by ShutterBug

Gender: Male
Age: 33
Race/ethnicity: White/English
Location: NYC
Highest education received: College degree (eg., BA, BS)
Occupation: Fashion Photographer
Relationship status: Divorced/Single
Religious affiliation: Buddist
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 55-60, It’s right around there but honestly i am not sure of the exact number
How many hookup stories have you here posted before? None

My Night With a Supermodel

How long ago did this hookup happen? A little over a year

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…)? Fuck Buddies

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 can’t say her name here, many people would recognize it. She is a five nine, size zero with long blonde hair and in her mid-twenties. She has a bit of an accent as she is not from the US or England like myself. I will call her Cassie from here on out. Cassie has posed for Vogue, SI Swimsuit, Maxim, just to name a few and she is also a Victoria’s Secret Angel. She has been high up on a few top 100 lists as well.  
I had actually known her for years, I did her first shoot here in the States when she was 18. Unlike most models I actually like her and can carry on a conversation with her. Normally she dates football (and by football I mean soccer for you yanks) players and movie stars so I had no idea I was even on Cassie’s radar.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I will admit I am a bit of a player when it comes to women. Due to some health issues I can’t drink or smoke so women are my one true vice. Now I have worked as a fashion photographer since college and honestly a job where you spend your day with half dressed women is not all that it is cracked up to be, I hate dealing with people in the industry.  
Now I will be honest, most of my hookups have been women I met at work. Fashion designers, assistants, managers, even a model’s sister once and I have also used the line I am a fashion photographer on women. Trust me it works. Even my ex-wife worked in the industry. Mostly I prefer my women a bit more normal and curvier than the standard size zero model.
Now as a rule I have stayed away from the models. I don’t care for them, mostly they are spoiled over privileged and well aware of how attractive they are and the mystique with them wore off for me about a decade ago.
I have done a lot of shoots for Cassie over the years and this one was a little different. She is pretty comfortable with me, a model needs that with a photographer. It had been a rough shoot as her manager had yelled at her for gaining five pounds (I am not kidding) and I haven’t always cared for how models are treated.
We had finished the shoot and everyone but me and Cassie had left my studio. She had changed in the bathroom, and come out in jeans and a t-shirt and glasses, she actually has very poor eyesight. Cassie looked pretty normal and we started talking while she was waiting for a car.  
Not sure what I said or did but Cassie kissed me first on the cheek and then on the lips. We started making out and Cassie was really jamming her tongue down my throat.

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? There is a small bedroom off my studio I have for nights I work late but I won’t sit here and pretend Cassie is the first woman I have had in there. Clothes came off quickly and Cassie let me undress her which was pretty fun. Now I had actually seen her naked before, a body paint shoot for SI a few years back, but I still was pretty turned on. Most men would find her body perfect.  
We made out naked on the bed for a bit, rolling around kissing. I licked and sucked her breasts for a few minutes as well. Not sure how it happened but we ended up with her on top in cowgirl. I penetrated her and brought my hands to her hips for support, I do enjoy that position, but she brought them to her breasts and then rode me. Cassie orgasmed first and I did a few minutes later. It was good sex, I wouldn’t go so far as to say great as it had been a while for both of us and we were unfamiliar with each other’s tastes.
Cassie wanted to cuddle for a bit, and I didn’t mind. We talked for a while, mostly complained about people we work with and her manager. Cassie got dressed about an hour later and left, she probably would have stayed but she had an early flight out of the country.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We discussed that we both had recently tested clean but I still used a condom.

What were your REASONS for having this hookup? It had been a while and I was very attracted to Cassie physically, emotionally, and intellectually.

Were alcohol or drugs involved? If so, how much? As I said I can’t drink and Cassie doesn’t hardly 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? Cassie and I have hooked up a bunch of times since and the sex has gotten really good. While I haven’t really told anyone as we have kept it quiet but we did have to loose the paparazzi in Italy. While it has been just sex we do talk a lot and I could easily see myself in a real relationship with Cassie. She is entering her later twenties now, which showing how shallow the industry is will age her out soon. I know Cassie would like to get out and maybe even start a family and I think she would be open to a relationship with me. She knows unlike most men she has been with I am not just interested in her looks. For now though we will just hook up while we can.

To whom did you talk about the hookup? How did they react? To protect Cassie’s reputation at her request I haven’t told anyone but it is hardly something I am ashamed of.

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

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? Good sex with a great person. Nothing really bad about it other than the difficulties of us trying to find time to be together. However during shoots with her now I have found myself quite distracted and recently Cassie did a air kiss to me while no one was looking and I couldn’t focus the rest of the shoot.
A few things have changed for me, I find myself looking at other women far less and have only had one other hookup in the past year. For me that is a major change and has me reconsidering how I have been with women.

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

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