Dogsitting

by ShyGuy

What’s your gender? Man
How old are you? 20
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Oxford
Highest education received: Some college (currently in college)
What’s your occupation? Student
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly gay/lesbian
Any other term(s) that describe your sexuality or sexual identity? N/A
How many sexual partners have you had in your life (including oral sex)? 9
How many hookup stories have you here posted before? 0

Dogsitting

How long ago did this hookup happen? A little over a year 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? 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? He was about 5’10” with very dark brown hair, natural olive skin (half Colombian/half English) and a muscular build (mostly his chest and arms, he clearly skips leg day). He was sort of hairy too, with a stubbly beard, very hairy legs and under arms, a dusting of chest hair and slightly trimmed pubes.

I sort of knew him. He is my friend’s older brother. I’d seen him throughout my teenage years visiting her house and occasionally talked with him. At the time he was 22 and I was 19.

I noticed he was quite hot a couple years prior when my friend invited some people over because their family was having a barbecue/pool party. He and his friends spent the entire day in speedos as a part of a joke. But I also thought he was a bit of a dick. He had bullied a lot of kids when he was in school, wasn’t all that bright and was pretty disgusting in terms of manners.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was dogsitting for the family whilst I was on break from university and my friend and her family went on holiday without her brother who was supposed to be staying at university over the Easter break.

I was to visit twice a day, in the morning and evening, to feed and generally look after the dogs (four of them) whilst alternating walks with them.

On my second evening I took a couple of the dogs for a walk and got back in the dark. I fed them all and put them away in their play room/sleeping room for the night. I left and looked back at the house and noticed lights coming from the garden. I thought I somehow switched them on and went back to turn them off.

When I arrived I went into the garden to see my friend’s brother sat on the side of their hot tub, nude and using one hand to bury a dildo in his arse and the other to take pictures on his phone. He saw me and slumped down into the hot tub and stared at me for a while. I didn’t know what to do.

I eventually turned to leave when he said he’d rather I joined him than leave.

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? He stripped me down and sat me on the edge of the hot tub, giving me a handjob and occasionally teasing my dick with his tongue.
He then turned me around and bent me over the edge as he spent a very long time rimming my hole, moaning about how much he loved the taste the whole time.

He eventually grabbed the dildo and used it on me and stroked me until I came.

He then sat on the edge whilst I sucked him off, finishing off by sitting on his lap and grinding on his dick whilst I made out whith him and kissed all over his neck and chest.

How sexually satisfying was this hookup? Very

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? Afterwards we chilled in the hot tub for a bit and he told me he was taking pictures for a few of his fuck-buddies to let them know he was in town for the week. He explained he was bi but only into guys for the masculinity of sex with men and that he had a few similar friends. He suggested I keep coming over to look after the dogs so he could get to know me better and let his friends “experience” me too.
I did just that and had a great week. I haven’t done anything with them since but they considered ne a part of their group and so would add me to their discussions of experiences and send me the photos and videos too.

Since being with my boyfriend they still send me things for us to enjoy together and occasionally get stories of our experiences together in return.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Making new friends, Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? 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? Other guys that were part of his little group, they loved it.

My boyfriend, he thought it was really hot.

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? The experiences it lead to.

What was the WORST thing about this hookup? Maybe too spontaneous?

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? A lot more knowledgable of casual sex agreememts and groups.

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? Nope.

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? It’s great, although not very fulfilling. It is a fun thing but ultimately doesn’t compare to more meaningful sex.

What do you think about the Casual Sex Project? A great place to gain a wider view of casual sex and its impacts on different people.

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