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It's been more than a year since my last post. I'm not sure why I'm posting again but I guess I like the attention.
While I was an Assistant Cruise Director I made friends with a female production show singer who was just at a place in her life where she didn't want drama, so she rarely appeared at Crew parties or night club outings. It also meant no boyfriends, and no hook ups. That didn't mean she wasn't horny. In fact, we bonded over simple things like my onboard conquests and some of her past misadventures. Usually these explicit chats were had late at night in the smoking area outside of the Crew Bar after we both had been drinking heavily and, usually, they ended with me offering my services to her. Unfortunately, she always declined with a parting catch phrase, "You're such a slut! Goodnight!" We'll call her Desiree.
This story isn't about Desiree. It's about her friend, Portia, who was sailing as 'crew family' late into my contract. Portia was Desiree's old friend and had been her wing man during some of the adventures I had heard about during our late-night chats. By this time, my friendship with Desiree had been well established, so I was introduced to Portia, of course.
Portia was a tall girl with long dark hair and a nice body. Her personality was similar to Desiree's, bubbly with a casually sarcastic bite that fit my sense of humor. I wouldn't say we were best friends right away, but Desiree was making the effort to show her friend a good time, so I had a lot of opportunities to get face time with Portia in the Crew areas.
That's right. While technically a guest, Portia had been vetted as 'family' and had an ID that allowed her to enter Crew areas. She was supposed to be escorted in those areas at all times, but this was flexible because she was bunking in Desiree's single cabin. On a port day I caught her heading towards the loading area and stopped her in her tracks with a deep, imposing voice.
"Where's your escort!?" My voice boomed and made Portia jump.
Her hand clung to her breast as she realized it was me having a laugh. "You scared me!" she snapped playfully. Then, with a sigh, she breathlessly said, I'm lost."
She did this exaggerated pouty thing with her eyes and I rubbed her back to play along as I pointed her in the right direction. Later, we laughed about it with Desiree when I saw them in the Staff Mess. That night, the pair were at the Crew Bar, but Desiree left early because she had a re-block in the morning and I chatted with Portia who stayed past last call.
Portia lived in the major metropolitan area closest to my hometown. We bonded over that and she mentioned how much she enjoyed the activities I hosted. Her job was to produce 'off Broadway' shows, and assured me that her opinion was an expert one. I was genuinely interested in hearing about her life in the city but I was awake way too late to get a restful sleep before my early morning, so I didn't ask her to follow me to my cabin, that night. Desiree's cabin was on the way to my own so I walked Portia to her deck and made her promise to get Desiree dressed for the night club the next evening, the last of the sailing.
Portia kept her word and lobbied Desiree to shower and dress after the second production show. I had scheduled myself for 'show watch' knowing Portia would be in the audience. I found her before the show and we talked, and she came back around where I stood after the curtains closed. I made Portia pinky-promise that she would bring Desiree out of her cabin and meet me in the Crew Bar. That was my next stop and I ordered a pre-night club drink and sat at a corner table with one of the Entertainment Staff. When Portia entered the Crew Bar alone, I caught her eye and shook my head in disappointment.
"She's coming! I promise," she said as she moved across the room. Not having to adhere to the Crew dress-code, Portia wore a black blouse that covered her 36DDs and straight-cut jeans that were tight on her hips but wide at her ankles above her fashionable sneakers.
Sure enough, just as Portia had finished her first beverage, Desiree opened the Crew Bar door and stood there for a moment as she spotted us clapping our hands with mocking applause. She stomped through the lounge wearing a tight dress and Doc Martens. The dress had thin shoulder straps and no support for her B cup breasts, but showed a hint of her puffy nipples. The boots were technically non-compliant with the 'elegant' attire rule, but she could get away with it. She stood at our table with her fists on her hips. "I'm here, but I'm not drinking. Come on, lets get going."
