A petite naive 18 year old dates a kid from a swinger family. He teaches her about the lifestyle then brings her home for spring break.
Hi my name is Emily and I’m a 18 year old freshman in college. I was raised in a very strict Christian home. Sex was never talked about and I was always forced to cover my body with plane clothes that would hide my curves. I was skinny at 110 pounds and 5’5” tall. But I felt like I had a nice body it was tone and healthy and men stared at me even with my church clothes. I was never allowed to date though. I was always curious in boys and was so eager to learn more about sex. Well that all came to happen when I moved to college. In the second week of school I met Jay. He was so handsome and cool. Everyone wanted to be his friend. He was tall and well built and very charming.
He took a liking to me and we started to hang all the time. He took my virginity and was so gentle and loving to me. It was amazing. He licked me and gave me my first orgasm and then took my cherry. We started dating after that and he began to teach me all things sex. He was so patient teaching me how to suck his dick. I would suck him off two times a day for a week until I got the hang of it and sometimes it would take hours. I learned I really liked sex. I just love the feel of his cock in my hands, mouth, or pussy. I found myself almost permanently aroused and would scream and moan when he pleasured me. He said he loved how I smiled when I cummed I was like a shinning star.
As I learned more about Jay I learned he was raised in the opposite kind of home I was. He was from a very rich family. His mom had passed when he was little and his dad “Tim” remarried a 19 year old model “Katie” when him and his twin brother “Tom” were 14. His dad then became a nudist and swinger and would take them to nudist resorts for vacations and throw swinger sex parties at their mansion. He confided in me it was actually his step mom that took both his and his brothers virginity in a MMF threesome and they were involved in the parties once they got older. I was just so amazed. It was so different then the life I grew up with and I was fascinated with how open and accepting of sex his family was. It was celebrated instead of shunned.
As we dated Jay started to encourage me to wear clothes that would show off my body. He made me feel sexy and confident about my body. I just loved the way men would look at me when I wore a thin shirt and no bra and my little hard nipples were visible for them to see. This quickly turned to him fondling me in public. He would have me wear these little dresses and skirts and then finger fuck me in the middle of a park or the back of an Uber. I got such a thrill out of it. I felt so scared and exposed but it would make me so horny I was dipping wet every time I went out like that.
I was growing sexually and was learning more about my and jays desires. He liked it when I acted a little submissive but eager. He wanted me to expose my body and be available for him to touch at all times. I would always do as he asked and when he would want me to walk around in my underwear in front of his friends I did so happily. We went on a camping trip with a bunch of people and I have my first experience with a girl there. My best friend came and got super drunk and threw up so Jay and I cleaned her up at the camp ground showers and put her in our tent butt naked to sleep. When we went to bed later that night Jay told me to start to finger her as she slept and then had me lick her pussy. She woke up and begged me to suck her and then squirted all over me when she cummed. She then ate me out as Jay drunkly fucked her like a rag doll from behind. I loved seeing what his big dick could do to another girl. She was like a wild animal getting savaged. I just held her face tight onto my pussy enjoying the vibration of her screams into me. She could barely walk the next day.
Spring break was coming up and Jay said his parents wanted him to come home for the break. He asked me if I wanted to come with him. I eagerly exclaimed yes! I wanted to meet his family so much and honestly I was a very curious about the whole nudist swinger thing. He laughed at how enthusiastic I was and asked if I was sure. He said his family wasn’t really like other families and if I came there would be a lot of openness around sex and people body’s and the same would be expected of me. I told him I could do it I would do anything to make him happy. I got naked and got down infront of him and started playing with his dick. Tell me what todo and I’ll do it I told him as he started to get hard. He said first your going to have to be almost or completely naked the whole week. I told him I could do that and licked his dick base to tip. He then said you will most likely fuck or be fucked by my entire family and anyone we invite over. I bounced his cock off my lips and looked up at him. You want me to be a complete slut? He said yes I want you to be open for anything this week and fuck and suck like your life depends on it. I can do that Jay. I promise I’ll do a good job I said as I smiled up at him. I then took as much of his dick in my mouth as I could fit. He fucked me so hard after that my entire body was covered in bruises and marks afterwords and I had to stay in bed the whole next day to let my pussy recover.
