What’s your gender? Woman
How old are you? 25
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? Stockholm, Sweden
What’s your current relationship status? Dating casually
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? about 30 I guess
How many hookup stories have you here posted before? 0

Holiday Sex with a Dirty Old Man

How long ago did this hookup happen? ca. 2 months

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? 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? Michael is a Canadian man in his early fifties. He is tall, has the body of someone who is into sports. He is bald. He is very educated and talkative, has many varied interests and hobbies. He appears to be a gentleman with good manners at first, but then turned out to be a dirty old man. He is married with children but still pursues young women. In my case, successfully.

Ok, to be fair I have to admit that I am not sure whether he usually fucks around or whether I presented a unique opportunity for him.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was on holiday in Vietnam. I met Michael on a two day tour during my three week long stay in Vietnam. We met on the tour bus, and started chatting. He seemed to be a nice, interesting man. He told me about all the hobbies he is into. Michael told me about his wife, his adult daughter and his teenage son. He told me that his wife could not join him on this holiday because she had received an unexpected job offer she could not afford to turn down, just after they had booked the flights.

The tour included a bit of hiking and climbing. Michael held my hand at some point in order to help me through a difficult part of the climb. I guess we had a bit of a moment at that point and I felt attracted to him somewhat. I did not make too much of it because Michael is in a different age range than I am and he is obviously married. Throughout the day, I also chatted with the other tourists, but Michael was the one I had bonded most with. Just because he happened to be sitting on the bus next to me and was an interesting person to talk to. Nothing special, something you would forget about soon.

In the evening, we were taken to a hotel that the tour operator had arranged. I shared a room with a few women, I noticed that Michael paid extra to have a room for himself. We sat next to each other while dinner was served and had two beers afterwards. Michael explained to me that he just does not like sharing rooms and the hotel rooms in Vietnam are dirt cheap anyway.

After hanging out at the hotel with the other tourists and enjoying the refreshing beer, Michael asked me whether i would want to join him on an evening stroll along the beach. I felt like it and agreed. At this point I still had no clue that he would try anything.

We walked along the beach for a bit, enjoying the cool breeze and the sound of the ocean. We sat down. In silence, just enjoying our surroundings. Suddenly I felt Michaels hand on my knee. (I was wearing shorts.) I was really a bit shocked, had not expected that at all. I did not know what to do, I did not want to have an ugly scene with him. So I just sat there, saying nothing, being confused and my heart pounding with a kind of anxiety.

As he was petting my leg, I realized that I was actually enjoying it. I relaxed a bit. I thought to myself that maybe I should not make so much of this age difference, I have had plenty of casual sex before. If I did not want him, I could still reject him like I would anyone else, and if not, I probably could have sex with him just like I had sex with other men. But I was really surprised that he was doing this.

After Michael had felt the entirety of my left leg, and I still had not said or done anything, he leaned over and started to kiss my neck. Now I knew I had to react in some way, he was clearly pressing for a decision. I have to admit that I felt aroused at that point. I faced him, looked him into the eyes (as much as the street lights from behind allowed) He leaned over and kissed my mouth. I just went for it and kissed him back. I closed my eyes and tried to ignore that I was kissing someone slightly younger than my father.

Michael now really went for it. He stuck his tongue in my mouth, touched my body and very quickly went for my boobs. I made out with him realizing that the age did not make such a difference after all and it was quite fun and arousing.
With his hand under my t-shirt and on my breast, Michael asked me whether I would go to his room with him. I said yes.

We walked back to the hotel, holding hands. My heart was pounding, I was super nervous and still not sure that I had made the right decision. I thought to myself I could still change my mind in the last moment, depending how I felt about it in the hotel. I thought about how it should be safe to be in the hotel room with him, because there were people in the other rooms around it.

