Holiday Boy Toy



What’s your gender? Woman
How old are you? 29
What’s your race/ethnicity? Black
What continent do you live on? Europe
What country and/or city do you live in? London
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Advertising
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Sexual explorer
How many sexual partners have you had in your life (including oral sex)? 25
How many hookup stories have you here posted before? 0

Holiday Boy Toy

How long ago did this hookup happen? 3 months ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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 met X whilst on a holiday in Spain. He was cute, blonde, and had warm brown eyes and a kind smile. He approached me at a cafe I was having a snack and a drink at, revelling in the amazingness and full relaxation of my holiday.

I noticed him out of the corner of my eye, lurking in the background. But I wasn’t looking for anything so didn’t pay him much attention. He approached me and said “Hi”, and we got to chatting – very casually, as I hadn’t really thought about hooking up with anyone and he seemed like a nice enough guy to be my friend and go bar hopping for the evening. We decided to team up and move from bar to bar in the little town as mates. He was also travelling through Spain, but was heading back to Barcelona the next day (where he lived). That was my follow up destination. There was no flirtation, at least from my side.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Eventually, all the bars closed, and he recommended we get some takeaway beers and head down to the beach. He was good company, so I happily obliged. As we sat on the wall overlooking the night sky, I suddenly realised what was about to happen. He looked me, and it became quiet. We started kissing. It was soft and sensual, growing more passionate as we became more comfortable. I climbed myself on top of him and straddled him as he held me close. there was a sense of passionate desperation from him and I found myself giving into it. I wanted him there and then. I pulled away and told him that my hotel was across the road from where we were, and he was more than welcome to come over there. I had no plans to sleep with him, but he mentioned that we should stop at the nearest store to pick up condoms. I found myself responding, “Don’t worry about it, I have in my room,” (which surprised me because I wasn’t planning on sleeping with him).

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 my room and immediately started undressing ourselves and each other. Each breath was filled with lust. We fell onto the bed, and from that moment the wheels came off. He went down on me, and I ran my fingers through his long hair, guiding him to my pleasure zone. I went down on him too, and the sound of his shortening breath pushed me to go deeper and faster, rubbing his balls every time I drew his cock into my mouth. I couldn’t take it anymore and went to grab the condoms. Unfortunately, because I hadn’t planned for this, and don’t make a habit of casual sex (well, I didn’t at the time), I only had a small box of 3 condoms. We fucked for a long time (as long as we had condoms). He was very “energetic”, which was something I hadn’t experienced before. I was giving just as much as I was receiving, and revelling in it. I didn’t come, but I wasn’t upset about it. I was just happy to have felt comfortable and enjoy every minute of it. When we were finished, I casually asked him how old he was (I could tell he was younger than me, but I assumed about 3 years younger), but he told me he was 8 years my junior! I laughed and said, “Fuck it!”

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

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? He left early that morning, but put his number in my phone before he left. I told him I would text him to see if he wanted to hang out that day (he was leaving that evening, and it was my last full day). We explored the town together, hand in hand, stealing kisses in the parks, walking around like a romantic couple on holiday. It was fun and easy, and we had the promise that we would meet in Barcelona, so there was no sadness when I dropped him at the bus stop that evening.

We kept messaging when we left, and made definite plans to see each other. We managed to meet on my last night in barcelona. He met up with my mate and me, but we were already quite drunk. The 3 of us got some drinks, and we eventually took my mate back to our holiday rental. He and I carried on drinking at a nearby bar, and then we needed to decide whose place we were going to go to – his or mine. My place happened to be down the street, so it was an obvious choice.

I had briefed him to bring more condoms because I hadn’t had a chance to go buy. We got back to my apartment holiday, and wasted no time in getting naked and exploring every single part of our bodies. I asked him if he had brought condoms, and he dropped a big pile on the table. I was shocked and asked him how many he brought – “Enough,” he responded. We had sex for hours. He came every time, but I did not. Eventually, I got tired and fell asleep. I woke up to him starting to get ready to leave, but I wasn’t having any of that and felt I could do with one more go. I ripped his clothes off his body, and with our last condom, I went to town on him, I straddled him and held him close to me. I could feel the tingle of an orgasm building, and with every thrust it got stronger and came twice.

Once we were done, we went for a walk. He decided to go home and I was extremely exhausted so we parted ways. It was nice for what it was, which is a great sexual experience.

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), Thought it was an important experience to have, Intoxication, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

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

How wanted was this hookup for you at the time? I don’t know / I’m not sure

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? I told my friends. There were a lot of high fives

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I let myself relax into it and go with the flow. it was a life experience that I thoroughly enjoyed, and I am more open to having casual sex now than I did before.

What was the WORST thing about this hookup? Absolutely nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I have always been quite afraid of casual sex. There have been times when I have done it, and haven’t enjoyed the experience at all because I haven’t been able to relax. Relaxation and confidence are key, but it comes with practice and a little bit of faith. I also know that I am a sexually desired person.

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

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

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? Women are shamed for enjoying sex and there is no shame in it. We should be able to have sex with whoever we want, wherever we want. But, we should also be able to be open about it. I have become a lot more open about it now, and I find that because of it, I am a lot more confidence. Exploring your sexuality is an important part of who you are.

What do you think about the Casual Sex Project? A platform to share stories, but also read other stories has opened up my mind to what is possible.
I always look for someone to talk to about sex, and I think that there has now been a platform that I have found. It’s particularly great reading stories written about women.

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