I used to work as a prep cook at a ski resort when I was 18. I lived in a small apartment with several friends about a kilometre from the restaurant, and would walk across the village to get to work. It was summer and there were plenty of people around for downhill mountain biking, hiking and some other activities, but it was also a spot for bachelor and bachelorette parties.
I knew a lot of the people who lived up there full-time and we would hang out at each other’s establishments. It was a small community and a lot of the staff were foreigners with limited supports. There was a surprisingly good number of bosses that kept us fed and full of a few beers. The bad bosses lost all their best staff to the good ones, so there was some self interest, but we knew who had the big hearts. It was Friday, and every Friday I finished my early shift and hung out at my friend’s work while he finished up his day shift. I was always fed lunch and a beer because if the dinner prep team was running late I would help out. Most of our friends worked Friday nights so we would chill after work until everyone else clocked out.
As I finished my sandwich a bachelorette party walked in for drinks. They were loud and clearly had just started their crawl. There were 13 women all in their late 20s. One of the girls walked straight up to my friend and after a brief conversation she planted a passionate kiss on him. The other women cheered and they took out a piece of paper to mark off their accomplishment. Ahh yes, the classic list of debauchery, a way to help uptight women let loose without shame. ‘Kiss a waiter’ is alright at 3:30 PM but at 1:00 AM it’s best avoided. My friend could have said no but the woman was a raven-haired goddess. After the kiss I could tell he was giving them the warning. The village venues were wary of bach parties because of excessive drinking and violence, and it wasn’t worth sacrificing the family atmosphere to cater to nonsense. The women took the advice, nodding their heads, and proceeded to dump shooter number 1 down their throats. I couldn’t help but watch the women talk and laugh, but after a while I noticed them checking me out. A couple of them peeled off from the group and came over. I played it cool and sipped my beer.
The black-haired beauty that kissed my friend introduced herself as Angela and the other as Caroline. Angela, clearly an alpha, made a bit of small talk before saying “we are playing a game, would you like to play?”
“Sure,” I replied, “what’s your game?”
“Well, we ask you 3 questions and there’s a prize if you can get 3 right. But first we have to find out which of us you are playing for. What month were you born in?”
I answered February but my mind was stuck on ‘*playing for*’. They giggled and called over Emma. Emma was attractive with a tall, slim build. She wore sensible clothes with her mouse-brown hair in a pony-tail. She was clearly quite shy. Their table came behind her and gathered around, smiling and giggling.
“Question number 1,” said Angela, reading from a card, “what is Emma’s favourite colour?” Emma wasn’t wearing much colour. I noticed the elastic in her ponytail was red, so I chose red. More giggling and some gentle golf claps.
“Correct,” said Angela. “You win a kiss from Emma!” Angela looked over at Emma and asked “you okay honey?”. Emma nodded meekly. Angela turned back and sat down next to me so she could speak a little quieter. “If you’re *brave* enough to play for the next prize, Emma will give your cock a friendly massage. Would you like to play for the next prize?“ I smiled and said “that sounds like fun”. I was feeling a bit shy myself and told myself to be less awkward. They appeared not to notice.
“Question number 2,” said Angela, “What is Emma’s preferred sexual position?” Emma blushed and I probably did too. I figured that Emma was shy now but in bed would have more confidence. I answered “I think Emma likes to be on top.”
Angela gasped and whispered “correct!”, showing everyone her notes. Emma, meanwhile, had covered her face with her hands. She couldn’t look at me, or anyone else for that matter. Angela got up and went to talk to Emma. “You okay honey? You want to back out? He’s cute though, right? What do you want to do? He’s not going to win, but make sure you’re okay.” Emma breathed in sharply a few times, steeled herself, and said she was okay. Angela came and sat with me again.
“Listen friend, you have a chance at the jackpot. Emma here has agreed to offer herself up as the grand prize. If you answer the next question correctly, you get to fuck her. Would you like to fuck Emma?”
