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I decided to start writing up some adventures from my "other life." Years ago, I had worked on cruise ships, which resulted in five years of of sexual experiences with fellow crew and many guests. This is one of those experiences, but if you'd like to catch up on my previous posts, check here.
I've been enjoying the comments and DM's from the people curious about my onboard experiences. A DM conversation made me recall this threesome experience and how hot it was. When this night occurred, I had been sleeping with two women who, other than it being their first contracts, were very different physically and sexually.
The first of these women was a Scottish Spa girl I'll call Skye. Skye was petite with sharp features. She was barely nineteen and had a little booty and palm sized breasts. She had a flat stomach, but I wouldn't really call her athletic. Her hair was also died a deep, unnatural red and when she was in the crew bar it was typically in full make-up.
Conveniently, her cabin was across the hallway from mine and the first time we really talked her roommate had locked her out. I was doing laundry and I had some time to kill, so we chilled in my cabin until her roommate returned. Being an Assistant Cruise Director at the time, I had my own cabin, which was impressive to her.
We continued to talk for a while and there was one night that she got particularly messy at the crew bar and asked me to walk her back. I did just that and dropped her off with her roommate, who acted impressed that I could resist a half-conscious Steiner (the company all cruise ship spa staff work for). For this, I got the reputation with Skye's closest friends for being a gentleman, which, conversely, meant they were really pushing for her and me to hook up, even when Skye was clearly intoxicated.
And Skye really couldn't hold her liquor. There was one night that her friends pushed her to follow me when I was leaving the crew bar. I could tell she was more than tipsy, but she wanted to join me in my cabin and I obliged in hopes that she would sober up. Instead, she had to hurl within two minutes of us relaxing on my bed. When she came back from the bathroom she told me we could have sex. I declined for, what should be, obvious reasons, but we did cuddle until she felt better and was ready to go back to her cabin.
There was a crew party the night we finally hooked up. This party was on the open deck and we found a private corner to start making out in. We were quickly caught and decided to leave the party to make some entertainment of our own. Back in my cabin, things heated up and I learned that she had a very unique way of getting off.
Skye needed all the lights off and my cabin was below sea level, so this literally meant pitch black. I really like to see what's going on and wanted to turn on the desk light, but Skye convinced me to try it her way by saying, "Just feel it."
Skye liked it slow. Her favorite was to lay on top of me, belly to belly, with my cock filling her. Remember, she was quite petite. It was almost like we were just 'soaking,' but she would move her hips subtly as I held her against me. She would buck her hips a little, just grinding her clit on me until her body shivered over mine. We tried with me on top, but she didn't really want me to be in control. I would have my arms at her sides, gripping her ass, while she wrapped her legs around me and bucked. We would always finish with her on top, which made it take a long time for me to cum, but I think that was a plus for her.
I only had sex with Skye a handful of times. It was casual and after the first few encounters I was also talking to a bubbly twenty two year old from South of the Mason-Dixon line. We will call her Harper.
Harper was a blonde, curly-haired firecracker with a curvy body and soft features. I wouldn't call her a Southern Belle type, but more of a 'Country girl' type. Her crew bar style was a flowy sundress that showed a lot of cleavage and her favorite cowboy boots. She worked as a youth program counselor and, since that was my first job on ships, we bonded over that and American pop-culture. With Harper, there was no long seduction or matchmaking from her friends. One evening we were in the crew bar and I found an opportunity to ask her if she wanted to come back to my cabin and she said, "Yes."
Harper liked to fuck. Each time we got together it was hard and rough, in multiple positions, and for several rounds, if we had the energy. She could ride a dick and I loved making her big breasts jiggle when I was on top. I really tried using protection with her, but she hated condoms and loved cum-shots on her tits. Another thing we enjoyed doing was dirty talk. The hottest example was after she made friends with a couple of guests who seemed into me, she had me tell her how I would fuck them as I was railing her that night. To be honest, I was much more sexually compatible with Harper and we were quickly fucking regularly.
On the night of the threesome, I was in in the guest nightclub where a lot of crew had taken over. I was sitting next to Harper on a couch along the wall with a view of the dancefloor. There was an empty space next to me and I was surprised when Skye approached. She took the seat and began a conversation with Harper. Between the loud music and their unique accents, I had no idea what they were talking about, but they were both leaning across my lap as they gossiped, or whatever.
I wasn't aware that they knew each other and, as far as I knew, this could have been their first conversation. One of my friends who knew my business looked at me like trouble was brewing, but I find awkwardness entertaining, so I was interested in seeing what my two lovers would do.
