by XO Lily
What’s your gender? Woman
How old are you? 27
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? New York City
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Head of Marketing
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Pansexual
Any other term(s) that describe your sexuality or sexual identity? Fluid
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 0
The Controllers Office
How long ago did this hookup happen? 2 years
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
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 finance controller at my former company, newly hired, (6 months prior to the incident) sexy 29 year old. Dark hair, dark eyes, perfect smile, athletic build, 6 ft tall, well dressed, smooth talking gentleman. When he started at the office, he picked me out right away as the person he wanted to be his work best friend. When a group of us went out, he paid for my drinks. He said he knew I was smart and could teach him a lot about the operations of the company. He was a true gentleman. We were both in relationships and that was fine. We quickly came to realize that we had undeniable sexual chemistry.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Our undeniable sexual chemistry blossomed quickly. We had lunch together every day, worked late just to spend time together, we’re constantly chatting on hangouts. One day he messaged me and asked me to meet him in the storage room. He needed my help finding some documents I stored back there. When I got back there, he was behind the file cabinets, I walked back, he grabbed me and kissed me, passionately, I was hooked. One make out session turned into a few, and a few late night cocktails.
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? One night we were working late in his office, I was wearing a tight black and white dress, no tights and black heels, and my hair was pulled back into a low bun. He was showing me something on his screen, I leaned over his desk, he could see down my dress, he smiled. I asked what he was smiling about flirtatiously, and he asked “why are we doing this?” I truly didn’t know. I did love my boyfriend, I was just insanely physically attracted to this man, it didn’t hurt that he was attractive and a true gentleman. I could only respond “I don’t know” and he said “you’re the most beautiful thing I’ve ever seen. Can I have you?”
In the moment I felt myself tremble, I knew tonight, it would end up going further. I muttered wow, blushed, looked down to the floor. I was blown away, no phrase had ever made me feel so wanted, desired…I was wet. This was so wrong…but I had never wanted anything more. He got up, came around the desk and told me to stand up. I obliged. He lifted my chin and kissed me passionately, and I kissed back. He pushed me gently into the wall and continued to kiss me deeply. I felt his hand lift my dress and find it’s way to my panties, he rubbed my pussy from outside my panties, and said, “I think you’re a little wet.” I remember moaning loudly at the words. He smiled again, and slipped his fingers underneath. He started to rub my clit and finger me. He wasn’t going to stop until I came. He fingered me and rubbed my clit, he said the sexy and slightly dirty things in my ear, kissed my neck, gave me chills all over my body.
He started fingering me hard while pressing on my clit with his thumb. I started softly screaming out, he covered my mouth with one hand, and stabilized my shaking body against the wall with the other. The most satisfying orgasm, and now all I could think of was giving him one. I pulled out his chair and told him to sit, I took out his very hard and well endowed penis into my hand, bent over at the waist and kissed the tip. I started licking down the length of it as he shuttered. Taking the whole thing in and out, licking, pull out every skill I have tucked away in that dirty little place in my mind, he came in under 5 minutes, like any girl who takes pride in her blog jobs, I swallowed every last drop. He declared that was the best blow job of his life. He gave me some mouthwash from his desk, I freshened up in the bathroom, he kissed me passionately and we called it a night for “work” and grabbed a drink at our favorite pub.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? Yes, one
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? After the hook up, I get guilty, but only when I wasn’t with him. Our sexual desires built, it carried on for 2 more months of the flirting, drinks, lunch, dirty talk, but physically never took it to the level of penetration. We’re still friends, I think we both have some sexual desires to be fulfilled, but we don’t talk about it.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant
What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection
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? Very
Did you consent to this hookup at the time? I gave enthusiastic consent
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? My BFF and she’s the best ever
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? A little bit
Did your partner get emotionally hurt as a result of this hookup? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? It opened my mind about issues in my relationship and I fulfilled extreme sexual desire
What was the WORST thing about this hookup? That we never filled the urge to actually have sex. Somehow we rationalized everything else and stayed in our relationships. My partner knows now.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes definitely
All things considered, how POSITIVE was this experience? Fairly positive
All things considered, how NEGATIVE was this experience? Not at all negative
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