“I would love to,” and I met eyes with Emma, “you’re a beautiful woman,” back to Angela, “but I don’t think she wants to go through with this.”
Angela turned to Emma and saw what I saw. “I’m sorry Emma, it’s a dumb game, this is all my fault. I think he’s right.” The women nodded and a few went back to sit at the table, sensing that this was going nowhere. “Here I am getting you to play and I never took the chance myself.” She paused for a moment, saw that the excitement had turned, and then stared at me in thought. “Guess her birthday and I’ll fuck you,” she blurted out.
The remaining women gasped in unison, one saying “Angela, you can’t, you’re getting married!”
“Jen, you have a boyfriend,” Angela replied quickly, “so does Becca and Liz and Tam. Dana is fucking married.” She turned to me. “Guess. Emma was actually born in February. Guess the day.” *Actually* caught my attention. Clearly a big group of women did not all have birthdays in the same month. I had to guess 1 to 28. This was never going to happen, and I was not here to make trouble or break up marriages, so I did the honourable thing. “February 29th.”
Jaws dropped and the woman named Jen said “Oh my fucking god!” like she’d just seen a car accident. Angela lost her braggadocio and melted into the seat next to me. Emma looked like she was about to cry.
I started stammering half sentences “Look I… we just… I’m not…” and then I just shut up. The other women who had gone back to their table ran over and everyone but Angela and Emma were excitedly explaining what had transpired. My friend came over and said they all needed to sit down, annoyed because he had just given them the friendly warning. He looked at me but how could I explain this.
Angela grabbed me by the arm and began pulling me out of my seat. “Look I…,” I began, but she cut me off. “You’re coming with me.” I needed to take this out of the restaurant so I followed. As she walked me to the door she told everyone she’d be back. The other women were pleading with her not to go but Angela said “stay here, get food, I’ll be back, this is our secret forever.” One could say that they should have kept up their protests, but they probably knew their friend..
After soothing her hens, Angela began walking me hurriedly to our destination, a house they had rented. Ski resorts have a lot of two- and fourplexes that cram two bunkbeds into each room and sleep 16-20 people. We walked for a few minutes while I fantasized about going to a cabin with Angela, but I felt it was more important to give Angela an out. I slipped out of her grasp and stopped. “I’m not doing this Angela. You made a game that was naughty, seasoned with a potential but extremely unlikely outcome: sex with a stranger.” Angela stopped walking and listened. “You played the game, you have your story: the gentleman who won let you off the hook.”
Angela walked up and gave me a hug and looked at me. “Thank you,” she said, and gave me a long kiss. “But,” she said as she drew back from my lips, “I’ll never forgive myself if I don’t. Dana is a lesbian and has a wife. She has no interest in dick and she is in a monogamous marriage. And if she was the prize I would have let her go off and fuck some random guy, you, if you had chosen June, green, on her back with her wife’s tongue on her clit, and the 14th.” She undid my pants as she spoke, and by the time she finished her hand was around my cock. “That’s prize number two.” Both of us, preoccupied, did not notice that Emma had caught up with us.
“Angela, wait!” Angela and I both turned but her hand did not leave my cock, now hard, sending only one message to my brain: ‘stop being the nice guy and fuck this woman’. “I’ll do it. I’ll fuck him.” Emma said as she got near, stopping when she noticed Angela had my cock in her hand. She hurried over and grabbed what she could of my cock. “This is what I’m supposed to be doing!” Emma landed a kiss on me that was filled with fear and frustration and false confidence. As she pulled away, you could tell she was crying. Two women stood on a footpath in broad daylight with their hands in my pants. I noticed some glances from afar and with my pants unzipped I was worried my giant hardon was going to flop out and cause even more of a scene.
