The Ugly Stranger



What’s your gender? Woman
How old are you? 39
What’s your race/ethnicity? Southeast Asian
What continent do you live on? Asia
What country and/or city do you live in? Cebu, Philippines
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Doctor
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Nymphomaniac
How many sexual partners have you had in your life (including oral sex)? <100
How many hookup stories have you here posted before? 0

The Ugly Stranger

How long ago did this hookup happen? 20 years ago

What was your relationship status at the time? Single

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 was alone at a swanky bar in Cebu getting wasted and looking for someone to fuck. I had been there for over an hour with no decent prospects and went to the bar to grab a drink. Never had trouble finding guys but I was on the hunt for big thick dick. I was wearing a short clingy black dress over my hot young body, braless with a black thong. I was extremely horny, my nipples were so hard and my shaved pussy was moist. I didn’t see the guy at first.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? While waiting for my drink at the bar, I felt a hand slide down my back and squeeze my ass. I had had a few drinks by this time, so instead of looking behind me to see who was touching me, I just leaned on the counter and let him touch me. When I didn’t stop him, he became bolder and slid his hand up my skirt and under my panties. I pushed against his hand, encouraging him to continue. He slid his finger into my already dripping pussy and I clenched around it. I ordered another drink and felt him slide a couple of more fingers into my pussy. It was a crowded bar and when I turned to look at him, he nudged me forward and directed me to go outside the bar.

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? He led me to an alley just beside the bar parking lot with his fingers still inside me. I couldn’t see his face. He bent me over and pulled my skirt up. I tried to look at him but he held my neck so I couldn’t turn. There were several people in the parking lot but I didn’t care if they watched. Without saying anything, he shoved my panties to one side and I felt his thick cock touch my tight pussy and I shoved against it. He started fucking me so hard I couldn’t breathe. I came almost immediately and kept coming as he rammed my pussy. I squeezed his cock so hard I felt he was going to come any second but he pulled his cock out and said he was going to fuck my ass and I would like it. That was the first time he had spoken.

It was also the first time I heard the local thugs hooting and howling. They were calling me a whore and they told him to ram fuck me in the ass. I didn’t care. It actually made me even more wet. I don’t know this for certain but I was probably squinting all over the place. Couldn’t tell, I was dick drunk.

I stayed bent over and felt him take off my panties and slide his cock slowly into my ass. I moaned and pushed against his cock. I felt his fingers playing with my engorged clit and I knew I was gonna come so hard. I told him to ram my ass and make me come. He covered my mouth with his hand and shoved his cock brutally into my ass. I screamed loudly into his hand and bucked against his cock, coming so hard I felt I was gonna pass out. He shoved his fingers into my pussy as he fucked me, and I clenched both ass and pussy as I came over and over. He pulled out his cock and pulled my hair back and made me face him. I saw him for the first time in the dim streetlights and he was ugly as hell and that made me even wetter than I already was. I called him ugly to his face to get a rise out of him. As punishment, he made me kneel in front of him and he said he was gonna come on my face because I was a dirty whore. I knelt and repeatedly slammed my fingers into my dripping pussy as he pulled my hair back. He kept calling me a whore and made me stare at him as he furiously jacked off and spurted his cum all over my face while I came over and over again. He unloaded his last bit of cum by slapping his thick dick on my face.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? I am dripping wet while I’m typing this so I guess that explains how I feel about it.

After he came, he left me kneeling on the street with loads of cum on my face without any bra or panties. He was gone by the time I looked back. It’s a miracle I didn’t get raped by the local thugs. For several nights in a row, I tried looking for him at the same bar but never saw him again. Decades later, I’d still fuck and suck all his cum out of him if I ever see him again. I’d like to think that he still has my panties to inspire him when needed.

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

What were your motives for this hookup? Fun, pleasure, horniness, Intoxication, Submission / Relinquishing power

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? I don’t know

How wanted was this hookup for you at the time? Very

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? My current fuck buddy. We both cum hard when I tell my sex stories and this just happens to be my favorite one.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? I get dripping wet when I recall it. Gotta fuck or masturbate really hard.

What was the WORST thing about this hookup? That it doesn’t happen every day.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Casual sex can be really dangerous but when it works out it can be the most mind blowing experience.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? I want everyone who reads this to at least jack off to it as furiously as one can. Heck, imagine fucking me when you do. Just wanna share the intense pleasure it has given me throughout the years.

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 am not a horrible person for wanting to fuck. That’s just part of who I am. Hot and wet as fuck. It’s important to note though that casual sex must always be safe sex. I don’t want to get sick nor do I want to be a victim of rape. That’s what I tell myself now after surviving all those close calls.

What do you think about the Casual Sex Project? It’s great. We can all share our sexual experiences under the cloak of anonymity. These stories make me wet all the time.

You have a hookup story to share? Submit it here!