by CurvyCanadian

Gender: Female
Age: 39
Race/ethnicity: Latina/South American
Current location: Ontario, Canada
Highest education received: College degree (eg., BA, BS)
Occupation: Manager
Relationship status: Single
Religious affiliation: Spiritual, not religious
How religious are you? Somewhat
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Kinky
How many sexual partners have you had in your life (including oral sex)? Too many to count
How many hookup stories have you here posted before? None

The Taken Student

How long ago did this hookup happen? Two weeks ago

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…)? One-night Stand
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? He stands about 6′ tall, slim, fair, big blue eyes, short reddish-brown hair. He looks like a cross between Bradley Cooper and Jeremy Renner. Once his clothes came off,  he has nice legs, a cute butt, not very hairy (Eastern European background), he could use some work on his arms… but his cock was perfect!  Cut, not too long, but thick (which I prefer)!

I met him in September of 2014, we took a course together at a local university. Over time, it was discovered the teacher was a bit of kook; constantly flirting with him and a few other male students.  Her sexual innuendos would make for gossip  outside of class.

There was another student in the class, Nick, whom I knew from a previous course, who was sitting near him.  Nick introduced me to The Taken Student. As the weeks progressed, a small group of us would grab coffees during break, grab pints after class, share notes, collaborate on projects and such.

I thought The Taken Student was cute, but I knew he was married. To me he was very friendly, but out of my league (not that I was after him anyway), a man I could never get the eye of; married to a pretty petite English woman, leading a very successful career, living in a posh neighborhood outside of Toronto with an expensive, sexy, sports car to tear around in. I, on the other hand, am poor, driving a rusting ten-year-old econo-box on wheels, single and never married, living in a tiny apartment in the downtown core, walking distance to the University.

It all started one night after class. Four of us, including The Taken Student, had gone over to the local pub. Over drinks and dinner one of our group started to colour the conversation sexual with comments about our kooky teacher. Rightly so, The Taken Student and I are in our late thirties; she was in her early twenties.  She was curious and open-minded.  The more the drinks flowed, so did the conversation. Eventually herself and the other student left; The Taken Student and I were alone.

The conversation turned kinky.  He revealed he had a thing for piercings, something his wife doesn’t have. She was willing to get them for him, but he wanted her to get them on her own volition, not because of him.  I revealed that I had four; both nipples and both lips down below.  His eyes widened and he seemed to flush a little. I suddenly realized that perhaps, his constant paying of my bar tab and picking me up coffees before class, that he wasn’t just being friendly, but perhaps he was attracted to me.

Nothing happened that night.  The class ended with nothing happening between us.  And I was okay with this.  Then the following semester, January 2015, we were each taking courses that the other had already completed, so we exchanged textbooks and notes.  Coincidentally, our courses took place at the same time on the same day.  Again, we’d meet for drinks after class, coffee during breaks and such.  Again a sort of sexual tension on his part towards me.

Fast forward to April; his course ended one week after mine.  So after his last class, him and his classmates went out for drinks and then he decided to visit me to swap back textbooks.  I had on a favorite SoundCloud from a local DJ.  I offered him a drink, we shared a cigarette and small talk.  We were standing in the kitchen.  The feeling was awkward.  He started to smirk and shake his head.
“What’s so funny?”, I ask.
“You gotta bare with me, I’ve been drinking and I have something on my mind that I’ve been wanting to tell you…”
I tilt my head.  I think I know what’s coming.
“I was instantly attracted to you the moment you walked into the classroom.”  It would’ve been silent between us, had it not been the Deep House beats in the background.  “I’m sorry…” he continues as he takes a few steps closer.
“No.  Don’t be sorry.  I think we knew this.”  I said.  A few more words were exchanged, “But you better go, before something happens that shouldn’t happen.”
“Yes, you’re right.”  And so he left.  We wouldn’t talk again for five months.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Now it’s a few days before the Labor Day weekend.  I had a question that only The Taken Student could answer, concerning the subject matter of the course we shared and how I could put it on my resume.  I decided to contact him since months had passed; I thought the tension would’ve died off.

He was happy to hear from me and quickly offered to drop off his notes at my apartment Friday evening.  His wife had gone up north for the long weekend for a bridal shower.  He arrived at my place later than expected, saying that he had been held up at work.  We ended up driving to the local LCBO for his favorite beer, then to a restaurant for dinner, and finally back to my place.