“Listen,” I began as I wrestled my cock out of their hands, “we are all walking to your place, and on the way, you will decide if one of you is fucking me.” I resumed walking up the footpath, with Angela quickly following and then Emma giving chase. I hastily arranged my pants before they caught up to ensure my hardon didn’t burst out and impale some poor passerby. Angela caught up and curled her arm around mine. Emma, not to be outdone, did the same on the other side. We walked in silence. Emma couldn’t muster the force to change Angela’s stubborn mind, and Angela couldn’t allow Emma to suffer the consequence of her choice. In a few minutes the footpath branched and I was led down into a group of houses. Angela pulled a keycard from her skirt pocket and swiped the lock. We went into a quaint cabin, a blend of modern and rustic decor that gave everyone the amenities they required but gave them the ambience that justified the exorbitant nightly rate.
Angela began taking off her clothes. “Wait Angela,” I said as she wrestled with her shirt, “I’ve been working all day and need a shower. You two talk and I’ll meet my prize upstairs. Otherwise I leave and everybody but me wins.” I kicked off my shoes and climbed up the stairs to the bedrooms that were sure to be at the top. As I expected, the master bedroom had an ensuite. I grabbed a towel from a cupboard and slipped into the shower. I gave them a few minutes and then hopped out, drying myself off with my towel. I didn’t hear a sound and was worried I would walk out naked to two women who had come to their senses, so I covered up. That is not what greeted me, and I worked out their conversation when I walked out of the bathroom.
Emma: He chose February. He won. I’ll fuck him.
Angela: But you didn’t offer yourself as the final prize. I’ll fuck him.
And they took off their clothes to outdo the other, racing upstairs to save the other, and now both lay on the bed, stubborn and naked. Angela on the left and Emma on the right, were both prepared to fuck me. I dropped my towel as the blood rushed to my cock.
—
Angela’s black hair flowed over her shoulders onto perky, round breasts with big nipples. Her pubic hair was neatly trimmed and her legs long. Emma was much shorter than Angela, with mouse-brown hair tied back into a pragmatic ponytail. Her breasts were small with big nipples that offered an enticing pink contrast against her cream-coloured skin.
I’d had a few girlfriends in high school, so I had some experience before this summer. I worked last summer at the ski resort while in school and was hired full-time when I finished. My friends and I got together when our schedule let us and we would hit the bars to meet tourists and locals. I’d bedded a few of them here and there. One of my roommates hooked up with a couple for a threesome last year and he had become a bit of a legend after that. Another friend had a girl take her back to her hotel and fucked him while her friend lay on the twin bed next to them, presumably watching. But the reigning legend was Dan, who got propositioned by a man while working at a clothing store. Dan politely declined, so the man offered him $500 to spend the evening with him for companionship, no sex required. They walked around, they went to a restaurant, and then my friend received $500 and a blowjob. Dan went all in and came home with $1000 and a story about sucking a dick. I envied the confidence, not just to do it but to tell his buddies. And here I was about to be the next legend, with two naked girls who were determined to fuck me. I had to play this right so as not to scare them off.
I crawled on the bed between them and began to rub Angela’s left leg and Emma’s right. I worked the thigh muscles and made my way up, lightly brushing their labia when I could. I crossed from rubbing one side of Angela’s pubic mound to the other, making sure my trailing fingers rubbed up her pussy. I caressed her thigh and brought my hand back to her mound, this time lingering on her pussy, which was now quite wet. Angela, lying back with her eyes closed, moaned just a bit. Emma was intently watching what I was doing with Angela, and when she did look at me there was a hint of fear. I stopped rubbing Emma and crawled between Angela’s legs. Keeping my eyes locked with Emma, I traced my tongue around Angela’s labia. I moved to Angela’s clit, which made her moan even more. Angela kept her eyes closed but grabbed my head with her right hand and Emma’s arm with her left. I kept my eyes on Emma as Angela forced my tongue into her. Emma’s left hand gradually found its way to her clit as she watched her friend get pleasured by a stranger.
