What’s your gender? Woman
How old are you? 22
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Hotel Front desk
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 17
How many hookup stories have you here posted before? 0
How long ago did this hookup happen? 1 month ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? One-night stand
How long did you know the person before this hookup? Just met that day
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? I’m 22 years old, 6’ 2”, long black hair, tan, brown eyes, thin and size 32B. I’m still in great shape from playing college beach volleyball. My legs have always gotten me attention especially when I wear heels. I work the front desk at a hotel and the dress code is professional attire. I’m currently engaged to a guy I’ve been dating for 3 years. He’s a great guy and I’ve never thought of cheating. However, I’ve had plenty of opportunities since I started this job. Being a thin, tall woman, I always hear pick-up lines from businessmen and airline pilots. That’s why hotels have strict policies against employees hooking-up with clients because they don’t want that reputation.
I was checking in a businessman from Asia one morning. According to his passport, he was 4”10 and 66 years old but looked in his 40s. He was wearing a black suit, had smooth skin, and was clean cut. He spoke with broken English as I was entering his information. I noticed he was on the board of directors of a major electronics company in Japan and was in town for the business fair at the downtown convention center. Since he decided to attend at last minute the rooms were full so his company booked this hotel for him. He began complimenting me “You are tall and beautiful American Woman.” I thanked him.
I gave him the room key and he asked if I would accompany him to the convention. I told him I would need my manager’s approval due to the company’s policy. I was thinking: I haven’t got to dress up nice in a long time, I get off work at 4 pm, and my fiancé texted and was working overtime on a midnight shift. It was a black tie affair so I assumed it would be innocent fun. My manager talked with the guy and since it was just going to be a harmless dinner event, he was fine as long as I wanted to go. I agreed to meet him at the front desk around 6:30pm.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I went home and changed into a dinner gown I had worn on vacation with my boyfriend one year ago. It was navy blue lace, form-fitting, semi-sheer, above the knee with a slit that stopped at my ass. The matching heels were 5 inches. I met the guy and I could tell he was excited. We took a cab to the event and he kept introducing me as his “American date”. We socialized and ate dinner in a private booth. He told me his wife of 45 years had recently died and was still heartbroken. This was his first trip out of the country trip and thanked me for being his date. He was a very humble man. I thought the event would have lasted longer but it ended around 9 pm.
We took a cab back to the hotel and he begged me to come back to his room for a drink on the balcony. I didn’t have anything else to do and this guy was behaving so I agreed. I do work at this hotel and I didn’t want to use the front entrance. I agreed on the condition that we needed to use the side entrance.
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 got inside the room and I went to the balcony. He asked me to come inside. When I walked back in I noticed he was naked. I was shocked. He took my hand and led me to the bedroom and pointed to his penis and said, “Time to have fun. American Date.” I noticed he was not groomed and his penis was barely sticking out from all the hair. He was as thick as my middle finger and 3.5 to 4 inches long. I don’t know what came over me but I felt sorry for the guy and gave him a blow job. He held my head and spoke Japanese. I couldn’t tell what he was saying and it didn’t take him long to orgasm. It felt like the thin mist of throat spray in my mouth, much different from the thick warm ropes of cum my current and past boyfriends can produce. I wasn’t about to swallow, so I ran to the bathroom to spit and rinse. I had to get his pubic hair out of my mouth and teeth. I used the complimentary toothbrush and mouth wash.
I came back and he was rolling a tiny but very thick condom down his penis and asked me to have sex. I had gone this far. I was curious if I could even feel him. I thought. “What the hell. He’s wearing a condom.”
I undressed, laid on the bed and spread my legs open. He got on top and began to lick my boobs like you would eat soft serve ice cream. I felt his penis poke inside my vagina and he began fucking me at a very fast pace and began speaking Japanese. The tip of his short penis instantly found my g-spot and his super fast thrusts sent me into an orgasm within seconds. He finished quickly. The entire moment lasted around 5 minutes. I was impressed he made me orgasm.
He motioned for me to turn around. I figured he wanted to try doggy so stuck my ass in the air. I felt his tongue exploring and he did a good job in my vagina. Then he began licking my butthole. That was a first for me and I thought it was weird at first but it felt really good when he began to swirl and poke. He finished giving me oral and was ready to have sex.
We had to adjust to get the angle of entry right because he’s a short (I’m talking about his height LOL) and I have long legs. I felt his penis enter my ass. I’ve never tried or done anal with anyone and was about to say something but I knew his penis was short and thin so I let him continue. It felt like the tip of a soft pinky massaging my ass hole. He began to speak in Japanese as he began fast jackrabbit thrusts. The tip of his penis was hitting the thin layer of skin between my anus and vagina. I couldn’t believe I was enjoying the sensation as he kept up the short and quick thrusts. I had an orgasm and he grabbed my hips and went faster. It felt so good, I was grabbing the bed and pounding on the mattress. I begged him to go faster. I had the longest and best orgasm EVER! He pulled me as tight as he could and began talking Japanese and I felt something wet and spraying inside me. When he let go I noticed he wasn’t wearing a condom and had came inside me.
I ran to the bathroom and sat on the toilet. I’m glad he didn’t cum very much but I was pissed. I put on my cloths and when I came out, he was in a robe and thanked me for a great time. I let him know I wasn’t happy about not wearing a condom, surprise anal and cumming in my ass.
How sexually satisfying was this hookup? A little
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? I got home, took a shower then a bath. I also washed everything I was wearing and tossed out my panties. After a glass of wine, I was relaxed enough to take in what happed. Reluctantly, I got the money and began to count it. I don’t know if the guy thought I was that good (LOL) or he had no concept of US currency because it added up to $6,300, I’m sure it was the latter.
Thankfully, I was off work the next day and when I returned to work he was already gone.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Condoms
What were your motives for this hookup? Learning new things, experimenting, Felt sorry for the guy
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? Somewhat
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.
I would never tell my boyfriend. I don’t think he would end things with me if he heard the entire story. I know he would laugh because I got $6,300 for that weird experience. He would be a little jealous because I let someone else be the first in my ass because he’s been trying to get in my backdoor for years.
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? Somewhat
Why do you regret this hookup? I let him fuck me in the ass and cum inside me without a condom.
What was the BEST thing about this hookup? My first interracial sexual experience was with an Asian guy 20 years older than my dad. I think that’s hot.
Having two orgasms.
My first anal experience and I had an orgasm.
What was the WORST thing about this hookup? Having sex with no condom. I went the next day to get tested and everything is OK.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’ve been with many guys over the years but only a few have given me an orgasm. I’ve heard “It’s not the size but how you use it” That’s true.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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