I looked at Portia and she looked at me. We stood up and pushed Desiree out of the Crew Bar and the three of us walked to the night club. There were other members of the show cast and Entertainment staff who would be joining us. One male dancer and the E-staff host I was originally drinking with followed us out. That five-some stuck together for a while until the club got busier and more of the crew joined the fun.
As the night rolled on, I stuck near Desiree and Portia as I continued to vibe with the 'crew family' as we drank and danced. It was barely after midnight when Desiree looked at Portia with her bottom lip pushed out. Portia gave her a hug and said, "Have a good night."
"Lame!" I crossed my arms and shook my head as I looked down from the 7 inches I had on Desiree.
Her face became even more exaggerated as her lips pulled down in to a deep frown that somehow drooped her eyes like a cartoon dog. "I did it. I came out," she said feebly. I kept my posture and she added. "Portia will stay out with you!"
I changed my face into a warm smile and opened my arms to give Desiree a goodnight hug. With my arms around her friend, I turned to Portia and said, "You don't have to stay out for me."
"But I want to." Instantly, Portia screwed up her face after she said that. Desiree whipped her head in her friend's direction, her cheek against my chest, as Portia avoided eye contact with her.
The cute, little singer stepped back. "Well, have fun, you two." She stepped backwards and waved at us before turning to leave the night club. Portia and I looked at each other and ordered another round of drinks.
These nights tend to go the same. Crew Bar, night club, pizza spot on the buffet deck. We lagged at the back of Crew walking towards the elevators when Portia expressed that she didn't really care for pizza. I put my hand on her back and turned her towards a Crew Area door that I knew led in a direction much closer to my cabin than the show cast's cabins. I lived on Deck 0, the first above sea level, in a corridor that had cabins for fly-in entertainers, think comedians and magicians.
I just led Portia towards my cabin, fully aware that she was finally orienting herself to the layout of the ship. She didn't stop but did ask, "Are you taking me to your cabin?"
"Is that OK?" I asked, casually.
"Yes. Very OK," she replied.
When I opened the door to that cabin, we were looking at my bed against the far wall. Above the bed was a port hole and at that time of night we could see the moonlight reflecting off the ocean on the calm seas.
"Oh shit. You have a window," she said, and walked straight for it, kneeling in my bed to look out.
"It's a port hole, technically." The door shut behind me as she turned back with a smile. The ceiling light was off, but the desk light made the middle of the room glow orange.
As she peered through the thick glass, her hand pulled on the heavy, steel door meant to cover the hole. The hinges screeched and she turned back with her eyes wide.
"I'm supposed to close that if the seas are really rough," I explained. When she inquired further, I added, "Sometimes it's rocky enough that the water comes up to the window. Er, port hole." I had taken a few steps closer and now twisted the desk light shut. When Portia looked back again she saw that the port hole let in the blue glow of the moonlight fill the cabin.
She bit her bottom lip and focused her eyes on mine. "I have to pee," she said quickly, before she jumped off the bed, her fingers leaving the port hole door that now hung over the bed.
We both had to pee, so she went first as I took off my tie and suit jacket. By the time I kicked off my shoes and put them away it was my turn. During my long pee I heard her playfully shout, "God, what's taking so long!"
When I stepped out of the small bathroom, Portia was sitting in my bed with a slight smile on her face. She had pulled off her boots and I knew she was going to stay for a while. I sat next to her on the bed, arm around her back, and we leaned into each other's lips.
The kiss lingered with our lips and tongues teasing each other. My one hand reached across my body so I could run my finger tips up the stretchy denim clinging to her thigh. Upon reaching her waist line, my fingers lingered at the button before moving up her abdomen. My hand closed around her left breast and she moaned into my mouth. I continued to flick my tongue over hers as I felt her nipple perk up through her top and her bra. I moved my hand to the other breast.
Portia's left hand stroked my chest. Her mouth hung open as I work on the right nipple. As her lips fell away, I kissed her cheek and down her neck. It was my opportunity to pull her top off and she obliged by raising her arms in the air. Next, my fingers pinched the bra clasp between her shoulder blades. Portia's jaw dropped as her loose bra straps hung off her shoulders. "Did you just? You sonofabitch."