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 chatted for perhaps an hour… and ended up standing in the kitchen again.
“There were two, three guys checking you out at the LCBO.” he said, “But you were with me.  It turned me on.”
I smiled with slight nervousness.  I know this shouldn’t be happening.  I pour myself another glass of wine.
“Do you want to go back to the couch?”  I ask.
“No.” as he walks up to me, pressing me against the counter, taking my face into his hands and kissing me hard.  We pull apart from each other.
“Oh fuck.  I’ve been wanting you for so long.” he continues and resumes to kiss me.  My head is swirling; he’s so friendly and easy-going to the rest of the world… but here he’s aggressive… not what I imagined… but I’m not complaining either.
My summer dress is peeled up, off my body.  He grabs my breasts, pinching the bra in his fists.  I reach behind me, unclasp it, and force him to pause as I carefully and slowly remove the bra.
“Oh,” he growls, “your tits are amazing!… Oh my God you’re so sexy…”
Eventually I get him out of his clothing, we’re both naked in my kitchen.

The entire night was a pleasant surprise for me; as the complete opposite of his wife, he loved my voluptuous body.  He was aggressive and slightly demanding, but very passionate.  He definitely surprised me with his sexual skills, as I did with mine towards him.
“Fuck, you’re a rocket!”  he called out a few times.

In total their was a lot oral, vaginal, used a vibrator on myself and a lot of dirty talk.  (I love dirty talk.)

Did you have an orgasm? Did your partner(s)? I did have an orgasm.He had two.  It took him a long time to orgasm since he admitted to masturbating prior to arriving to my apartment. (He was afraid of shooting his load too soon.  I’d love to know what he was fantasizing about at that time!)  So the first came after much time together, perhaps an hour?  After that I had put my dress back on (sans bra) and that turned him on again, so we had sex a second time around and this time he came in less than ten minutes.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? In mid-fuck he asks me if I’m on the pill. I say yes.
“Ah good… because there’s a lot of pre-cum…”

I’m on the pill and I get tested annually.
The only partner he’s had for the past seven years is his wife.
What were your REASONS for having this hookup?: My reasons?  I was attracted to him… but I really wasn’t expecting it.

His reason for the hookup was because he was attracted to me.  But furthermore  he was attracted to me because I look nothing like his wife.  She appears very safe, very traditional in appearance… but he’s revealed a penchant for a more sexual, even more slutty appearance in women (having dated a stripper and a porn star in his past).  People mistake me for a lesbian because of my haircut, and I’m voluptuous and dress slightly tom-boyish at times (I’m always told I look like Pink; I don’t think so.)  So I think that’s his reason for our hooking up.

Were alcohol or drugs involved? If so, how much? I had a bottle of white wine, and he had beers.  We weren’t messy or anything.  Perhaps the booze gave him (or us) the power to move ahead sexually but we definitely weren’t drunk.

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? We chatted a bit.  He admitted feeling not regret about sleeping with another person, since we both believe monogamy doesn’t work… he regrets that he cheated on his wife.  He asked me what I was expecting… I told him nothing.  He has lots to lose if he’s caught so I told him that I suspected that we won’t talk for months… until we bump into each other at the Graduation Ceremony in November.  He parents and wife will be there… I’ll be attending with my parents.

He asked if he could have a shower (damn, the only place I didn’t clean before his arrival!).  And as I’m helping him in the bathroom (getting him a towel, drawing the hot water), I just casually follow him in and we shower together while chatting.  (This is another of my favourite things.)

Truthfully, I would love to get together with him again… but not while he’s married.  Or in less they open up their marriage.  But realistically, I highly doubt anything will happen again.

To whom did you talk about the hookup? How did they react? My BFF.  He agrees with me that monogamy is not realistic… and that sleeping with a married man is not the issue… it’s the fact that he cheated.  If his marriage was open, the cheating wouldn’t be an issue.

Was this a consensual and/or wanted experience for you? For your partner? It was consensual and wanted for both.

Do you regret this hookup? If so, why? Yeah… because I told myself I wouldn’t do this again.  Ten years ago I had a three year affair with a married man (I was in a committed relationship at the time) that ended in heartbreak for everyone.

This time around, I’d prefer to have sex with someone that at least there’s an opportunity to continue exploring sexually… or continue towards a relationship.

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 the surprise as to how good he was in bed… and his cock.  It was perfect!  I’d love to experience his aggressiveness again.  Or smoke a joint with him next time, then play around in bed and see how that goes.

The worst thing is that he’s married.  So it’ll never happen again.

Had you asked me about hooking up with a married man ten years ago, I would’ve considered ALL of it cheating.  But since then, I’ve experienced polyamory (in the last six years) and I think the only person who did wrong here is him by not asking/telling her about his desire for an open marriage.

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

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

Anything else you want to add about this hookup or anything else? The one thing he said… that keeps rolling around in my mind…
We’re on my bed, he’s mounted me, we’re a hot mess… and he looks down and growls…
“I’m going to be thinking of you when I’m fucking my wife.”
I only reply with another moan because I really don’t know what to say to that…
And now I wonder if that’s actually happened… what is he thinking when he’s screwing her…
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