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Vanessa, 27

What do you do for a living?
I'm a teacher. 

Do you have a favorite hook-up story?
I have two good stories. The first one: there was this guy I went gone to college with, this hot football player. He had really big muscles and was very attractive. He had a girlfriend throughout all of college, but we always had this flirtation. After college, he was in New York one weekend, and we met up and went back to my place to hook up. It was unusual for both of us because we had both gotten out of serious relationships. But he couldn't get it up.

Oh no!
He just couldn't. He was drunk, and it was also his first time hooking up with somebody after being in a relationship for eight years. Eight years!

The only thing missing is the anti-depressants. 
So, fast-forward two years. I had a four-hour layover in Miami, where this guy lives, so I called him and we went out to lunch. Then we went back to his place and he just came toward me and was like, "I really want to try again." And he leaned in and gave me a really passionate kiss. I was like, "Are you kidding?" And he ripped off his shirt and was like, "Do I look like I'm kidding?" So we had a very intense lovemaking scene. I haven't seen him since. He calls when he's in New York, but you know, now I'm in a relationship.

Nice. Okay, I want to hear the other story.
It's about another guy from college. He was my friend, and very attractive — he was my typical f-buddy. Between relationships, I'd always come to him and he'd always be available and willing. The last time that I called him, I had been in a long-term relationship, so I hadn't seen him in about two years. We were both in our twenties at this point, and he came back to my place. I had just moved into a new apartment. And he had completely changed. He was all over the place, like a jackrabbit. We stopped, we talked, we tried it again. It was awful.

Oh my God. 
The next day, I went to Ikea with my parents to get some furniture, and we came back and started assembling it. My apartment was right above the super's apartment. The super and his wife were very Christian — they had a Jesus fish outside their door and everything. We were hammering things, and the wife knocked on the door. She said, "What is all this noise?" And we were like, "Oh, we're hammering, sorry." And she goes, "But what was all the noise last night?" In front of my parents. We didn't have the greatest relationship after that, the super's wife and I. 

 

 

 

Steve, 33

What do you do for a living?
I'm a director of HR for a nonprofit.

Does that get you dates?
No. I used to DJ. That got me a lot of dates.

Do you have any crazy hook-up stories from DJing?
Let's just say they actually paid me money to play music, and girls would hit on me all night.

They would slip you their numbers and stuff?
I used to have a book where I wrote down song requests, and it's full of names and numbers.

What kind of girl do you go for?
Outgoing, social, and very smart. I like someone who is strong and independent. I like a girl who can make her own decisions, who can be spontaneous and grounded at the same time. It's hard to find.

That's a tall order, yeah.
And of course, because of my hobby, I love a girl who can dance. It's more important than cooking.

Do you have any crazy exes?
I went out with this girl once, and we'd been drinking for awhile when she told me that she wasn't supposed to drink, because she was a recovering alcoholic. So then I had to drive this drunk girl home. She lived at her parents' place out in bumfuck New Jersey, and it was late, so I slept over. I guess her parents smelled the alcohol, because they were like, "How could you do this? And there's a guy here?" So I literally left out the window, and ran to the train station. I thought the dad was going to kill me. I was just trying to be a nice guy!

So, how many times have you had men threatening you?
Like three or four. Maybe five.

What's the craziest place you've had sex?
On a ski lift.

Wait, how did that happen?
It's not as smooth as you think.

It doesn't sound smooth at all!
We were on it for a long time, and it was enclosed. So I was just like, "We have to." It's like the mile-high club.

So it was like a tram? I was imagining one of those benches.
Don't do it. Just don't do it. I didn't say it was successful.

 

 

 

Lola, 35

What do you do for a living?
I'm a doctor.

Does that get you dates?
No. Not at all.

Have you ever been offended in the bedroom?
I dated someone who didn't really enjoy going down on women, and I found that offensive. 

Did you talk to him about it?
Yes. He said it was his issue about intimacy, and it wasn't about me. He assured me that he just needed to get over it. And then he never really got over it.

