Teddy Bear

by Gemma

What’s your gender? Woman
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England
Highest education received: Not graduated from high-school
What’s your occupation? Secretary
What’s your current relationship status? Dating casually
Religious affiliation: Atheist
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)? 5
How many hookup stories have you here posted before? None

Teddy Bear

How long ago did this hookup happen? A week ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Paid sex

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

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 has light brown hair and blue eyes and a muscular body. He is my boss at work. We hadn’t hooked up before. I met him in work and I had a crush on him.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were the only ones left in the office, and he said he needed me in his office. He said that he had always loved me and wanted to be my boyfriend. He said he’d pay me extra too. I told him I loved him too, and we began to kiss, before having sex.

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 first started fingering me, and I gave him a blow job. He licked and sucked my clit, before I bent over on his desk and we did it doggy style. He kissed me down my neck and on my tits. He said that he loved me and always wanted to be with me, and I said likewise. I spread my legs and he entered me vaginally. I gave him a blow job again.

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? He gave me my wages and we crashed at his place, having more sex. He pleasured me. He only cared for me, and I loved it.
The next day wasn’t work so we had more sex and this time I straddled him and pleasured him.
He said he’s going to get me a ring so we can marry and have more sex. I moved into his place properly three days later.

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, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, Material rewards (gifts, money, drinks, dinner…), It was easy / convenient

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

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? I told my best friend and she was happy for me.

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? Him giving me oral sex

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It makes me feel kinky

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? No

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 used to be afraid of sex but now I have it every night

What do you think about the Casual Sex Project? awesome

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