Planning Workshop with Bully Girl



What’s your gender? Man
How old are you? Mid-50’s
What’s your race/ethnicity? Southeast Asian
What continent do you live on? Asia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 3

Planning Workshop with Bully Girl

How long ago did this hookup happen? Less than a year and a half ago

What was your relationship status at the time? Same as current status

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

How long did you know the person before this hookup? For 1 to 3 years

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? Bully Girl is a not over 30 yrs old when I met her. She is a bit over 5 ft tall. Asian descent. Simple, but very charming. Very nicely shaped B-Cup 36 inch boobs. A round and sexy petite body, well sculpt by an athletic past in college. I was in my early 50’s when I met her at work. She was assigned to support the department which I headed. She was very bright and attentive to details. Very smart.

She was always smiling and perky every time I bumped into her. After some time of working together, I would catch her staring at me from a distance – and when I would catch her – she would smile and quickly look away. I always thought she was sweet. Very professional and thought was very prim and proper, but had a rather folksy and rugged side to her. Other than being a good person to work with – although I always thought she was pretty and charming, I always looked at her as a young professional old enough to be my daughter.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day, I came to work supporting a rather short haircut. It was dress-down Friday and I was in a rugged collared shirt, jeans and sneakers. As I was in a town-hall meeting in one of our large conference rooms, I suddenly received a text message on my cell, “You look nice today!” It was from her. I knew she was in the room at the time I received the text – so I looked around the room and saw her on the other side of the room directly across from where I was sitting. She gave me a naughty smile and continued turned her head away and towards the speaker at the front.

The following week, we were advised that our management team (about 15 members) had scheduled some kind of offsite planning meeting – by the ocean – in a private home about 4 hours from our office. By the description of the place, it was in a private house on a cliff overlooking the ocean. We were to be there for 3 days and 2 nights. So, as the car pool and rooming assignments were given, I later found out that 3 team members were assigned to ride with me – and one of them was Bully Girl. She came to me the day the assignments were given very excitedly told me, “I am riding with you, sir! I am so excited!” At the time, I took that to mean – as a young professional – she was excited to go to an offsite venue.

On the day of departure for the offsite venue, we found out that the other two people who were supposed to join us – had gone ahead – leaving just the two of us to the car. So, we drove embarked on our 4-hour journey just the two of us – that early morning. During the trip, we talked about everything under the sun. She was light and bubbly – sharing her experiences in college. At one point – she caught me rather off guard – when she candidly talked about of her sexual escapades in college – when she claimed to be with her group hanging out in one of the open garden areas of their university… and shared that she and one friend, she claimed to be a FRAT GUY excused themselves to find a rest room together. And in the process of going to one of the nearby university administrative DQC buildings – she shared that the two of them found a dark corner and had sex in public – standing up! I sort of blushed when she shared the story – then she said – “I am attracted to Frat Guys! You are a Frat Guy, aren’t you?” I blushed.

Then, about 2-hours into our trip, we stopped by gas station to gas-up, stretch, and buy something to drink and eat – to keep us awake. When we got back the car, before I could turn on the ignition, she leaned towards me and pulled me for a nice long wet kiss. i gladly turned all my attention to her, dropping my keys – and returning the favor – as we french kissed and started licking one another’s neck, face and cheeks – between our wet tongue wrestling matches. I reached from under her shirt to touch her breasts to find out she had taken off her bra. I played with her nipples – and started her moaning. Then we both pulled back before getting any further – realizing we may go too far and be late for our trip.

We were both somewhat surprised by what had happened, but we both seemed also hoping something like that would happen. We drove quietly for the next hour – before stopping on the road side to smooch and grope one another for another 10 minutes – before driving again. We probably stopped 4 or 5 times before reaching the venue.

When we got to the venue, we were given our room assignments. As if by some weird design of fate, our rooms were across from one another – separated only by a small corridor. My room was right beside the rest room – and her room was immediately across mine. Her room and my room shared one bath room. The rest of the rooms were in another section of the house – further to the other side – separated by the kitchen and dining room. As we brought our things to our rooms – and we checked out the house – which was beautiful and huge – overlooking the ocean – we knew come night time – our rooms would be isolated from the rest of the team!

We had common lunch and proceeded with the first day of our meeting. The planning meeting continued even after dinner – and we finished the day at around 8pm before separating and going to our separate rooms. We both took turns using the bathroom before going to our respective bed. We noticed that as we turned off the lights – the house and all around was pitch black – other than the view of the ocean and the sky. We both went to our respective rooms. Closed the lights.

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? At about 9pm, I was about to fall asleep – when I heard a knock on my door. I opened it – and I only saw a very feint silhouette – it was Bully Girl – she said, “I am afraid of the dark – can you accompany me for a while?” Sort of sleep walking – I said, okay. I walked with her – and she held my hand being pitch black and led me to her room. She closed the door and I heard her lock the door. Then she immediately put her arms around me and we kissed. In pitch black darkness – with only the sound of the ocean – we kissed and groped one another in the dark. I was in very loose shorts and a tank top. She was in a pair of volleyball shorts and a t-shirt. We hugged, caressed and felt each other… and in 10 minutes we were both naked in the darkness of her room. She guided me to her bed. We reached the bed – and we both lay on it naked while we kissed. She later asked me to stand at the edge of the bed while she – from the sound of it – was shifting position. I stood at the edge of the bed not being able to see anything – when I sudden felt a tongue touch my penis and suddenly her mouth just sucked the length of my penis into her mouth. She had changed position with her head on the edge of the bed near my crotch and her legs were on the other side. She pulled my buttocks to bring my penis closer to her – as she licked my balls one by one – and sucked the part between my balls and my ass. I felt electricty go up my spine and I moaned. I had to fall forward – and I did falling with my face directly above her pussy. She wrapped her legs around my head – and I ended up kissing her pussy. I licked and sucked her clitoris – and put my tongue into her love hole. We both moaned and she had two orgasms…before she pushed me to my back and she decided to ride me reverse cowgirl… because I felt her pussy swallow my penis and felt her hands hold my ankles. She moved like crazy as our bed creaked back and forth – she thrusted and moaned herself to two orgasms before kneeling down on the floor to finish me off with fantastic blowjob!!! This was all in pitch black darkness – we could not see anything – absolutely nothing – except for an occasional silhouette. In pitch black darkness – with the sound of the ocean waves rhythmically splashing – I had one of the biggest orgasms I ever had! And when I finished – she whispered into my ear as she lay on top of me – while licking my ear – she said, “I think will be able to sleep. I am no longer afraid of the dark. You can go now!” And she kissed and nibbled my ear.

I stood up. Put on my shorts and tank top and tip-toed back to my room.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? We both proceeded with our workshop the next day as if nothing happened. We would smile at one another during the entire day. We were well behaved the 2nd night, afraid to get caught – and just happy to have gotten away.

We drove back with other team members riding with us – so we were not able to talk about our adventures on our way back home.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, Making new friends

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? No one.

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? Not at all

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? Exciting… thrill of getting caught!

What was the WORST thing about this hookup? Risk of getting caught!

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!