Went to DR for the first time with a buddy in June 2005. We were there to mainly soak up the sun and play some golf and we choose DR because it's relatively cheap compared to other Caribbean islands. We later find out its a good place to monger. We stayed at a all-inclusive resort Playa Real about 30-45 minutes outside of Santo Domingo. Right at the airport, a guy came up to us asking if we wanted to see some chicas. He said he was a tour guide and can show us around, we just took his cell number and he hail us a taxi.
While at the resort, we met a hotel employee named Raul and he said he is a personal tour guide in his off hours. He picked us up in his car at a gift shop down the street because he doesn't want people from the hotel to know. He took us to Boca Chica, we roamed the bars until we found a couple of cute chicas (solid 8s) to our liking. The hotel doesn't allow guest but Raul knows how to sneak them in from the side, if we get caught just tip the security guard. We brought the girls back for a overnight liason, my damage was $25 US for Raul, chica-ask for 3000 dominican-agreed 2500, plus drinks at the bars. My buddy paid similar cost. We shared a double-room, so we also got to sample each other's chicas.
On the last day, Raul took us to a local place a few minutes from the hotel, I think it's called Illusions night club basically a brothel. Chicas are mostly 5s-7s, I got a 7 for 1000 dominican. Stayed for a couple of hours until Raul came back to pick us up.
All in all a good trip, played a couple of rounds of golf at Metro Country Club nearby, do the water activities and mongered. Will definately go back to DR, not at the same place though, probably go to Sousa next.