Pity Sex With My Ex

by Mew

What’s your gender? Woman
How old are you? 21
What’s your race/ethnicity? Native American / Alaska Native
What continent do you live on? North America
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Submissive
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0

Pity Sex With My Ex

How long ago did this hookup happen? June

What was your relationship status at the time? Single

How would you best classify this hookup? Sex with an ex

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? My ex is tall with luscious lips and a strong lean body. We have known each other for four years and dated for two and a half of them. At the time of this last hookup, I pretty much hated him and wanted nothing to do with him but loved the sex.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He wanted to talk about our breakup to see if he could mend our relationship. He asked if he could come over that same day and I said it was ok with me. When he arrived, I didn’t let him come in my house I just got into his truck and we drove around and talked and had a very intense conversation about why I wouldn’t take him back. He was a cheater and still talking to the other girl while he was begging for me to come back. They are in a relationship now and he still tries to talk to me and beg for me back.

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 asked if we could fuck one last time and I agreed. We climbed into the back of the truck I pulled his sweat pants down and gave him a quick blowjob while he pulled out a condom. I was already wet bc watching him beg for my pussy turns me on so much. I was prepared for some disappointing sex with him but this time I was really excited. He slid down the seat a bit as I slid my panties to the side and put his dick inside of me. I rode him but I put his head to the side of my shoulder so I didn’t have to look at him. I told him not to talk to me. All the friction on my clit and the full feeling of his 6-inch dick in my pussy made me cum after about 5 minutes. I told him I was coming all over him and told him to squeeze my ass. I felt my wetness dripping down his balls and he let me ride him until I had another orgasm about 10 minutes later. When I was done he slid out of me and put me on the seat ready for doggy style. He pounded my pussy hard and I could feel my cum dripping from my pussy down to my stomach as I put my face into the blanket in the backseat trying not to scream bc I love how hard he fucked me but didn’t want him to feel the satisfaction of making me scream. He started squeezing my hips and I could feel his dick twitching inside and it felt good I had to push back on his dick and we both came together. Immediately afterward I regretted it with him bc I felt like this pity sex made him think we would do it again. I asked him to drop me off and quit texting me. There were a few times I was tempted to use him for sex but I respect the new relationship he has and I’m in love with my new boyfriend.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? I felt bad like I led him on when I shouldn’t have. I loved him but I could not ignore the cheating and all the girls he desired more than me. It was easy to let him go even tho we had amazing breakup sex.

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

What were your motives for this hookup? Emotional intimacy, closeness, connection, Thought it was an important experience to have, To cheer myself up, Power / Dominance, 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? Somewhat

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? Some friends and a few guys I was talking to bc I didn’t want to lead them on either

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? Very

Do you regret this hookup? Very much

Why do you regret this hookup? Giving my ex hope where there was none

What was the BEST thing about this hookup? He actually made me have orgasms

What was the WORST thing about this hookup? It was my ex

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Casual sex with an ex is definitely nice when you are not hurting each other

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

All things considered, how NEGATIVE was this experience? Somewhat 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 don’t really like casual sex I tend to feel safer within the confines of a relationship to be intimate however if I was not so guarded I feel I could have quite enjoyed it with different partners

What do you think about the Casual Sex Project? Go Casual Sex Project! Keep doing what you do

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