Jamaica Happy Ending Massages [Girlfriend’s Perspective]

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I was on a vacation with my boyfriend in Jamaica. He wanted to treat us and got us both massages in our chic resort. We spent the day at the beach first, to tan and relax, and then we headed to our appointment. Wearing only my bikini and a short towel, I felt sexy and sensual.

After we checked in, I met my masseur. I loved what I saw. Tall, dark, and muscular. He clearly found me hot as well and I could tell he was being extra nice. My boyfriend’s masseuse was gorgeous too. We split up and each were taken to a private room with dim lights, scented candles and soft music. My masseur said I could keep the bikini on or off, and left the room. I decided to take everything off.

When the massage started, I got goosebumps when I felt his large hands on my body. He commented that I was very fit as he rubbed coconut scented oil all over me. I very softly moaned as he pressed on all the right spots, and told him to massage me harder. He was so strong.

When he got to my legs and thighs, I opened my legs slightly wider. He took the hint and caressed my inner thighs. I told him that he was very good. His hands went further up. I moaned softly, I had goosebumps all over. He massaged higher and skirted quite a while close to my pussy but didn’t dare to cross that line, so I helped him out by moving a little.

He brushed my lips and clit. I moaned loudly. That seemed to boost his confidence and he got the message. It felt so good. Then I felt a finger push inside me. I said “yeah just like that” to make sure he knew I was ok. He kept going, slow but relentless, as he fingered me with one hand, caressing my back with the other. He definitely knew what he was doing. Slowly the pleasure was building up, and I was writhing on the table. Until I couldn’t hold it anymore and came. It was a long draining orgasm. I felt so good and relaxed.

He had thin white scrubs on, but I could tell he was getting hard. That made me feel sexy and powerful. We still had time left on the clock. And as he moved to my side to caress my shoulders, I “accidentally” started stroking his cock through his pants.

He flinched at first but he didn’t seem to mind at all.

I could feel his dick growing and straining against the fabric. By then I was so turned on, he probably could have asked me for anything.

Thankfully, I regained a bit of composure, I had a boyfriend, so I offered to thank him with my mouth. I wanted to smell and taste his cock so badly I couldn’t resist. He nodded, went to lock the door and came back to the table, pulling out his now engorged dick right next to my face.

It was large, uncircumcised and girthy, but not enormous, with a slight curve and a large vein on the side. His hair was trimmed short. His smell, the massage oil and the candles drove me crazy. I was lying on my belly with both arms hanging a bit over the table, comfortably able to use both hands, with which I started caressing his abs and thighs while he took off his clothes.

I started by giving soft kisses on the side of his shaft starting from the base while cupping his balls. He had given me a massage that was quite the experience and I wanted to give him the same. I was going to take my time and enjoy it. When I got to the tip, I finally inserted it in, but just the tip, gently suckling it. He moaned audibly. That made me feel butterflies somewhere deep inside and he resumed softly caressing my shoulders as I was pleasuring him.

I slowly picked up the pace and got into a rhythm alternating between using my tongue and sucking more intensely. I went deeper and deeper on his cock pushing it inside my throat and resisting the natural urge to cry and gag. I wanted this to be sensual, not dirty. His moans and breathing let me know I was on the right track.

He was now holding the sides of my head, his hands joining under my ponytail, pulling me in greedily but gently. I could feel he wanted to push his dick all the way down my throat so badly, but I was enjoying teasing him and staying in control.

The noises of wet cock and soft gags echoed in the room as he started to thrust back and forth. I was now using my hands on his hips to stabilize and control the depth. As nice as this was it couldn’t last forever and soon I felt his cock tense up really hard in my mouth. So I slipped my hands down to his ass and blocked him from pulling out. I couldn’t have him mess up my hair.

His ass muscles tensed up hard as a rock and I felt hot cum gushing down my throat. I coughed a bit but managed to hold everything inside. I swallowed all of his cum which prompted a “good gyal”.

As we went over the allowed time, he helped me clean up and I left. He told me I was welcome anytime and I later saw the receipt had his phone number on it.

I met up with my boyfriend who given the blush and attitude also seemed to have had a good time he didn’t want to talk about just yet. As they say, “All is fair in love and war”.


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