The trip finally came around and I could hardly handle how horny I was as we pulled through the estates gates. Jay had me wear a little pleated skirt that was so short you could see the bottom of my ass cheeks I had on a cute little white g string thong. My top was a tight thin tank. It looked like it was painted on my perky tits and my puffy nipples were clearly visible. I couldn’t believe this was what I was wearing to meet his parents and brother. The grounds were beautiful as we drove towards the main residence. We got out in a big brick circle that was in front of the stairs up to the massive front doors. As we walked up the doors opened and I gasped as the most beautiful woman I had ever seen stepped out. She was like a super model and dressed like one too. She was wearing a thong and bra and a transparent cape thing. She yelled and ran over and jumped on Jay and wrapped her legs around him. She kissed him deeply and then gave a little squeal as he reached around and squeezed her perfect ass. She got down and gave a cute giggle. Excuse me she said and came to greet me. I’m Katie you must be Emily she smiled over at Jay, I have heard all about you from Jay. I blushed and said it was nice to meet her and thanked her for inviting me. She looked me up and down and laughed. The boys are going to have a lot of fun with you this weekend sweetie. I felt naked and exposed as she looked me up and down. I smiled said she was gorgeous no wonder Jay wanted to come home so bad. Jay hunny I’m going to give your little jewel a little tour and then we’re going to get some spa time in. Tell your father he’s going to have to wait before he has his fun with this little thing. With that she took my hand and led me through the complex.
Their place was amazing there was a river, lake, guest houses, multiple pools, a grotto, even a sex party room with big round beds in the middle of the room and all kinds of restraints and toys. As Katie led me around it seemed like she was flirting with me. She kept a big smile on her face and was so charming and nice. She asked all about my family and hobby’s. We got to their spa and it was breath taking. It was dug into the hill and was all under ground. It felt like a old Roman bath with hot/cold pools hot tubs and saunas. They even had a massage room and massage therapist manning the spa 7 days a week.
She took me over to the storage lockers for clothes and we started to undress. I couldn’t but help but look over her body. She had perfect perky tits with little hard nipples. A thin frame and flat tummy. A smooth hairless pussy outlined in sexy hip bones. She had long legs with flawless skin. I saw her looking at my pussy and the whole thing was just so erotic. I felt a shiver run through me and smiled at her. Wow you look so sexy bald like that as looked down at my thin patch of pubic hair. I have never shaved or waxed. My family would have never allowed it and Jay never seemed to mind. She said well there is a first time for everything do you want to surprise Jay and get that little thing pampered. I laughed and said sure let’s do it. She giggled and said before we get to your choochi let’s relax a little. We headed into the sauna and each laid down and enjoyed the heat for a little. As i enjoyed the sight of sweat all over her perfect body she told me some of the plans for the week. Just family tonight, tomorrow was a BBQ with all jays and Tom’s friends from high school. The next day they were having over two couples for dinner and then on Friday they were having one of their famous parties.
I asked her about the boys high school friends and she laughed. They were all good boys. Big dicks too she added with a giggle. They all have girlfriends mostly by now so it should be quite fun. I was a little surprised I new Katie fucked the twins but not that she got with their friends. I asked really you got with them? She said hunny I was their little sex teacher in high school. They all would come to have fun with me after school. I blushed. She was so open and honest about it all. I started to idolize her for it and had never been this sexually attracted to a woman before.
You must have some fun high school stories with a little body like yours. You must have been driving the boys crazy with those tits of yours. She said as she leaned over to look me over. I blushed under her gaze and said well I was actually a virgin when I met Jay. He has helped show me so much. Really? like what? she asked. We’ll first was blow jobs, then how to do the different positions, then he showed me how to properly show off my body, and um recently how to eat pussy I said wanting to sound experienced and open like her. I glanced down at her smooth bald lips of her pussy. She sat up and spread her legs. Do you like what you seen Emily she said and winked at me. I nodded and just studied her mound. Show me a little of what he taught you she suggested. Ok I said weakly and leaned forward so she was on the step above me and I was in between her legs. I um have have only done this once so I might not do a good job I said as I sat naked in front of her nervous. That’s ok hunny I’ll help you. And with that she guided my head towards her pussy with a hand on my head. I started by kissing it and licking each lip. She gave little soft moans so I guess she liked it.she tasted so good and I was so horny. I started to rub my clit as I licked her. I got really into it and sucked hard at her clit. She had this really cute sexy squeak she did over and over as her orgasm rose. When she came she was holding onto my head and pulling me into her with all her might. She started gushing in my mouth over and over as she cried out. I eagerly sucked it all up until she finally pushed me away when she couldn’t take it any longer. She laid back and her breast heaved as she panted. I laid my head down on her belly and enjoyed how the light played off her sweaty pussy juice covered mound. Wow Emily that was really good! Omg Jay found a sexy little slut at school didn’t he. She said as she stroked my hair. Ok hunny let’s go take care of that cute little pussy of yours.