I knew if I made Angela cum it would end, so I shifted to Emma and pushed my tongue where her finger was. After a moment I told Angela to slide over. I lifted her left leg so I could slide my arm under and fingerfuck her, and then resumed my tongue-work on Emma. Lying next to each other, Emma and Angela had to find a place for their arms. Angela pulled my hand away and shifted onto her side, keeping her right leg up so I could continue to fingerfuck her. She had her head perched on her arm and was looking down on Emma. Emma smiled and moaned, while her right arm was gently grabbing at Angela’s thigh.
I was lying on the bed but slowly brought myself to my knees, stopping briefly with Emma. I popped Angela’s right leg on my shoulder and pushed three fingers into each of their wet pussies. Emma pushed her body against my hand and brought her left hand to Angela’s breast. Emma kept her eyes closed, perhaps afraid to see Angela’s reaction. In turn, Angela began rubbing Emma’s tits with her free arm.
By this time I was feeling left out so I took my fingers out of their two pussies and got on top of Emma. My cock was dripping with precum and I was worried I would blow my load so I fucked her slow, taking my time with each thrust, going as deep as possible. Angela whispered to Emma “you want to touch me?” Emma nodded and Angela positioned herself so that Emma’s hand could rub her clit. I began fucking Emma harder and the handjob she was giving Angela was probably not very satisfying with all that bouncing. Angela climbed onto Emma, pushing me off in the process, and told me to fuck her. I pulled out of Emma and immediately took Angela’s doggystyle, grabbing her round ass and pushing it hard on my cock still wet from Emma’s juices.
Emma, considerably shorter than Angela, found her head between Angela’s breasts and tentatively brought her mouth to Angela’s nipples.. I knew she began rubbing Angela’s clit when her fingers touched my thrusting cock. Emma must have sensed we were both close to cumming and told us she wanted to be on top. I pulled out and a more assertive Emma laid me down, climbing on to my waiting erection. Angela straddled my face and began rubbing her wet pussy all across my face. My face was so covered in pussy I had to turn my head to the side to breathe periodically. I tried my best to use my tongue and thrust my hips but I was now just a passive participant. Angela began to shudder and pushed hard against my face. I held my breath as I felt the orgasm ripple through her. She let out a series of groans with each wave. The thrill of hearing and feeling Angela’s orgasm made me come as well. I moaned against Angela’s orgasming pussy as my cock shook with cum. I could feel Emma’s pussy grip my cock as she orgasmed with me. It was intense. Our synced orgasms subsided and Angela crawled off my face as I gasped for air.
Angela laid on the bed, staring up at the ceiling. I gazed at her as one gazes at an art masterpiece. Emma stayed on my cock as it went limp, perhaps not knowing what to do with herself. I was glad for whatever kept her frozen because it felt good to be inside her still. If I had been given a few more moments of staring at the beads of sweat on Emma’s body, her crooked ponytail, and her gaze that fell upon Angela’s naked form, I would have grown hard within her.
But Angela broke my reverie, speaking to nobody but herself. “I’m getting married next week. I fucked a stranger and was with another woman and maybe it’s best to end this stage of my life on a note like this.” Her eyes lingered on Emma’s body. “On the other hand, I know a great wedding present we could give Ryan.” Emma mirrored Angela’s mischievous tone with a smirking “hmmmmmmmm”. Emma climbed off me and curled up beside Angela. “You really mean it, you want to do it again? With me?” Emma was probably one of those women who never realise that despite all their imperfections, they are perfect.. My eyes belied my physical hunger for them until Angela shot me a glance that said I had worn out my welcome.
I took one last look at their naked bodies before collecting my clothes from the bathroom, slipping them on quickly. As I walked from the bathroom out of the room, I heard Emma say “I would like to do more… *with you*”.
The thought of those two hooking up still makes me hard. The bride-to-be definitely got the master bedroom, and a bunch of drunk women would think nothing of Emma slipping out of her bunk and not returning. Those two definitely fucked that weekend. And they probably kept fucking. Whereas Dan and I found temporary thrills, I think Angela and Emma found something that had no end.
Source: reddit.com/r/eroticliterature/comments/p3bicy/bachelorette_party_mff_long