In 2003, a little film called “Pirates of the Caribbean” hit the theaters. That year’s hot costume was born. Some of us liked the pirate life long before the movie. I grew up in a beach town and we had pirate days and stuff at my school. Once I saw the movie, I knew those old costumes could be useful, so I picked them up from home and took them to college.
I wasn’t in a frat, but I had a group of friends that were kind of like a frat. Four of us lived together with two of them having girlfriends there pretty much full time. We had parties monthly. Well, they were more like get togethers where we’d smoke pot and talk about life after graduation or legalizing weed or libertarian politics vs. far left politics. It was a different time.
Anyway, so we were having this big Halloween bash. I was going to be a fairly decent pirate and not the cheap ones. I was single for the first Halloween in awhile. I was excited. Day of the party gets there and we’ve got the place decked out. It started off laid back, but then we started playing King’s Cup and it got pretty lit from there.
I was a little toasty and wandering around when I saw my first pirate wench. I yelled “ARRRRRRR, thar she blows!” and climbed over the couch towards her. I kept the pirate accent up and she was laughing and trying her best to give the wench roleplay a try. She was about 5’5″, brunette in a messy tieback, stacked chest (DD, at least) and a decent ass, too. She was a curvy girl, and I was in lust. I convinced her to follow me on my quest to get more alcohol.
We were drinking and hanging out when another girl dressed as a female pirate joined us in much the same manner I found my wench. She yelled in a pirate voice and stalked over like she was going to challenge me to a duel and then sad, “nice costume, matey.” I introduced her to the wench, whose name was Abigail. The pirate introduced herself as “Mary the Red.” An accurate name for the pale freckly redhead. Mary was about 5′, skinny, her costume flowed around her, and was boisterous. I got her a drink and the three of us got to talking about our costumes, then classes, then just bullshitting while drunk.
I told them they were crew at some point and instructed them not to leave my side. I made the rounds at the party and to my surprise they both followed. I introduced them to every group I made nice with and then we ended up in the backyard chilling because the pirate outfit was rather warm. I sat in the middle of the couch and was immediately flanked by Mary and Abby. Abby rested her head on my shoulder while Mary gabbed away.
I felt Abby’s fingers on my hand and before long we were holding hands. I could see on Mary’s face she started looking disappointed. I had had a threesome before, but I wasn’t trying for one here so I did this next part being nice. I took her hand in my other so I was holding both girls hands. She cheered up again and her and Abby got to talking while I chilled and tried to sober up a bit.
I excused myself and went to the bathroom. I knew the outfit was a little warm, so I cleaned up while I was in there. I figured either Mary or Abby was going to be tonight’s festivities and wanted to make sure that I was ready. When I got back they were sitting together and talking conspiratorially. “What are you two up to?” I asked with a smile. Abby said she was feeling cold and wanted to know if we could all go to my room.
“Do you lasses want to see the captain’s quarters then?” They both laughed and it broke the ice. I just hoped I didn’t break the sexual tension, so I quickly followed up, “let’s go,” and grabbed their hands. We made our way through the house to get fresh drinks and then to my room, which I lock on these parties. Letting us in, I locked it again behind me. When I turned around they were both sitting on my bed nervously playing with their solo cups.
Mary sat hers on my nightstand and grabbed a deck of cards I had left out. She shuffled expertly and I half-jokingly asked if they wanted to play strip poker. What I didn’t know is that while I was in the bathroom they were both talking and decided if I didn’t pick one of them, neither was going to stop if things kept going, tacitly agreeing to a threesome f it came to it. Without hesitation, Mary dealt 5-card draw to three hands.
Abby lost round one and stripped off her shoes. Mary lost round two against Abby and took off her boots. Abby was next and needed helping out of the fake corset that came with her costume. I was already semi-hard from the prospect, but watching Mary help her out of her clothes gave me a full hard on which would not abate until I came.
Skipping ahead a few rounds, I was in my hat and a pair of boxers. Mary was was in her pirate coat, having taken the shirt underneath instead of it, and a pair of pink Victoria’s Secret panties. Abby was topless in her own panties and talking about it being cold. I lost this round and opted to take off the boxers. They both watched as I stood and pulled them down, cock springing free and bobbing in the air in front of them. A quick giggle and then I jumped on Abby. “I’ll warm you up.”
She squealed “I can feel your dick on me! Ahhhh!” Mary laughed and fell over on the bed. I moved to her and started tickling her sides up under the coat, grazing her bare breasts, while Abby recovered next to us. I felt Abby try to tickle me but I just growled and tickled back. We were basically three-way wrestling when my face was really close to Abby’s and I kissed her. She kissed back with gusto.
