I was 29 years old, and had just quit my first major corporate job. Had worked 65 hour weeks with no vacation for the previous 3 years, and was absolutely drained, but I had about $100k saved in my bank account so I could afford to take a little time off and travel.

Having no experience with solo travel, I was drunk one night and decided to book a trip to Costa Rica. Left a week later.

I arrived at about 2pm, so instead of trying to shuttle for 2 hours out to the beach immediately I decided that I would spend a night in San Jose and leave after breakfast the next day. Absolute chithole city, and still one of the sketchiest places I've ever. Booked a night at the infamous Hotel Del Rey, which is an old hotel right in the main tourist district of San Jose that is famous for being filled with prostitutes at all times.

Shuttle dropped me off out front, and I walked inside the hotel to check in. Low and behold, at about 3pm there were at least 40 obvious 3rd world looking prostitutes hanging out in the lobby area. This was the daytime crew, and they are all pretty beat looking. I checked in, and the bellhop took me up to the 3rd floor to a shabby room where I had 2 King Sized beds.

Not really knowing what to do, I dropped my stuff in the room, and went back down to the lobby area. Sat on one of the couches looking like an obvious fish out of water, and within like 3-4 minutes one of the girls sat down next to me. She was skinny and looked really tired. Like maybe she hadn't slept the night before. She wasn't really doing anything to sell herself, but after a couple minutes I was bored and I decided to take her up to my room.

So it's like 4PM by this point, still broad daylight, and I have this Costa Rican prostitute in my dingy hotel room. I think I agreed to give her like $30, and after this she pulled my shorts down and started sucking on my dick. After a few minutes it was plenty hard, and she got naked and put a condom on me, and pushed me back onto the bed and hopped onto my dick in cowgirl position. She had kinda droopy boobs, and although she was skinny she had loose skin on her belly(that I didn't see until she took her dress off).

So she's riding me, and not gonna lie it was a little weird to be fuking this 5/10 3rd world prostitute while sober in broad daylight in my hotel room. But I was first day of vacation in full "YOLO" mode, so I decided to have some fun with it. I grabbed her waist, and decided to give her a burst of very firm thrusts while laying on my back.

So I'm hitting it pretty hard and she's leaned over me, and all of a sudden I feel some type of liquid start hitting me in the face. Being super horny at this point, I ignored the wetness and hit it harder for like 60 seconds and then all off a sudden I'm just getting soaked. I look up and there's milk just fuking gushing out of her titties all over my face and body. My hair was soaked with milk, my face was soaked with milk, and my chest was soaked with milk. Once I realized what it was, I kinda came to my senses a bit and pushed the 3rd world hooker off of my lap.

Told her to take the condom off and just jerk me off, which she did and I came within like another 60 seconds. Immediately told her to GTFO of the room, and sat there just grossed out and having a "what the fuk am I doing with my life" type of moment.

The story doesn't have a bad ending though, as I ended up taking a shower and going down to the hotel bar, where I ended up meeting this much hotter 8/10 awesome fun hooker that I took up and fuked twice more later that night.

You're better off it was milk and not "squirting" which it took them 30 years to finally admit it's just urine

Lmao

The story no one asked for, with none of the pics everyone wanted. Another 5 star thread.

didn't read

you'll never be ibby u fat ugly bastard

Oliver Larpdens plz…

Didn't read.

NEGGED tho.

Lol, I have pics of a ton of girls that I’ve fuked on my phone. Including some later from this same trip. But I definitely didn’t take pics of these hookers in the dingy hotel.

My next trip I’ll be very vigilant about pics and make a thread.

So glad I've never paid for it. There are some things you can't undo, I suspect paying for secks is one of them.

I have way better stories than Ibby.

To be honest, although it’s still something I do occasionally when traveling just for fun or entertainment, I’m pretty much over it at this point as well. It’s so easy to get laid while traveling nowadays that hookers are a major downgrade.

I read all of that, and i don't know how exactly to respond lol

We like him infinitely more than you

Cliffs

-Opie lost his virginity in Costa Rica to 5/10 hooker
-She sucked him off and and put a condom on and rode him cowgirl
-Opie felt his face getting wet
-Opie realized she was squirting her breast milf on his face
-Told hooker to finish him off with her hand.

These are the types of made up stories OP likes to post of sex confession subreddits

Lol why would I make up a story about a 5/10 Costa Rican prostitute squirting milk all over me?!?!?

Lol, she was the first hooker. I had probably fuked 15-20 girls before then.

lmao

Can you get aids from breast milk

Perhaps lactaids

Lmao, aren’t you a doctor? You can probably answer this one…

I have no idea why i read that

Free protonz

fraudin as usual

lol but, "why would I make up a story about a 5/10 Costa Rican prostitute squirting milk all over me?!?!?"

What a surprise….

































- No one ever

What a fukkn loser

inb4 thread delete

Bump