We got out and we helped each other soap up in the shower. I loved it when she caressed my boobs and ass. She pinned me up against the wall as she cleaned my pussy. She told me it had to be really clean before we waxed it as she rolled her soapy fingers through my slit. It was all to much and after her only doing it for 2 minutes my whole body started shuttering in an orgasm. I leaned into her as she relentlessly rubbed my clit and I held her tight as wave after wave of pleasure overtook me. I whimpered with every twitch of her finger once I started coming down. She then kissed me and I mean really kissed me. Our tits pressed together as we made out. I held onto her so tightly it all felt so good. I don’t think I have ever had so much fun kissing someone before. We held the embrace for a long time and I loved the feeling of our tongues played with eachother. It finally ended and she pulled away. I couldn’t help but blush and smile at her. Did you like that hunny. I nodded and said yes I liked that a lot! We’ll that’s definitely not the last time your going to eat my pussy this week so don’t worry. She took my hand and said ok let’s go see Jill my spa girl to get you all cleaned up. We put towels around our wastes and headed over to the front desk area.
A attractive girl in her 20s was waiting wearing thin spa therapist clothes. She led me into the room and asked my to lay on the table face up to start. Katie came in and sat at the massage chair in the corner and turned it on. Jill this is her first time so be gentle. Let’s leave her a little strip. Tim loves that. Jill then began to wax my pussy strip by strip. It hurt a little but honestly I was still aroused from our shower and having someone touch me down their was getting me worked up. She kept laying her hand down right on my lips and holding it firmly for a sec as she was working on my bikini line. When she finished the front she asked me to turn over and get in doggy style and put my chest all the way down so my ass and pussy were up in the air. She got every single hair in my ass and pussy except for a thin strip. After she had me sit up on my knees on the table and she began to work oil over all the areas she waxed. She lingered on my clit and pussy and practically fingered me for a couple minutes before then proceeded to finger my asshole. I was breathing heavy and every touch made me twitch in pleasure. Jill gave my pussy a little spank and said all done hope the boys enjoy tonight. She said before leaving the room with me still naked on my knees on the table. Katie said so lets see the handy work as she came over. I stayed still to let her inspect and she let her fingers glide over my bald lips and mound. Mmm looks so tasty she said as I shivered from her touch. She slowly inserted one of her fingers into me and hooked it so her finger pressed behind my mound. My mouth dropped open and I took some big breaths. You ready to get dressed my new little cum slut. I nodded eagerly and she removed her finger then brought it to my mouth and I sucked it clean. Ok let’s go hunny she said and I followed her out and up to her room. She had a massive walk in closet with an island in the middle. The walls were covered in designer bags expensive underwear, and elegant and revealing dresses. She also had a massive jewelry ***********ion in cabinets built into the island. Well let’s see what we can choose for you for your first time meeting the boys. She picked out these g string thong bathing suit bottoms. The triangle in the front barley covered by pussy lips and since I was a little more petite than Katie it hung a little loose. I noticed if I bend down or moved my leg a little too much the material would slide right off and expose one lips if not my whole little pussy. My pussy was so sensitive bald that I could feel the fresh air hit it every time it slipped out and I would reach down and fix it. Katie noticed it and had a wicked grin. Those will do perfect. Then she picked a top for me it was a cut off tank that only came down to just past my nipples. If I raised my arms or heck even just pushed my chest out it would ride over my nipples and expose me perky petite tits. I felt sexy and powerful as I looked in the mirror. A couple months ago I would have been ashamed to wear something like this but now it just made me excited and turned on. Katie chose matching bottoms to mine and then wore a transparent shirt that came down to her mid drift. Her perfect tits were perky against the material and her hard nipples were so clear. Let’s go find the boys I think they are out by the pool katie said as I was checking her out.
