top, periods of rough and hard, doggy and lots of anal. On my drive home the next morning, I began having serious relationship thoughts.

We chat on social media as my schedule allows, I plan to spend the day with him again.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? On my way home, I stopped by Katie’s. We talked and I showed her a photo from his social media account. She agreed he’s hot and was happy I’d had sex with him. I told her he invited me to a barn dance. She went through her closet and found a cute country dress and a pair of cowgirl boots for me to wear. I sent my mom a text that I was staying with Katie, took a shower and got dressed. Kate put a few essentials in my purse in case things turned into ‘overnight’. She’s thinks of everything. I drove back to meet him.

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? He’s willing to do things in the bedroom that I want to do. He keeps telling me I’m ‘purdy’. LOL

Waking up the next morning in his bed and hearing him say, “I could wake-up with you beside me everyday.” WOW

What was the WORST thing about this hookup? Nothing. I had a great time and I’m glad I made the first move.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? My opinion of casual sex has changed since Katie talked me into giving it a try. I was young when I first met my fiancé and he’s the first person I’d had sex with. I’ve noticed as we’ve gotten older in our relationship, a few things have changed while some have remained the same. My fiancé has gained a lot of weight, never grooms his beard and is obsessed with his phone. We fight more often because he’s becoming an arrogant self-righteous jerk to my BFF. What hasn’t changed: We rarely have sex, when we do is quick & vanilla. Compared to other guys I’ve had sex with, his penis is VERY small (I know that sounds bad but I am not sharing real names and I’m venting on an anonymous forum). I think his ‘finding my self mission trip’ has been a good break for us.

Having spontaneous casual sex with a random partner has allowed me to open up in the bedroom. Having sex with an experienced partner has allowed me to enjoy the pleasures my body craves and desires. I’ve also got bold and tried things that ‘I like.’ I’ve had partners that are willing to do positions I’ve always wanted to try but without the whining & complaining. On occasion, I have urges to be in control (cowgirl) but I REALLY I like it when a guy that I’m physically attracted to ‘takes charge’ and picks me up and we do it standing. I enjoy lustful sex and anal.

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? My fiancé refuses to try anal, I was lectured harshly and accused of being weird for asking. I’m still hesitant to ask for anal from a partner for fear of their reaction. However, the guys I’ve had anal sex with have been VERY willing and excited when I’ve asked.

I’m starting to enter a new chapter in my life. I’m about to graduate from college and start a new job. My parent’s house is full and I need to help them by moving out soon. The plan was for me to get married and start a family soon but now I’m having second thoughts about my fiancé. A lot has changed for us since we first met in high school.

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? I think sex in society is becoming the new ‘ice breaker’. If I hadn’t made the first move and had sex with him. I don’t know if he’d invited me back to the dance or if we’d become friends. I’m glad I pursued sex with him first.

What do you think about the Casual Sex Project? I hope this isn’t too long. It took me a few days to compose because I’m at a relationship crossroads. My BFF is the only person I could ever share these stories with and this anonymous forum has been a relief for me to vent. It’s also been helpful for me to read other experiences and realize random casual sex is common in society.

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