by April


Gender: Female
Age: 32
Race/ethnicity: White
Location: Seattle
Highest education received: College degree (eg., BA, BS)
Occupation: Department Head
Relationship status: Single
Religious affiliation: Jewish
How religious are you? A little
Sexual orientation: Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? Two

My Hot Lesbian Night

How long ago did this hookup happen? Ten Years

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Short Fling/Experimentation

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? Eve was a friend Janet’s older sister. She was tall, with dark hair and a lot of tattoos since she was a tattoo artist. She was intelligent, charming and really listened when I talked. I usually look for the same thing in a man. I was intrigued by her, and for the first time in my life found myself having fantasies about another woman. Eve was also very openly bisexual.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I need to set up a few things here. I grew up in a very strict Jewish background and sex was something strictly for procreation. However I went pretty wild in college and had a lot of sex and a lot of partners. After college though I kind of moved past that phase. This was in the fall after college.
I had only moved to Seattle a few months prior. I had met Janet getting coffee one morning and we had hit it off. Eve came to visit for six weeks and we had talked at length the night of her arrival and I had to admit I was intrigued. We spent some time together, saw the sights, had dinner a few times, and she was flirty with me but I wasn’t so sure. I had just been diagnosed with a thyroid condition and had put on some weight but Eve said she liked my curves.
One evening Eve kissed me full on, on the lips. She then whispered in my ear she wanted to tear my clothes off and ravish me and then she licked my ear. I was pretty turned on but it still took us a few more days.
I was over at Janet’s sitting on the couch with Eve. Janet was fucking her boyfriend and they were pretty loud. Eve and I were both a little turned on and started kissing and making out. We decided to go to my place since I lived alone at the time and we would not be interrupted.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Clothes came off pretty quick. Eve was standing there naked, I remember thinking her boobs were bigger than mine. I felt her a bit, ran my hands across her body and squeezed her breasts. I really wanted to explore the body of another woman. She was pretty inked up (I had far fewer tattoos then) and liked much of her work. I finally brought her back to the bed, laid her down and licked her breasts and sucked her nipples and she was really into this.  
After a bit Eve turned me over and began to give me oral. I can remember thinking she gave head better than any man I had ever had. It took me a while but I eventually had what remains to this day the most intense and longest orgasm of my life. I was not prepared for it.
I wanted to please Eve now, I was very grateful. I was unsure about going down on her but she let me finger her until she came. Her moans and screams were pretty loud. I asked her to stay and she said yes and we fell asleep in each other’s arms shortly after.
The next morning we had sex again early, I had to work. Eve knew this and dressed in what I found oddly hot a set of my clothes and left.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I wasn’t as careful as I usually am since this was another woman. However I didn’t catch anything but I would still warn everyone to use caution.

What were your REASONS for having this hookup? I was very attracted to her and wanted to explore that side of myself.

Were alcohol or drugs involved? If so, how much? Considering some of my hookups ironically no, I had nothing to drink. Neither did Eve, hers and Janet’s father was an alcoholic so I can’t remember either of them ever touching it.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Eve and I slept together a bunch more times while she was in town. She gave me another tattoo, thought I would bring that up. I enjoyed the sex with her, but I felt guilty and ashamed at the same time for being with another woman. A decade later that is not how I feel but it was then. I really liked her and Eve liked me but her visit came to an end a month later and Eve went back home.
We stayed in contact via email for a while, I think Eve wanted a relationship with me and I might have tried had she stayed in town however I have never really been one for long distance and we lost touch. I saw her at Janet’s wedding years later and we spoke briefly, however I was married at the time so I will admit to avoiding her a bit.
She friended me on Facebook earlier in the year, single at the time I was curious about getting in touch. We chatted a bit and caught up, she is now married to another woman. Overall I am grateful to Eve for letting me explore that side of myself.

To whom did you talk about the hookup? How did they react? Janet was shocked at my behavior, her sister’s not so much. Apparently she liked to hit anything that moved. I told my now ex-husband when we were involved and I felt he found it a little too hot. They are the only two people that know.

Was this a consensual and/or wanted experience for you? For your partner? For me very much, I wanted her. For Eve as well.

Do you regret this hookup? If so, why? Not at all

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was good sex and being able to experiment a bit. Only really bad part was some Jewish guilt I felt at the time. Eve remains the only woman I have ever been with and I am grateful to her for letting me explore that side of myself. I have since decided I prefer men but I am not opposed to another woman should the right one come along.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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