Tag Archives: Stories from the Road

Stories from the Road: Isabella, Hot Caramel Latina


More memories from my expat adventures on Hispaniola

Stories from the Road | Bro Stories from my Travels

There I was in the middle of another idyllic tropical afternoon. I like to check in on a dating app I use once in a while to see what kind of tail is in town. I had seen this girl pop up from time to time on the app, and would later discover she lives in Santo Domingo but comes here to schmooze with the wealthy gringo expats and, though she won’t say it, look for one to take care of her as she impacts with The Wall in the next few years.

Meantime, she is 29, and although impact with The Wall is on the horizon this girl really has it going on. She’s still a stunner, and really must have been something when she was younger. Light brown skin, well kept hair, very pretty, with perky breasts and legs that evoke an old Bukowski quote in my mind…the one where he says there is a certain mystique about a woman’s legs, and a man always imagines there’s something more than just a cunt at the end of them. This girl definitely got my imagination flowing looking at her pictures, and then later, seeing her in person she did not disappoint.


I love being surrounded by women like this

Anyway, I made my move. “Hola, como estas. Cuando vamos tomar una cerveza?” She was quick on the response. After the usual pleasantries and such the conversation took a turn towards my intentions. She asked if I had a girlfriend, and of course assholes don’t care what women think so I said, “Si.” After some flirting and gaming and general assholery, she must have been taken in by my boldness and invited me over to her place by sending me a map. After sneaking out of the house while my main girlfriend was out, I walked around the barrios of town just after dark looking for her place but I could never find it. It was not to be that night. The map was wrong! Goddammit! After texting her to tell her the map she sent me was totally wrong, we talked and I finally figured out the general neighborhood she was in. But, my girl came home so we would have to wait to get this thing on until the next day.

The next afternoon, I found a way to get out of the house under the guise of walking for exercise, and Isabella told me she would stand outside and wait for me near the little vacation house she has, and that all I needed to do was find the road she was on. I found her, and after looking both ways to make sure nobody was following me and nobody who knew my main girl was around, I walked back with her to her place.

I walked in, and we talked for a few minutes while I marveled at her beautiful caramel body. When Latin women have it, they have it going on. I sent her photo to several of my closest bros and they all agreed she was quite the trophy. I knew it would never last because she was a high-class girl looking for an expensive meal ticket. But, I could at least visit the playground and break it in for some rich boy who she would no doubt end up with.


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First time intercourse is always a little awkward especially when you have just met a girl in person a few minutes before you are inside of them. She was even better looking than her photos. For a 29-year old, Isabella really has a great body. Before I knew it I had her bra off and her nipple in my mouth. I remember her dark nipples and the suppleness of her breasts. Before long I had her cunt in my face (I usually don’t do oral with strange girls but she was very clean) so I went for it.

The next thing I knew she was on top, then I was hitting it from behind, then I was on top. She really knows how to move en la cama so this ended up being 45 minutes of pure pleasure for the both of us. It was quite a ride. She really knows what she’s doing, much more than my regular girlfriend.

Before I knew it, I was sneaking down to her little place every few days and we were getting nasty together. But, this brings up one word of caution for the man considering becoming a player. Once a man gets used to strange all the time he will forever be craving that next “high” with a new chick. Something changes in the male mind and one sex partner, no matter how sexy and how awesome, just doesn’t do it anymore. After a few weeks of our on and off again sexual escapades and her trying to probe me to see if I would leave my girlfriend and go back to Santo Domingo with her, she had to go back home and I let her go. Alone.

She continued to invite me down to see her home in the capital but I had already moved on. I will always remember her though, as this girl is a real stunner and I had an awesome time wearing it out. She was incredibly sexy. But me, being the spoiled man I have turned into have already moved on to new pursuits with strange, new women. I’ve been through so much with women in my life once the thrill is gone, so am I. I have no patience for their needs and their lies and their wants. I tried it that way when I was younger, being the nice guy. It didn’t work. This does.

To those who would criticize: Don’t hate the player, hate the game. I’ve been on both sides of this coin, and trust me this is the better side to be on.

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Stories from the Road: That Moment


That moment at the pool table

Stories from the Road | Bro Stories from my Travels

So, I’m hanging out again last night with a very hot Haitian girl (she actually looks like a model). Incidentally, she’s the same sweet girl I wrote about a few days ago. Let’s call her Melanie. In any case, we are playing pool and drinking a few beers in between some fiery Salsa and Bachata dancing, when who walks in but another one of my flings, a lighter skinned girl (let’s call her Johnna) and her new beau. They start playing pool at the table right beside us.