Harper was gripping my knee and Skye had her shoulder leaned into my chest. I had an arm around Harper's waist and the fingers of my other hand tickled Skye's bare thigh. I expected Skye to pull away or Harper to politely pull me away, but neither of those things happened. Instead, they talked while I sat back and 'people-watched.' This went on well after our drinks were finished and I really think they were in some test of stamina, competing for my attention. I ended the showdown when I put a hand between each of their shoulder blades and leaned into the conversation.
"Do you guys want to get out of here?" I asked.
They looked at each other and agreed. We all stood up and I led the way to my cabin as they continued talking like besties. I have no idea what they were thinking in the moment, but when I unlocked my door Harper went right in as Skye looked at her nearby cabin. I nodded towards my open room and she followed Harper inside. Harper sat on the bed as Skye stood there awkwardly. With the door closed, I offered the two young women a drink, which they both declined, but my hands were already rubbing Skye's shoulders.
"How does a Spa girl get so stiff?" I asked standing behind her as I massaged a knot in her shoulder.
"I work in the salon. And I'm on my feet all day," Skye said as she exhaled.
Harper was already sitting on the bed watching me massage the little Scot. "Didn't you learn how to give massages in spa academy?" I asked and kept making small talk about her training and had her give me pointers as I massaged her.
I already had the straps of Skye's dress off her shoulders and she was barefoot when Harper asked, "Can you show me some of that?"
Skye opened her eyes and said, "Sure."
I immediately volunteered myself to be the subject and began to unbutton my shirt. I laid on the bed face down as Skye guided Harper and they both poked and massaged my back. I would interrupt with dumb shit like asking them to massage topless, or to use their butt cheeks instead of their hands. That would make them laugh and Skye would say something about it being unprofessional before Harper encouraged us to basically all be in our underwear. I said something that made Harper pull my briefs down and slap my bare ass.
"You're giving me a boner!" I shouted at her.
"Show me!" was Harper's reply.
Skye had this wide eyed look as I flipped over and Harper pulled my briefs down. She didn't get right to sucking my dick, but when I said, "I know you want to," Harper enthusiastically went down.
When she came up for air she asked Skye to help. "She doesn't suck dick," I said flatly, hoping Harper would just keep going.
"Yes, she does," Harper said, which convinced Skye to give it a try. Now, Skye had a small mouth, and this wasn't typically her thing, so she sucked at the head and used her tongue a little.
I wanted to make the most of the situation, so after Skye pulled up I asked, "Who wants to fuck?"
Harper said Skye should go first, so I went to grab a condom while the two women negotiated the lights. We decided that the desk light was acceptable after I was able toss a shirt over the shelf it was under to make a shade. I laid back in the bed and Skye laid on top of me, our usual position.
Harper watched for a while as Skye grinded on me, then encouraged her to sit up and 'ride' me. Skye did just that, sitting with me length pushed up inside her while she grinded on me. This allowed me to make out with Harper and use my hands on her big breasts and wet pussy. Eventually, Skye was ready to cum, but needed to lay on top of my body again and grind. I kneaded her ass cheeks as her whole body shook.
Harper was impressed with the result and wanted to try this technique. When Skye rolled off, I was ready to switch the condom, but Harper just took her place and push my cock inside her. Harper found it difficult to take it slow, but I kept my hands on her ass to prevent her from bucking too hard. At one point, I tried to keep Skye included and reached out to touch her, but she pet my arm and kept my hand away from her pussy. Harper had a mini orgasm before she stopped laying on me. When she rolled off she insisted it was time to make me cum.
It wasn't my intention, but at that point we basically left Skye out. I got between Harper's legs and she pulled the condom off my shaft before I pushed my length inside her. I was holding myself over her body so I could watch those big tits bounce in sync with my thrusts. Harper couldn't resist saying dirty shit.
"Fuck me hard! Cum all over me!"
I pounded her hard, as requested, but between my alcohol buzz and having to perform for our audience of one, it took some time for the overwhelming urge to cum to hit me. The build up to my climax edged me to an impressive explosion. The first stream flew over Harper's body and hit her lips. The rest of my load was scattered across her tits and stomach.
Harper licked my cum off her lips. She asked Skye if she wanted to taste it, and to my surprise, Skye dipped her finger in the pool on Harper's chest and put it in her little mouth.
I left the bed to get Harper a towel and Skye began to climb back into her dress. I gave her a hug and a kiss before she left, then I joined Harper in my bed. We were exhausted and fell asleep together quickly.
After that night, Skye backed off and we didn't sleep together again, although we did keep in touch beyond our time on ships.
Harper continued to be my main until I left that ship. I knew she wanted to become more serious, and I think her motivation for the threesome was to give me something I wanted to convince me she was my kind of girl. She wasn't wrong, but I had less than a month left in my contract by the time she shared me with Skye.
Things with Harper went the same way, stayed in contact but lost touch over time, although I do know that she eventually married an Eastern European bar waiter and has at least one kid.
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