by Anna
Age: 19
Race/ethnicity: White British
Location: England
Highest education received: Not graduated from high-school
Occupation: student
Religious affiliation: none
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? kinky, submissive
How many hookup stories have you here posted before? 0
When Away…
How long ago did this hookup happen? 3 months ago
How would you best classify this hookup? holiday romance
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 was older than me as I am 19 and he was 32. He was good looking though; very rugged, manly, and tanned. Bulky but not exactly muscular. More stocky than anything. He was good looking but not my usual type. His brother was better looking to be honest! He was blonde and I never go for blondes. I was on holiday in Spain with my family and he was on holiday in the same hotel as us with his brother. I first saw him in the bar and quite fancied him but didn’t think he would like me back. He was a complete stranger. I thought he was good looking but I didn’t know him until I really got speaking.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The first time I saw him I was at the bar with my sister. It was our first day/night there and we were getting drinks. We were sitting at the bar and I actually really fancied the bartender but he was busy. I told my sister before the holiday that my aim of the holiday was to pull so she was trying to find me options. He came and sat at the other side of the bar (actually at the bar – it was circular and you could see from one side to another). My sister spotted him and asked what I thought and I said he was fit and looked interesting. She went to dinner but I stayed and she told me to go and sit next to him and start talking to him if I wanted anything to happen. She said she wanted to see me talking to him when she came back. She left and I kind of just looked at him and made some flirty but not too obvious looks over at him. He did them back so I guessed the feeling was mutual. My sister came back and I hadn’t spoke to him, I had instead flirted outrageously with the much fitter bartender as he was now paying me attention and being flirty with me. Plus I was too shy to approach this guy. My sister came back and made it so obvious we were talking about him. He kinda smirked a little and came over with his drink. We got chatting for a bit and he asked a few questions and if we were single. I was, but my sister wasn’t. He was single though. After a while his brother came down to the bar and introduced himself to us. We talked a bit more and then they went out to the club and we stayed at the bar. I ended up getting way too drunk that night and kicked out of the bar and banned for the majority of the holiday.
The next day was literally Valentines day! Haha! Me and my sister went down to the pool and were getting some drinks from the pool bar. I saw them on the sun loungers and he approached me. We spoke for a bit and he told me he was going to the sand dunes later with his brother. My sister was with me and she kept making awkward sexual jokes about me and him and trying to hook us up and it was just cringey and embarrassing. We somehow invited ourselves/got invited by them to go with them. Up until now I was confused about whether or not he was interested and I kinda preferred his brother a little bit. I still didn’t really know either of them that well. We got a taxi and went to the dunes, but me and him kinda hung back a bit and spoke while my sister and his brother walked on a head. We talked loads and got to know each other. It was really windy but really nice on the dunes. His brother was getting my sister to take pics of him on his phone and they were preoccupied with that. We were alone (not that far away though) and he asked if he could have a kiss. I didn’t want to because my sister was right there and I didn’t want to kiss him in front of his brother as we had only really met and I didn’t know if that would be awkward or not for them. I wasn’t that bothered though. I said no but in a really awkward misleading way I guess but luckily he took the hint and said maybe later. We regrouped and walked on a bit further and then all sat and had an hour long convo roughly on sex and everything involved with that and we asked them questions from a man’s perspective and they asked our opinions on things from a female point of view. It was a great conversation. We went back and they invited us to drink with them. I told them about the bar ban, so we decided we would go to their room instead and just drink there. We went and chatted on the balcony and listened to some music through speakers. All four of us. Somehow the other two disappeared inside for a bit and it was just me and him. There was obviously some sexual tension and they had got the point.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? It started outside on the balcony. We were standing up and I was about to go in after the other two but he stood up and asked if he could have that kiss. I said he didn’t have to ask. We kissed and he was a great kisser. We kissed for a while and we got a bit touchy. I had never done ANYTHING sexual in a public place, not even properly kissed really and it was lightish and not all that private of a balcony.
