by April


Gender: Female
Age: 32
Race/ethnicity: White
Location: Seattle
Highest education received: Post-graduate degree (currently pursuing)
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? One

Island Man

How long ago did this hookup happen? A Month

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

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? Chin is a handsome native Hawaiian I met while vacationing on Oahu. He is in his late twenties, black hair, tall and muscular. I met him on the beach after he crashed his surf board into mine. I didn’t know him at all before we met and I was pretty angry with him at first.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was vacationing on Oahu for three weeks. The day of my arrival the weather sucked, storming bad and raining. I got some good pictures of the storm, so it wasn’t all bad but I had been forced to spend most of that first day holed up in my hotel room. My little sister who was supposed to go with me had also bailed at the last minute but I decided to go alone anyway.
Second day there I had awoken to try and get some pictures of the sunrise. The weather had cleared, so I had donned a bikini and decided to go surfing. I had learned as a teenager when my Dad had been stationed in the Philippines. It had been years since I had been on a board, but it all came back to me. There were some nice swells from the storm and I had been surfing for about two hours when Chin went up on the same wave as me. I was first one up making it my wave so this was a big breach of surfing etiquette. I ended up wiping out to avoid hitting him and twisted my ankle badly.
When I reached the beach I limped over and promptly punched him in the face, and laid him out on the beach. My fist was clenched and I was prepared to hit him again when he smiled at me and apologized. It was funny to see a friend of his told me later, him sitting there laid on the beach by a five foot three muscular brunette.
Chin felt really guilty and offered to tape my ankle. He helped me over to a bench and taped my ankle, and said he liked my tattoos. I have a number of them from different phases in my life, but they are generally covered up and not something people normally get to see. Chin then said that my bikini really showed my figure and I was suddenly very aware of how little I was wearing. I have still not quite gotten used to the interest and attention of men since I lost weight.
He offered to buy me breakfast and had to help me to his jeep. I liked having his hands on me. We had breakfast and ended up spending the entire day together. He took me to some lesser known spots to take pictures, he is some sort of nature photographer so he knew the Island well. I put flowers in my hair and let go a little. We went to a luau and danced a bit which was hard for me with a twisted ankle, and we kissed a few times there. Later he took me way up the beach and well away from other people and we laid a blanket down and started making out. We ended up making love under the stars.

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? Chin untied the top of my bikini, and said it was something he had been thinking about doing all day. He looked at me for a  minute, smiled and grabbed and played with my breasts for a minute. He then pulled my bottom off and he took his shorts off. His cock was quite large and we made out naked for another few minutes before I let him inside me. He was gentle and I twisted my legs around him for support. I actually orgasmed about ten minutes later, rare for me because I usually require a lot of foreplay. Chin also orgasmed and once we both finished we cuddled on the beach for a while. I had wanted to, rare for me. At some point I passed out.
I woke up naked the next morning in my hotel room. After Chin and I had made love I had mixed some pain killers with alcohol and had a bad reaction and passed out. Chin had carried me back to my room and put me to bed. He had stayed because he was concerned about me. He had ordered room service and we talked. He said he didn’t normally do something like this but there was something about me. I told him the same, while I was very promiscuous in college it had been years since then. We had breakfast and he asked if I wanted him to go and I said no and Chin and I ended up making love again.
This time was a little different, I gave him oral and let him explode in my mouth something I do not normally do. I got up and rinsed my mouth out and he offered to give me oral but warned me he was not very experienced in this area. I ended up laying down and he fingered me until I came and we cuddled for a while again.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Chin said he had recently been tested clean and I had as well. Still we used condoms that first time and I have been on birth control other than when I was trying to have kids a few years ago since I was 17.  However Chin and I did do a lot of bareback after the first few days.

What were your REASONS for having this hookup? I was a little lonely and horny, and mostly because I wanted to.

Were alcohol or drugs involved? If so, how much? I had a little to drink at the luau. Mixing booze and painkillers and him taking care of me after was something I found sweet.

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? Chin and I ended up spending the rest of my vacation together. He showed me parts of the Island tourists don’t normally get to see. I spent time with him and his friends and I got to be April, not April the abusive department head. A lot of men find my personality a lot to take. Outside the bedroom he was very attentive and seemed to really listen when I talked and we had a lot of fun. We also had a lot of sex and Chin was very attentive to me there as well. And the sex was great. I have never had a man that attentive or devoted to my needs. Chin got me to eat a lot of native dishes, things I would normally not have touched. He also talked me into letting him do a nude painting of me, something I would normally not ever do. I was good with him and liked being around Chin.
The saying all good things must come to and end really applies here. My vacation ran out and Chin  stayed at my room the night before came with me to the airport that morning and I cried a bit and we kissed passionately just before I boarded my plane.
We have stayed in contact in the month I have been back, messaged on Facebook, talked on the phone and Skype, and texted. Some of the texts have been quite dirty, and could be called sexting and we have sent nudes back and forth. We have discussed the possibility of giving something long distance a try a few times but I am just not sure. I have never seen that work and I have found I need sex on a regular basis.
To be honest, I think I have fallen for Chin hard and he for me. I hope we can work something out.

To whom did you talk about the hookup? How did they react? A lot of people knew, photos of us together cropped up on Facebook as I posted them during my vacation. My roommate feels I should try and pursue a relationship with him, says I haven’t lit up this much when talking about a guy since my divorce.

Was this a consensual and/or wanted experience for you? For your partner? For both me and Chin very much.

Do you regret this hookup? If so, why? No not at all. I don’t regret any of it.

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? Great sex with a great person who was attentive and I was very attracted to. Worst part was that it had to end. I felt great about myself the entire time and since.

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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