Her nipples were rock hard and her hands were clumsily clawing at my body. I stood up as I unbuttoned my shirt and Portia began to unbuckle my belt. As I pulled the shirt from my shoulders, Portia already had my cock in her mouth as she palmed by balls. After taking a loud, sloppy suck of my hard-on, she looked up at me with her big, dark eyes. "Do you have a condom?" she asked.
She pulled down her jeans and panties while I finished kicking off my slacks and briefs. My hard cock bounced in front of me as I pulled a condom out of a drawer. "Wait," Portia said as she sat on the bed. Her mouth was back on my cock for a few more deep sucks. "Lay down."
I rolled the condom down my length and laid back in the bed. Portia straddled my hips as she pushed the port hole door against the wall, a comical screech roared from the rusty hinges, then guided my cock inside her. Her walls enveloped my length and she laid her body on mine as she rocked her hips. Her breasts were pressed into my pecs as I gripped her ass. Her soft body slid over me as she grinded her pelvic bone into mine.
Her breath became rapid on my neck. She lifted her head with her eyes closed and I stared into her open mouth. She pressed her hands into my chest as she mashed her clit at the base of my cock. I moved my hands from her ass and pinched her pointed nipples. She arched her back and whipped her hair.
GONG! Screech. The sound made my eyes pop out.
While Portia was riding my cock, the port hole door must have swung over the bed on it's now loose hinges. Just as Portia was about to cum, her head crashed into the heavy steel. She doubled forward and her pussy clenched my cock. She cried out and when she laughed, I joined her with a sympathetic chuckle.
"Oh my God. Are you OK?" I asked as my hands caressed her hips as she rubbed the back of her head.
"Fuck that hurt," she said, as she turned her head and reached for the port hole cover. She pushed it hard and it swung towards the wall and slowly came back.
"Nope. That's not gonna do," I said. She climbed off me and I secured the port hole door. Portia sat back where I was just laying as I knelt on the mattress with a sticky condom still clinging to my hard cock. Portia was watching me as I slid a hidden hook into an anchoring hole. She was still rubbing her head but I felt her eyes on my body.
"I've never touched this thing before," I said to her, referring to the port hole cover. "We can stop if you want."
She raised an eyebrow to me. "The fuck we are. I was so close! I'll be fine, just slightly concussed." She slid her ass down towards me as I positioned myself between her spread legs.
As I propped my body over hers, I couldn't stop myself from laughing. "You banged my port hole," I said.
Portia busted out a laugh but quickly scrunched up her facial features and slapped my chest. "Now, you better bang mine!"
And I did. I pushed my rock solid erection deep inside her and bucked my hips as I looked into her eyes. She pulled her legs back and met the eye contact as her breasts jiggled from the force of my thrusts. I leaned in and kissed her as her finger tips gripped my chest.
She was moaning in my mouth as I felt her pussy become more lubricated. Her hand pulled at my shoulder and I laid my body on hers as I kissed her neck and tightened my kegels. I held on for as long as I could, which was, admittedly, not much longer. Portia's pussy was still spasming as I began to release my load into the rubber.
Our bodies continued to rock together as we reached climax and tumbled down from the high. After the clean up, Portia and I kissed a while longer before she started to get dressed. She had to disembark the ship in the morning and still had some packing to do. Plus, it seemed she felt awkward that she hooked up with a friend of her friend.
We agreed to find each other on social media, and I did see Portia twice more for some naughty fun. However, this was one dirty story I didn't play on divulging to Desiree. Not because she wasn't aware or would disapprove, but because I thought it would hit too close to home to be sexy. It would have been like telling her the details about banging her sister.
I think Portia felt the same. One late night, Desiree mentioned her friend. "Portia told me to tell you that she's still concussed. What does that mean?"
If you'd like to hear more of my dirty ship life stories, find them here. In the comments, let me know if you'd like to hear more and if you prefer to hear about fellow crew or guests that I hooked up with.
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