As we came out to the pool area we found Jay, his dad tim, and identical twin brother Tom having drinks at the bar . They were all so good looking. All wearing short mid thigh running shorts and shirtless. Jay and Tom were truly identical. I couldn’t tell them apart other than Jay wearing his sun glasses. Tim was a big guy at close to 7 foot. He had a nice body for a guy in his 50s and could tell he spent a lot of time in the gym. There running shorts were that light plastic material so I could clearly see outlines of their members through them. Feeling self conscious all of a sudden I looked down to check my body and found my pink nipples were showing just a little under the hem of my shirt and my bottoms had worked their way up my slit a little so the outside of my bald lips were showing. I decided it would be too obvious to fix it so I continued walking up to them. I was so nervous and scared all of a sudden and felt so exposed.
They greeted us with smiles and I could feel all their eyes roaming up and down my body. I went to Jay to hug him and felt my tits come all the way out as I reached up. He gave me a tight hug and grabbed my ass from behind. His body felt so good against mine as I pulled away he reached out and fondled my nipples for a second. I love the outfit hunny! I let out a little squeak and turned to meet his dad and brother. Hi I’m Emily, so nice to finally meet you I said to his dad. Emily I have heard nothing else other than what a good little girl you have been for my boy. I’m so glad you could come here for spring break he said as he came in for a hug. He held my almost naked body tight against his and I felt his meat through his shorts press against my belly. I giggle and gave him a wink and a smirk. He winked back. then I met jays brother Tom. He kissed me on the lips as he greeted me and I started to kiss back. Before I new it he had a hand on my tit and we were kissing deep until I remembered where we were and pulled away. We all laughed and Katie said don’t worry Emily they have always shared their girlfriends just you wait and see what’s it’s like to have both at once. I through Jay a look and he shrugged nonchalantly like it was no big deal.
Lets go swimming everyone Tim’s said as he dropped his shorts to the ground. I stood in shock as I looked at his cock. It was fucking huge. Easily bigger than my forearm and he wasn’t even hard. Everyone began undressing and I slowly started to drop my bathing suit bottoms and remove my top without even really thinking about it I just couldn’t look away from Tim’s massive dick. I heard a couple splashed and jay and Tom had jumped into the pool followed shortly by Katie. Tim walked up to me and said I know this is a lot for you not many family’s are like ours. as I tried to look him in the eye and not at his huge dick. I told him this is all so new to me earlier this year I was a virgin planning on saving my self till marriage now I am in the midst of the most openly sexual people I could ever imagine. It excites me and makes me feel like I am finally with people that understand me. Jay has helped show me how amazing sex is and how it should be celebrated and not hidden. I’m so glad you feel that way Emily, we all love you and we can’t wait help you explore this new life style. He gave me a short kiss on the lips and a Long hug. I loved the feeling of my naked body pressed against his large frame. The feeling of his bare cock laying across my entire tummy was very erotic. I could feel it Harding as he held me. I felt so comfortable with him he just seemed so loving and affectionate. We eventually pulled away and we dove in to join the others.
Things got a little frisky in the pool. We kept taking shots and drinking as we played around. It started with some games of chicken fights. The three guys would take turns holding us on their shoulders as me and Katie would play wrestle and grope each other. That turned into a water/wrestle fight. All the guys were openly fondling us and I had a lot of fun holding onto their cocks under the water as they would slide their hand down my crack or slip a finger into me. Things calmed down a bit and I was horny as hell after having 4 differently people fingering me and touching my tits. Suddenly katie yelled out boys you need to see Emily’s pussy it’s so clean. Emily go sit of the edge she ordered. I swam over and lifted my self out and sat down on the edge by the shallow end. They all came over and Katie jumped out and came behind me. Don’t be shy hunny all three of these guys will be balls deep in you at some point tonight. I laughed and lifted up my legs som they were up and spread to the side so my little mound was sticking out and my slit slightly parted. I had three sexy men taking a close look at my pussy and it was turning me on so much. Wow that is pretty. God you gotta love a 18 year old pussy Tim said as he reached down and gave my clit a quick rub. I let out a soft moan and Katie laughed. Then all three started to glide there fingers across my slit commenting how smooth it was and how pretty my pussy was. As they kept doing it I was starting to get sloppy wet and their fingers just glided over the smooth skin with my pussy juice as lube. I was starting to get worked up but when they boys had their fill and we continued swimming. Tim got out and headed to the bar caban area after a little and I got out and followed him over.