When we arrived at the hotel, I whispered to him that I would go into my dorm room to get condoms out of my backpack. He should wait in his room. When I grabbed the condoms, I thought that now is the last chance to turn back. I felt nervous and unsure about it. I am a sexually experienced woman who has had quite a few one night stands, and I don’t have moralistic restraints about this. However, I have never been with a man that old and never been with a happily married guy. On the other side, I had enjoyed Michaels hand and kisses and I felt aroused and wanted sex. So what was wrong with Michael apart from his age? Getting together with a younger guy from the tour would now be difficult. I contemplated this for a few seconds more, going back and forth in my mind. Then I suddenly decided that this was probably a good experience to have and went to Michaels room.

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? Michael was lying on his bed still dressed in his undies and t shirt. Without talking, I lied next to him. We kissed. His hands ran freely over my body. Michael then just pulled down his undies showing me his erect penis. He plainly said to me: “I think you want to put that into your mouth, don’t you? ” I could not believe my ears! He clearly was not acting the nice daddy type he had been all day, now he revealed himself to be a dirty old man.

I got a bit off the bed, took off my shirt and bra, sat on the bed and put Michaels penis into my mouth. I simply did his bidding, sucking his cock. Michael enjoyed the blowjob for a bit, being a bit dominant and pushing my head down at times, also making fucking movements.

After a bit of blowjob, Michael just said: “My wife has small boobs, and you have nice melons. Please give me a tittiejob.” I did him the favour. Michael was sitting on the bed, I was kneeling before him. I pressed his penis between my breasts and rubbed it. He just petted my hair as I was doing that.

At some point, I just had enough of this, so I stripped off my shorts and undies and handed the condom to Michael. He finally took off his t-shirt and rolled the condom over his penis. I mounted him and we had sex with me sitting on him. It was enjoyable and we both moaned. Michael told me how much he loves to watch my bouncing boobs. He grabbed them several times and I leaned over so he could kiss them.

However, at some point Michael said that he would like to finish it doggy style. I dismounted Michael and went on my fours on the bed. Michael re entered me from behind. Again Michael grabbed my breasts during the intercourse and commented on how much he loves how they bounce. While we were having sex this way, I started to feel a bit detached from him and wanted this encounter to end. He fucked me real hard from behind, I was enjoying it for sure, but I made up my mind that I would not stay around much afterwards.

We finished it with both of us having an orgasm. Pretty soon afterwards, I told him that it has been a hot hook up, but I was tired and preferred to return to my dorm room.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, 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? The next day, we chatted normally with each other. There was no problem at all. When we parted our ways in the late afternoon, I hugged him and gave him a kiss. I think we both understood that it had been a one night stand born out of sexual necessity.

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

What were your motives for this hookup? Learning new things, experimenting, Just happened, I don’t know why, just went along with it

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? A little bit

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? 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? To my friends at home, they thought it was an interesting story. They did not think it was bad to have sex with an older man. They just thought it was outrageous that a married man would do this. And also that I would do this with a married guy.

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? Not at all

What was the BEST thing about this hookup? It was a bit of an experience. Sex with Michael was fine, even though he is older. Maybe next time I will have less thoughts about agreeing to having an older sex partner.

I liked that I could unproblematically withdraw directly afterwards.

What was the WORST thing about this hookup? That it started with so much doubts and ended with me wanting to withdraw.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? not much, just that I don t have to be age specific when choosing my sex partners.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? A little 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? I am a sex enthusiast. I feel quite liberated in this regard and just go for casual sex when the opportunity arises. I don’t feel ashamed about it. Sex is a bodily desire and necessity. I fulfil it unashamed and have fun with it. I know that I have to be very careful when doing that.

What do you think about the Casual Sex Project? A bit of a treasure for a sex enthusiast like me. I can browse about other people’s experience and their feelings. A shame that much of the stories are just porn. I prefer the stories where people write how they felt and what they thought during the process.

Writing this story helped me a bit to get my head around it. Maybe it was a bit hurtful, after all.

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