That moment, I could tell Johnna was feeling awkward. I had already had a few beers so I didn’t feel awkward like her. I would stare at her and smile just to get a reaction out of her. (A little background on Johnna and me, we’ve partied together and screwed around on numerous occasions. She has openly professed she would like to be my girl and I really like her as a friend, but I know it’s best to leave things at friendship in this particular case.) There’s obviously still a spark between Johnna and I just based on how she was acting during the pool game. She would stare at me and give me huge smiles and smoldering looks while her dude wasn’t looking. She was looking at me more than she was her date.

Meantime, I was trying not to be so obvious around Melanie, but it did feel good in the fact there were two hot girls playing pool side by side at two different tables and I have banged both of them numerous times. Melanie remained clueless that I knew Johnna, but Johnna’s new guy must have seen the fiery looks Joanna and I were giving each other (trying to hide it as best we could) because he quickly whisked her out of the club after she gave me a “I want to do some blow with you and fuck the shit out of you” look.

I’ll never forget the way I felt being caught in that particular (but secret) love triangle. I sometimes go through several women a week, but these two are special to me and it was amazing to have them side by side if only for an hour or so.

Long story short, we stumbled home and Melanie gave me another one of the best nights of my life at her place. She’s really quite a thrill in bed, and loves to have sex with me. I’m sure I’ll run into Johnna again sometime soon.

That’s the latest installment from mi vida loca. By the way, I won both games with my chica even though she is quickly improving her game. She is beautiful and talented. Ha. Until next time…

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Stories from the Road: Staying Up All Night Partying with and Banging a Hot Black Girl


Just capped off a multi-day romp with what will be one of the most memorable girls of my life, one similar in appearance to this model

Stories from the Road | Bro Stories from my Travels

This article is the beginning of series occasionally detailing some highs and lows from my adventures abroad chasing hot chicks and having other sorts of mischievous fun. So, let’s get right to business detailing some time I spent with a hot Haitian girl.

To me, there is nothing like a sweet girl. But this girl goes beyond sweet, she is dripping with sweetness. She exudes it from her pores. It is her essence. As soon as I met her I knew she was different. Best of all, she’s 20 years old. Her breasts are firm and supple. And I need not mention the beauties of the black behind as any man who has eyes knows when black girls have it, it’s jaw dropping. (Not the fat asses of American black women. The natural amazing curve that thinner black women abroad have). As soon as we met I knew this was going to be one of those electric relationships, ever how long it lasts. After a night of caliente salsa dancing at the discoteca, we ended up back at her place listening to Kompas and all other kinds of music. She invited me over. Hey, who am to refuse.

Oh, for those interested in aesthetics this song also comes to mind. (I couldn’t feel my face, either). I know it was one of the many jams playing when I turned on the music at her place.


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We spent 3 or 4 days together having some of the hottest, nastiest sex ever. I was amazed at just how much she enjoys bumping and grinding and everything in between. I don’t know about you but I love having a chick sit on my face and wriggle (to borrow a line from Airplane!). Then her on top, me on top, and every position in between. She’s one of those girls who really enjoys sex, and these kinds of girls are just electric in bed.

In between sex we would head out to the food carts at 4 am, or I would send her out for a tostada the next morning. Or we would go play pool, dance, and drink it up. It was one of those whimsical, magical flings. Fun from beginning to end, when a man sincerely enjoys the company of the girl he’s just met. Call it being high on love, or lust.

After several days of sex and fun, with things like me showing her how to drive a motorcycle at the beach, to me dodging the other chicks in town I know by taking the back roads when we would go out, to us smoking hookah in a bar, it was unfortunately time for me to go. She was practically begging me not to leave her, apparently Game really worked on this chick. Even as hardened as I have become towards women through a lifetime of seeing their tricks in action, I couldn’t help but return the kindness to her. She ate it up. I’ll never forget this girl I met on a random encounter in a discoteca for the rest of my life.

I’ll surely be looking her up again soon.

Gentlemen, I believe the key to living a great life lies not in what kind of material crap we buy, but in the awesome experiences we have. This is one of those times where I didn’t care that we were hanging out in her one room apartment for several days and I had one bag of clothes with me and my laptop and tablet. It was all about the experience and the adventure of being with a girl that really loved being with me and I loved being with her.

This simple experience and being able to have more like it on a regular basis makes anything back home pale in comparison. Like butterfly’s wings being touched, when a man realizes that the price of all the garbage he has been conditioned to buy is to enrich some CEO at his expense and only to maximize quarterly profits, it’s enough to spark a revolt in his mind. Fuck you and your 60 hour a week Puritan work ethic, Matrix tax farmers. Some of us have found a way to have an awesome life on much less cash and crap than you’ve told us we need.

This enchanting ebony babe will now and forever be immortalized in my memory and in print. What an experience. This short story helps illustrate why I will always have a special place in my heart for the black girls I’ve dated and had flings with. It’s fun being around them.

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