Dinner, Dessert & Breakfast for a Swedish Grandpa

by TheSon

What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? Southeast Asian
What continent do you live on? Asia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Open to new options
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? 2

Dinner, Dessert & Breakfast for a Swedish Grandpa

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a week

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 a very sweet senior gentleman of 70 years, known to my Airbnb hosts. They were family friends, he came over for a dinner and the hosts asked me to join them as well. We got introduced that evening and he had very interesting stories to tell, had a great worldview and had showered me with plenty of attention that evening. He was visiting the city from Sweden and wondered if I’d like to join him for some sightseeing.
Being a visitor myself, I readily agreed and we swapped numbers. After he’d left for his hotel room that night, he dropped me a rather nice text telling me how nice I looked and how great a time he had with me and was looking forward to meeting me the day next.
Physically he was fairly bald, medium tall, was big built, and had a nice big belly.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We spent most of the daytime and evening going around places- some I knew and had seen before, the others new. He was very courteous, affectionate and very generous with compliments. I did notice how he stole glances at my shapely bottom (thank you Levi’s!) more than once. Finally late evening, we both were quite tired after a day of sightseeing and decided to get some dinner. We grabbed a quick dinner and he invited me up his room for a drink. He was very convincing and I was hardly reluctant. We go to his room and he poured us some nice Chilean red wine and settled down next to me.

Having finished the bottle between the two of us, he got more chatty and liberal with his compliments about my body. He then excused himself and went to take a shower. As I sat there, buzzed, he changed into a bathrobe and appeared in front of me. Seeing that I might need help with the effects of the wine, he took my hands and slowly led me to the bathroom and convinced me to take a shower. He left the bathroom and I undressed and stood under the shower for a bit to come back to my senses. At some point, though, he did let himself in, disrobed himself, and stood right behind me. I could feel his belly touching my back and his arms around my hips. I was shocked at first but had pretty much no objections despite realizing what was happening.
Fully wet himself under the shower, he turned me around to face him and gently started kissing my face, neck, and earlobes, while gently feeling up my penis. After some more time of playing around, he asked me to kneel down in the shower and gently placed my hands on his butt and guided his semi-flaccid penis into my mouth.

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? Typical of men of his age, his penis was large even when flaccid with sizable drooping balls and slow to arouse. Starting first with the tip, I gently worked him up inch by inch until he was able to deep throat. Having stood under the shower for a while now, he was tired and sat down on the pot while I got down on my knees and continued to blow him. I was now hard and he began gently reaching out for my butt and occasionally rubbing my anus. This went on for a while longer and he suggested that we get dried up. While he dried himself up in the bedroom, he asked that I stay in the bathroom and dry myself up as he had another plan for me.
He very convincingly spoke to me about how big a turn on it was for him to administer an enema to his partner!! Again, I was a little shocked, but by now I was pretty much enslaved to his desires. Very smoothly over the next 15-20 minutes, he pumped the solution up my bowels and had me empty them and clean myself up. He was clearly turned on with the whole process since he was rock hard throughout. Once done, he led me to the bedroom, made me go doggy style and gently started eating my anus out. It was heavenly as he also gently stroked my hard penis and gradually started lubing my anus. With copious lube and fingering, he decided I was ready to take him.
He again got me to blow him for a few more minutes, and by now he was dripping precum and saliva down my mouth and chest.

He put on a condom and lubed himself sufficiently and went on to penetrate me anally in doggy style. It was hard taking him at first but he was super caring and nice and gently pushed his penis in inch by inch, and as I relaxed my muscles, he went deeper. He gradually went all in and after a while, he came with a loud moan. He gently pulled out, wiped himself, and sat down and asked me to blow him again.
Tasting of cum, I again spent a while working on him until he was hard. This time around, he fucked me missionary style and came not long after.
I wash up and he asked me to sleep over. We slept naked next to each other and in the morning I got up a little earlier than him. Once I freshened myself up, I saw that he was up and had a morning wood. We 69’ed with him still in bed below me. I started blowing him while he was working my anus. Once ready, he layed me down on my chest and rolled himself over me gently, parted my butt and squeezed himself inside my anus. He started gently and soon his muscles tightened and he came (condom used at all times). I left after breakfast and he went back home.

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? Before I left though, he told me how I was one of his very best fucks and “I would love to make you my bedwife”. I was quite pleased with the whole experience other than the fact that my anus was hurting from the thorough use it had been put through the night before and the morning after. Also, due to the fact that I hadn’t taken anyone of his size. He was a great lover, very smooth, very nice and courteous. He was a bisexual and would take ina boy every now and then but I’d been his first Asian boytoy. I do think that my Airbnb hosts guessed what might have happened but perhaps were happy for both of us. Wouldn’t know this for sure.

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), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, Intoxication, To feel more desirable, Submission / Relinquishing power, Just happened, I don’t know why, just went along with it, It was easy / convenient

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? Somewhat

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? 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? Just one lady friend of mine who herself at 53 years of age was quite interested and curious

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? How smooth he was in getting me to service all his desires. I knew we had a great time just by the amount he was cumming.

What was the WORST thing about this hookup? Nothing particularly.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really. Your partner often dictates the tempo so being choosy helps.

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? He does keep in touch and wants us to go on vacations with him. I do look forward to those.

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? Opens you up to experiences

What do you think about the Casual Sex Project? It’s a great platform

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