An Aggressive Cougar



What’s your gender? Man
How old are you? 25
What’s your race/ethnicity? Black
What continent do you live on? Europe
What country and/or city do you live in? France
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Journalist
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

An Aggressive Cougar

How long ago did this hookup happen? earlier this week

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than 6 months

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? The cougar (let’s call her that to not reveal names) is a professional woman in her late 40s, or maybe she’s even older than 50, I am not sure. She is in a higher position than me at a French TV station. We work together, and I often take the role of her assistant.

The Cougar is maybe 170 cm tall, with white skin, and shoulder long reddish hair, which is probably dyed. Although she does wear makeup, you can tell that she is a little wrinkly around the eyes. The job seems to have worn her out. Physically she is very fit, I was amazed how muscular she is when I got to touch her body. She has nice big breasts too. She is very lively, confident, and good looking for her age. She is single.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? About 2 months ago, I started a new job at this TV station. It is very important that I keep this job, as it is a possible step into a career in journalism. It is pretty stressful, as I am trying to finish my studies at the same time. The hours are often irregular, and my girlfriend can never expect when to see me. She is ok with that, as she has her own busy life. We get along very well and are even planning to move in together in the near future. The Cougar seemed to have set eyes on me ever since we met. She frequently touched me, made sexual references, flirted with me, etc. I always tried to simply ignore it. I tried the tactic of mentioning my girlfriend in conversation, but that did not deter her.

On Tuesday, we had a particularly long day together. It involved a lot of driving around, and she was the driver. The whole day she had been flirting heavily. I couldn’t stop her as I don’t dare to be too direct because she is pretty important and I can’t risk to offend her. After we were done, she invited me out for a drink. I accepted because I guessed I had to. I thought she would drive us to a bar, but instead, she was driving to her apartment! I didn’t know what to say, couldn’t make up my mind and ended up on her sofa. The apartment was remarkably tidy, almost like a hotel room or something. Maybe because she is never at home or maybe she had planned everything and cleaned up before she lured me to her place.

She offered me some cognac and started a conversation. She was really friendly but got too close for comfort for me. I really felt uncomfortable. I thought of my girlfriend, I thought of my career, I thought of what the outcome of this would be, I thought of ways of getting out of there. I was hoping my girlfriend would ring me and I had an excuse to leave. Well, that didn’t happen. At one point, the Cougar had enough of me not making any advances and just put her arm around me and pulled me close to her. Before I knew it, I had her tongue in my mouth. Ok, I admit, I did get aroused, but I didn’t really want to, but also didn’t know what else to do so I kissed her 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? The Cougar had her hands all over my body. She commented on what a good looking young man I was, etc. At one point she put my hands on her boobs saying: “Don’t you want to touch those?” I dutifully started feeling her up and I began to enjoy the experience. My girlfriend is flat-chested, so this was a nice opportunity. The Cougar got her breasts out and I had my fun with them. Soon, she asked me to take my t-shirt off and then she was onto my pants. I wasn’t hard yet because I was still nervous about the whole situation, but then she got my dick out and started to lick…and her blowjob was so amazing! She brought me sensations I honestly have never had before. I was rock hard within a minute and remained so. Her tongue was twirling around my dick, she licked my balls, she took it in deeply, she teased me. She even bit me slightly. I don’t know what this woman really did with her mouth to my dick, but it brought me to heaven. Fortunately, she stopped before I came.

The Cougar got fully undressed and pulled a condom out of her purse. She put it on me and then she sat on me. I was sitting on the couch and she straddled me in a riding position. She started to fuck me, hard. During the fuck, she would at times press her boobs into my face or aggressively kiss me with her tongue in my mouth. It was an exciting fuck, very hard and fast. I soon had an orgasm and she shrieked when she came.

I had hoped that was it over and that I was allowed to go now, but the Cougar pulled me into her bedroom. Her hands were all over my body. She pinched my arse, laid down on me and started kissing me again. When that wasn’t enough, she started stroking my cock. I dutifully massaged her clitoris while she demonstrated her incredible oral skills for a second time. When I was fully stiff, she put a condom on me again and demanded that I fuck her for a second time.

I did so in the missionary position. I was already tired, so it took quite a while. The Cougar moaned and demanded that I fuck her harder. I did my best and finally climaxed. I am not sure whether I made her climax for the second time because she didn’t shriek like the first time, but I think she had convulsions, so probably. I really didn’t want to spend the night with the Cougar, so I told her I had to leave. I got out of the apartment as quickly as possible and then went straight home and showered.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? Well, the Cougar was very friendly to me at work, perhaps friendlier than before the event. She hasn’t told me to visit her again yet, but that may happen. I feel bad about this regarding my girlfriend. I don’t want to cheat on her but I also realize that this job is pretty important to me and I don’t know how to tell the Cougar that I don’t want to have sex with her or what consequences this will have for me.

Now, this may sound as if I didn’t enjoy the sex. I have to admit that I did. The blowjob, for example, was amazing, the best I have ever received, but I still feel it is strange to have sex with someone from work and it shouldn’t happen, especially because I have a girlfriend. I don’t know if and how I can stop the cheating from happening again. On the one hand, I am afraid every day at work that the Cougar will tell me to go to her apartment again, on the other hand, it was good sex and I know I would enjoy it again, but I’d feel guilty about it. I am also afraid to make the Cougar angry at me, fearing negative consequences at work. I feel I am at her mercy.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Peer pressure, Didn’t want to disappoint my partner, Just happened, I don’t know why, just went along with it, I didn’t want it but was unable to stop it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Not at all

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I have not dared to tell anyone about it. I need to come to terms with it myself. I certainly will not mention it to anyone at work. I can’t bring myself to tell my girlfriend. I am happy enough that the situation is that my girlfriend has little chance of finding out about it if this affair will go on for longer.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Somewhat

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Somewhat

Why do you regret this hookup? I shouldn’t do something like this. I have a girlfriend. Also, it is strictly speaking unprofessional. I am sorry that I started my career with something dirty like this. If it comes out, people may even think I did it for professional favours.

What was the BEST thing about this hookup? The blowjobs were just wonderful and I enjoyed playing with big breasts.

What was the WORST thing about this hookup? The shame and the guilt, the fear of being caught, the anxiety I feel of it happening again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Well, I know now that age plays much less of a role in sex than I had thought. I have learned that women can be very aggressive when it comes to pursuing sex. I never had sex with anyone so fast.

I feel uncomfortable about myself and my workplace situation now that this has happened.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? Somewhat negative

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I don’t have a problem with casual sex, I guess it happens all the time, but I think people shouldn’t use their power over others to get sex.

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