Monday Maid



What’s your gender? Man
How old are you? 35
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Southeastern US
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? Single
Religious affiliation: Christian
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)? 300
How many hookup stories have you here posted before? 0

Monday Maid

How long ago did this hookup happen? Yesterday

What was your relationship status at the time? Single

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? For 1 to 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? The cleaning lady that comes to house. She visits every Monday. She has been cleaning my house for 2 years. A friend had recommended her. I never thought about her sexually before yesterday.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She told me yesterday that she was struggling a bit with her finances and that she would like to make me an offer. She told me that for $100, that she would give me a blowjob. I declined that offer, but countered with sex for the same price and she agreed.

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 immediately headed up to my bedroom to get things started. She gave me an enthusiastic blowjob for about 10 minutes to get things started. At first, she didn’t want to remove any of her clothing and only wanted to lower her pants and let me enter her from behind, so that is how things got started. After a few minutes of her bent over my bed, she started to relax and enjoy herself, even having an orgasm. I was able to get her fully undressed and into the missionary position after that. She ending up having another orgasm in cowgirl shortly before I had one as well. We then moved into the shower together where we had some fondling and kissing while we cleaned up.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? She acted like it was the best sex of her life, and said that she wants to do is again. Even thought she is not my type and I was not really turned on by her, the sex was surprisingly great. I can’t wait to fuck her again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, It was easy / convenient

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? Not at all

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? Nobody…

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? 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? I didn’t even have to leave my house!

What was the WORST thing about this hookup? I paid her, which made for an awkward moment when we finished.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No.

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

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

Anything else you want to add about this hookup? It took my by total surprise, so having no expectations was a weird thing. Also, when we got started, her not wanting to disrobe was unsettling, but once we both kind of got into it, it was great.

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