I can’t remember exactly the order it happened but he fingered me and I played with him. He got his dick out and it was already getting darker as it was a bit later at night and just starting to get dark. I got on my knees and gave him head. It lasted a while and he seemed to really respond to it especially when I was deep-throating. It got really good and rough and I really liked it. He came in my mouth which I had actually never had done before and I swallowed it all. We then sat and smoked and kissed more and drank more. We couldn’t hear my sister or his brother in the room so we went in after a while and found that they had gone, we assumed they had probably overheard and gone back to my room so they didn’t have to be third wheels.
We stripped down, shut the balcony door and kissed again. Playing with each other again. I lay on the bed and told him to look in my bag and get a condom. He did and put it on. We tried to have sex but it didn’t really work. He said it was because he hadn’t had sex with a condom for a while and it was a bit tight. We stopped and I just gave him head again. The next day we were in my room on my balcony and we were kissing and playing with each other again. We went into my room and I made him cum with my hand. Then my mum knocked on my door and he had to hide on the balcony until I got rid of her. Later on I went to say goodbye to him as it was his last day and we decided as he didn’t have to check out for another 45 minutes we had a bit of time. We went to his room and had sex, this time without a condom and it worked and was really good! It was great sex and quite passionate. It was hard and rough but not too rough. He was respectful and obviously didn’t want to hurt me but he knew how he wanted it and how he liked it and I was exactly the same. I let him take most of the control. I had an orgasm and he came inside me. He was good. It finished and he lay on the bed, said it was amazing and that he hadn’t ever come as much as he had on this holiday in his entire life. Then I walked him to the bar, we had a last drink, he checked out and waited for the transfer bus and me and my sister said our goodbyes to him and his brother. I cried.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I was not on any type of contraception. We tried to use a condom the first time but as it didn’t really work and we were in a hurry, the second time we didn’t use anything. And it was completely unprotected as I was on no form of contraception. We didn’t talk about STIs or sexual partner history.
What were your REASONS for having this hookup? He was good looking, fun and I hadn’t had sex for like 5 months! I wanted a holiday romance and I got it. It was exciting and fun.
Were alcohol or drugs involved? If so, how much? Alcohol was involved but not an excessive amount. I’m quite a heavy drinker when I do drink anyway but I had taken it quite slow on the drink. Because it all happened over a couple of days we had been with each other mostly when sober so alcohol didn’t really affect anything.
What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I knew because we were on holiday that nothing would really happen when we both got back to England because he lived about 200 miles from me. I was sad he was going but I still had the rest of the holiday. I thought we might have spoken after on Facebook or whatever. I don’t expect anything to happen and after he left holiday we haven’t spoken since but I don’t mind because in a way I prefer that. We had a great time while it lasted for the 3 days!
To whom did you talk about the hookup? How did they react? My sister obviously knew and I told her every single detail afterwards. I told my parents that I had slept with him as they had seen me and him hanging around in the days. My sister thought it was great and my parents didn’t really care. I didn’t tell them it was on the balcony or unprotected though.
Was this a consensual and/or wanted experience for you? For your partner? Yes definitely from both sides.
Do you regret this hookup? If so, why? 100% not! It was a great experience and I have great memories.
What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was being adventurous and slutty whilst actually having sex. Trying different things and being a bit more dirty with it. The worst was the awkward first time bit where it didn’t really work. I think it’s made me a bit more open to casual sex and it made me think about having more casual encounters back home. I will definitely hook up on every holiday I go on now.
All things considered, how NEGATIVE was this experience? Not at all negative
Anything else you want to add about this hookup or anything else? I think if I could change anything it would be using a condom on the second time or at least telling him to pull out because I wasn’t on contraception and I could have easily gotten pregnant. It was risky but that made it more exciting. I think I would use protection though if I could redo it because I didn’t know him that well at all and I didn’t know anything about his sexual habits or previous partners which probably was a bit risky.
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