That's such a line, "I just have intimacy problems." 
I made it clear that I was not pleased. 

Do you have any favorite hook-up stories?
Yes! I went to my ten-year high-school reunion, and at one point, I was standing next to this guy who I had a huge crush on in seventh grade. I told him I used to have a crush on him, and he definitely seemed happy to hear it. Later, I got up to go to the bathroom and when I came out he was standing right there. I was like, "What are you doing?" And he was like, "I was hoping I might kiss you." He kissed me and, like, it was instantaneously amazing. After everyone had left we kept making out in the lobby — the reunion was at a hotel. I was like, "We can't keep making out here." So we decided to just get a room. Once we were up there, we started going at it, but we realized neither of us had a condom.

What? Oh no!
And I was like, "Shit, what are we going to do?" So I called the front desk and asked if they had vending machines with condoms down there. And the guy on the phone was like, "No, but there's a 7-Eleven down the road, I can call you a taxi if you want to come down." We went down, got in a taxi and rode half a mile to the 7-Eleven, where we got condoms and Gatorade and cookies and all sorts of shit. The taxi cost us, like, twenty-five dollars. And then we went back to the hotel and I had the best sex of my life. All night. With my seventh-grade crush. 

That's like some crazy fantasy.
I was impressed with myself. I had some good instincts as a seventh grader.

Interviews by Meghan Pleticha. Photography by Sean McGurn.

Comments ( 18 )

I would go down on Lola

Ryan commented on May 27 10 at 2:04 am

I would go down on Lola and Amelia

l commented on May 27 10 at 3:43 am

I think Lola is a guy.

Schmoo commented on May 27 10 at 7:20 am

Also Chris is Alan Cummings' long-lost brother.

schmoo commented on May 27 10 at 7:21 am

He's Alan Cumming's sheepish long-lost brother.

@schmoo commented on May 27 10 at 9:22 am

Ok, I'm guessing Gabriel's GF isn't some HS girl he chaperoned, but it kind of sounds that way...

Hooksexupsystem commented on May 27 10 at 10:04 am

I've got to love that Vanessa. She's pretty, and cute, and sexy and then she's innocently saying things like "Between relationships, I'd always come to him and he'd always be available and willing," as if she's surprised that he'd want to do it with a girl like her!! Whether she's being cute or coy, doesn't matter, gotta love it.

Ed H commented on May 27 10 at 11:33 am

Gabriel makes me feel awkward for him with that toiletry kit story. Shudder.

Little Fiend commented on May 27 10 at 11:39 am

Vanessa is, without doubt, the cutest ever to appear on this feature.

SK commented on May 27 10 at 11:43 am

Now Chris is black? Wait, I see, the picture for Chris is now Steve. Sheesh, Hooksexup, how can we make judgemental statements on these people based on their appearances if you keep moving their pics around!

Schmoo commented on May 27 10 at 11:53 am

Lola is kind of full of herself

AD commented on May 27 10 at 1:00 pm

"It's more important than cooking." Nice, Steve. Nice.

raay commented on May 27 10 at 1:59 pm

I think the toiletry story is incredibly endearing!

BH commented on May 27 10 at 2:31 pm

Gabriel is a Sutherland (Donald, Kiefer).

d5 commented on May 27 10 at 8:50 pm

"Jesus, that's someone's daughter." If they're old enough and consenting, why should it be a problem? As a parent, you might not be pleased to find out what your daughter is up to, but that seems like her business, not yours.

KS commented on May 27 10 at 10:36 pm

The best sex of her life? With a condom? She must never have had a health-trustworthy lover - and how can a Dr, not have access to reliable non-intrusive contraception? How sad.

Sorry but.... commented on May 28 10 at 7:08 am

Well it actually makes even more sex that she uses condoms if she's a doctor...And I tell you, being protected makes you enjoy sex more as you don't imagine what STDs you could get.

Shrude commented on May 28 10 at 8:16 am

Haha I meant to say "makes more sense"!!!

Shrude commented on May 28 10 at 8:16 am

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