Long Time Friend



What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Vienna, Austria
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Data Analyst
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 15
How many hookup stories have you here posted before? 1

Long Time Friend

How long ago did this hookup happen? 10 years

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 3 years

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? She is tall, slightly tan, with long legs and a perfect ass. Her boobs were quite small, but her big eyes and voluptuous lips compensated for them and made her look quite horny.
We have been friends for quite some time, and we knew each other’s partners and hung out together throughout our adolescence and youth. In a couple of instances we had seen each other naked, and once during an overnight hiking trip, we had sex with our respective partners in the same room. We were good friends but had nothing sexual. I complimented her for her ass everytime we were at a beach or pool, we cracked sexual jokes and sometimes even shared stories about our sexual lives.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Whenever either of us had a breakup we got together and went out for drinks, and spent time with each other. Once she had a really bad breakup with a boyfriend, and around at the same time managed to grab a top corporate job. We decided to catch up and celebrate. She came over to my place, we had good wine and music. Later on, we moved to vodka shots and she got pretty drunk and upset about her breakup. She was really bad with relationships, broke up almost every 2-3 months, and now all of this negativity came up together and she started crying uncontrollably. I took her in my arms to comfort her, kissed on her cheek, and we started dancing slowly to the music. She was so drunk that she couldn’t stand straight, and we had a good laugh about this. We both were incredibly drunk so we settled down on the couch and slept off hugging each other. Some point at night we started kissing, deep full-fledged kisses. It was great to kiss this person after knowing her for so long, but at the back of our minds, we knew it was weird. She had an incredibly soft tongue and a tender mouth. Nothing more happened and we slept off peacefully. When we woke up, it was a bit weird to face each other, but we went out for a breakfast buffet together.
She had almost a month until her job started, and she was having a stressful time thanks to her relationship problems, she had already started seeing her ex again, but they continued to have problems. She asked me if I would like to join her on a trip to Barcelona, I wasn’t sure because  I was sure we would end up fucking, and that would only complicate things, but I decided to go.

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 in Barcelona and checked in at the hotel. Went out swimming for a bit and had a huge seafood lunch and drinks. We had two separate beds in our room but somehow ended up in the same bed for a nap. We started kissing, but she didn’t want me to go any further, I kept kissing on her neck and shoulders. She kissed me deeply and kept caressing my shoulders and hair. At some point, we fell asleep in each other’s arms.

When I woke up, it was pretty hot inside the room because of the sunlight coming in. When I looked up I could see that she was still holding me tightly while sleeping, and this time she had taken off her bra and top. I could see her small but very beautiful boobs right above my head, I slowly went towards and started sucking them. She woke up and seemed to like what I was doing, in a while we were kissing again, and she was stroking my dick through my pants. She took off my boxers and bent down to give me a warm intense blowjob, I started kissing her thighs and ass, and slowly started licking her clit. Eventually, she grabbed my cock and put it in her wet pussy. The first few strokes felt like heaven, then I realized we had no condom, and the face of her ex-bf came up in my mind. I asked her if she always used condoms while fucking him, and she said no and that she had not been tested in a while, I took out my cock out of her because I didn’t want to fuck her without a condom. Later she was really pissed that this happened, and we weren’t even sure if we should really fuck each other. We had a great trip, partied hard and I even hooked up with another girl and fucked her in our room while S was in the pool.
Three nights after we reached our hometown she texted me, “whatever happened in Barcelona was weird but great, do you wanna come over and pick up where we left off? This time I have plenty of condoms in stock ;)”.
I quickly ran to the bathroom, washed my dick, grabbed some clothes, and took a taxi to her place .
She was in a short gown and was already wet, I was inside her and fucking hard pretty soon. We had the best sex ever, fucking in every position, coming again and again. I loved the way she stroked her clit vigrously while I was fucked her hard and came with a loud moan. We ordered some pizza, drank some beer, and then she gave me a nice BJ and started riding me again. My dick was pretty tired after several rounds of deep penetrations, but she had an awesome way of riding with a rhythm. I came inside her one last time, and we fell asleep without bothering to clean up.

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? We had the greatest sex ever. But personally, we were not compatible. Out sexual appetite and taste matched so well that we met each other and fucked all night from time to time even after starting to date other people. At some point, it became difficult to date other people, because the sex was never as good. We tried to work out a relationship, but it turned so bitter over two months that we were full of hate for each other which made the sex even better. It was a complex situation, we couldn’t leave each other because of the great sex, but couldn’t live with each other because of the people we were, this went on for a long time until we took a long break from each other.

We now live on 2 different continents and text each other from time to time. Two years ago, we met up and had a long day of intense sex.

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

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

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Not at all

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? Not at all

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? No one, we were friends for such a long time that it was embarrassing to hook up with each other .

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? We found the best sex partners in each other, we have a great chemistry in bed

What was the WORST thing about this hookup? First being friends with each other since childhood, and knowing every detail of each other’s past relationships.

Also, we had bad personal compatibility coupled with great sex which made our personal lives complicated for almost 4 years.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Casual sex is great, its an opportunity to unwind and chill. There should always be respect for each other. This also made me realize that sexual soulmate and relationship soulmates could be two different people

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

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

What do you think about the Casual Sex Project? Its a great platform

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