We broke and I looked at Mary who just said, “That was hot,” and seemed genuine about it. I pulled her by her coat and kissed her while I laid on top of Abby. “My turn,” Abby said after a few seconds. I broke and she pulled Mary to her and kissed her, much to both our surprises. We ended up in a mostly naked drunk three-way make out sesh for what felt like forever but was probably only 5 minutes and included us removing the rest of our clothes.
My hands started wandering and I channeled those drum lessons using on on each girl between their legs. In unison, my middle fingers dipped down, teasing their lips. Mary had more pronounced outer labia and Abbey’s felt more like an “innie,” which I found later was a correct assessment. I teased and played and they started making out and playing with each other’s breasts. I made my way down and started eating them both out in turn and they held fingers and giggled and made noises that could have made me cum on a less drinking night.
I made Abby cum with my mouth but Mary, ironically, was a bit more shy about cumming in front of people. Abby pulled Mary’s face close and looked in her eyes while I adjusted until I felt that familiar sensation of “right there” a woman’s hips give when you are doing a good thing. Abby held eye contact with her and she finally came, loudly, on my face.
I made my way back up and they both kissed me greedily. Mary made the first move down my body and started blowing me while Abby and I made out and I sucked on her big nipples. Abby returned the favor sucking my nipple and then joined Mary. They both giggled and acted like the first time it was for them and took turns sucking me. “Do you wanna go first?” Mary asked Abby, gripping my cock by the base and moving it around like a toy. Abby nodded and began her ascent.
She straddled me and Mary helped guide me to her slit and then into her. She started grinding back and forth on me like I was her pillow with a dildo attached and Mary made her way to my mouth and kissed me while I was used. She put her tiny tit in my mouth and talked dirty to me like “Yeah, baby, suck my titty.” which was hot and silly at the same time. “Can I sit on your face?” I said sure. Abby had her eyes closed and was moaning now grinding away on me.
Mary straddled my chest facing Abby and slowly backed up over my mouth. She started riding my tongue hard and fast and I heard the distinct sound of the two women kissing. While fun, it’s pretty difficult to concentrate with that much going on and she eventually climbed off. I grabbed Abby’s thick ass and pounded into her pussy in rhythm with her grinding and in several thrusts she was cumming again. As she slowed I pulled her off and she collapsed next to me, draping a leg over my belly and holding me tight.
Mary climbing on top and put my inside her and started riding the same as Abby, back and forth grinding her pelvis against mine. Having Abby on me, I could only get one hand on her tiny tight ass cheek, but I matched her rhythm as well and thrust upward. She leaned back, putting her hands on my thighs for balance, and Abby said, “holy shit…” under her breath. I felt her hand move down my body and I followed it. You could see my dick thrusting through Mary’s tummy. Abby placed her hand on the spot and pushed slightly. Mary came instantly.
And violently. She shook and moaned loudly and hunched her body twitching until she collapsed on top of me. Thanks to the miracle of pre-party masturbation and a few drinks, I was still ready to go. I pulled out of her and slid her off me. Abby asked, “did you cum yet?” and I shook my head. “Fuck.” She pulled her leg off and got on all fours. “Fuck me doggy?”
I climbed behind her and pushed inside and began railing her really hard. My hips crashing against her big ass I reached up and grabbed a handful of hair and just pounded her hard as fuck. Mary was rubbing her clit next to us saying all kinds of nasty shit like, “Fuck her like she owes you money.” It was hot, but wasn’t helping me to cum, so I grabbed her wrist and pulled her closer. I took her hands and put them on Abby’s ass and she took the hint helping me fuck Abby deeper. The look of her sweet freckled face rested on the small of Abby’s back did it. I threw my head back, pulled out, and came all over Mary’s face, Abby’s back and hair, and then myself.
Mary tensed on the first load hitting her, but didn’t move and kept smiling. When I was done, she asked for a towel and I grabbed one from the side table. She wiped herself and Abby up and the three of us cuddled in the bed together. The party was still going outside but we laid there content and relaxed anyway. When it finally died down, Abby had fallen asleep and Mary and I talked until we both fell asleep, too.
The three of us hooked up a couple times after that, and Mary and I dated for a bit, but Abby had a conflicting schedule mostly. College was a lot of fun for hookups with low pressure.
Source: reddit.com/r/gonewildstories/comments/yewb3m/mff_a_pirates_life_for_me