by Suddenly Single

Gender: Male
Age: 30
Race/ethnicity: Mixed
Current location: Richmond, VA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Lawyer
Relationship status: Seeing Someone
Religious affiliation: Baptist
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? None


Nicole becomes Nikky


How long ago did this hookup happen? Six Months

How would you best classify this hookup? Casual Relationship

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? I had known Nicole for years, we had started at the Firm at the same time.  She’s a brunette about five six, a little curvy but still very attractive.  She all ways dresses and looks professional.  We had worked together on a bunch of cases and had always worked well together.  She had also dated a friend of mine for a time a few years back so I knew her pretty well.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I think I should share a little of my background here.  I met my ex Andy my first term in college and she was the first woman I ever had sex with.  We fell in love, moved in together and I went on to finish law school.  We relocated, had two children and I started at the Firm.  Without my even realizing it nearly eleven years had gone by.
Things imploded between me and Andy rather quickly.  I learned of infidelity on her part, she had cheated on me a few times with a coworker.  I tried to work past this but came home one day to find she had packed her clothes and taken the kids and gone to her sisters.  She left a note that said we were over.
I was crushed, Andy and I were together over a decade.  While we were never married, we had talked about it and she was pretty much my common law wife.  I found myself suddenly single.
Friends took me out and tried to set me up over the next few months but I quickly learned I was not very good with women.  Still I had my first one night stand and had a short fling with a  woman I met at the gym.  
Now as for me and Nichole.  I had dropped by her place one night as we were working on a case for a client.  She answered the door in jeans and a tank top and had her hair down, she looked far different than I had ever seen her and I suddenly found myself very attracted to her.
We worked on the case for a while and had dinner, and I took a chance and flirted with her a bit and she did back.  I also took another chance and kissed her and she kissed 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? We started making out and Nichole whispered in my ear it had been a while since she had a man inside her.  I ended up fucking her right there on the floor, taking her top and bra off and pinning her down.  I sucked her breasts before penetrating her until I finished inside her and she pulled my hair a bit, we were both a bit rough.  It also took a while for me to come so she ended up with carpet burns on her back.

We moved to her bedroom after that where we fucked a second time, this time with her in cowgirl which was her favorite position.  Basically we stayed up most of the night having wild, vigorous sex and I could compose a brief on it here but to make it short we tried a bunch of different positions and also oral . Nichole was very eager and enthusiastic and was clearly really enjoying herself.  We fell asleep for a little bit and I awoke and showered and left in the morning, we wanted to be careful to go into work separately and I happened to call her Nikki on my way out, a nickname that stuck.  I also had fingernail marks on my arms and chest and was quite sore, and also a few hickeys.  We also agreed that we wanted to hook up again.

Did you have an orgasm? Did your partner(s)? A bunch of times each, I lost track of how much.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We foolishly didn’t discuss or talk about it but Nikki took a morning after pill.  We would only talk about STIs after this and fortunately, we were both clean.

What were your REASONS for having this hookup? I would say it was little more than pure lust

Were alcohol or drugs involved? If so, how much? Not at all

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? Nikki and I have settled into a casual but monogamous relationship.  We go to the movies, have been few art shows and have dinner once and a while.  We also have a lot of sex.  I can easily picture a future with her and we have been together about six months and I feel things are turning serious, however the firm has made it difficult for workplace couples in the past so this could be an issue for us.

To whom did you talk about the hookup? How did they react? Two close friends who were not that surprised. I also told the friend that Nikki had dated right away, he was happy for me and said he always thought we might hook up if the circumstances were right.

Was this a consensual and/or wanted experience for you? For your partner? Yes for us both

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? Best part is some amazing sex with a great person, worst part has been keeping it from work but I think Nikki and I are enjoying the secret aspect of it.  Not sure this hookup has changed in any way I feel about sex, but I feel great right now and I am happy.

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

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

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