I joined him at the bar and took a shot with him. Fuck that was hot I’m so horny right now I said. I couldn’t help but look at his dick as we talked I mean it was just amazing. He laughed and said well that could help with that horny pussy of yours. I looked up at him and said Tim it’s huge! That would never fit in me. He laughed and said the fun is in trying. Don’t worry I won’t break you. Go ahead touch it he said. I stood there dripping wet with goose bumps naked in front of him and I tentatively reached out and wrapped my small hand around part of it. They were too small to close around it. I was in a trance as I looked down at it and slowing started to stroke him. There was nothing else in the world at that moment as I held this hardening monster cock in my hand. I felt a hand on my shoulder gently pushing me down and i immediately obliged and got down on my knees. It was almost fully hard now as I looked up at it. It must have been 13 inches long a 2 inches thick. As it bounced in front of my face it briefly brushed my cheek and it sent chills down my body right to my throbbing pussy. What do you think darling he asked. I beamed up to him it’s the most beautiful thing I have ever seen I said. He laughed then gave me a playful smack across my face with it and said well thats a good little whore. It felt so good being touched by that big warm cock I grabbed it and started to slap my cheeks with it. I looked up with my best innocent church girl face and said I’m a good little whore arnt I daddy. With that I started kissing his massive head with little pecks then kissed down under his shaft and over his balls. I then ran my tongue from the bottom of his balls under his shaft and then slid my mouth over his head. I swirled my tongue around his tip tasting precum that made me moan as I tasted it. He started to push it into my mouth and I only made it barley past the head before it hit the back of my throat and my mouth was as wide as it could go. It felt like trying to put your whole hand in your mouth. I kept trying to get more in as I started to jack him off with one hand. Then he started to buck his hips when I tried to go deeper and I started to gag and choke. Spit started streaming down my chin. My hand had long since made its way down to my clit and it was gliding on my waxed pussy so smoothly. I couldn’t take it any more and I pulled his dick out and held onto it with one hand for support as my body began to shake as I started to cum. I screamed as the peak hit me and my whole body was covered in goosebumps my nipples hard. I was panting as I looked up at Tim with pure lust in my eyes. I was on my knees legs spread with my wet pussy on display and sitting up straight with my perky c cup tits and hard nipples sticking out. I’m ready daddy I said as I recognized the same hunger in his eyes as jay got when he wanted to fuck me roughly.
He picked me up and threw me onto one of the beds in a cabana. I laughed and glanced over to the pool wondering what the other three were doing as I was being a complete cock slut. Jay and tom were sitting up on the hot tub ledge leaning back and chatting causally as Katie was taking turns blowing them. I fucking love this family! My attention came back to Tim as he got down on the bed. Time to break that little 18 year old pussy in he laughed as he spun me around so I was on my back. He took my legs and bent them all the way to my head and told me to hold them. I had this instinct to obey knowing he had total physical and mental control over me in this moment. I felt his mouth close around my pussy lips and he started licking and sucking at my Pussy then asshole. He would suck one lip into his mouth then the other then my clit. It was driving me crazy. Then I felt a large finger start to penetrate me. I couldn’t help but start moaning and begging him for more. God damn you are fucking tight he said as he tried to push two fingers into me. I was beside myself and was begging him to keep going and shouting that it felt so good. He started to jack hammer his fingers in and out of me and using his thumb to slam into my clit every time. He started to get really rough and was lifting my entire body with how hard he was pulling at my pussy with his hooked fingers. Another orgasm started to come this one was different then any other time I had ever cummed it felt like he was assaulting my g spot and a world shattering orgasm hit me as my pussy started to squirt everywhere. It shot out like ten feet and soaked half the bed. Nothing like that had ever happened to me. I was about to say something but then I felt Tim climbing on top of me and lining his cock head up to my pussy. He started sinking it in and I started moaning like a savaged animal. It was stretching me out so much I felt like I was going to tear in two. He was only like two or three inches in but it was so thick. He started to gently push in and out and sinking his cock a little further each time. I was shrieking at this point and he just held me down as he kept going deeper and deeper. He took my knees and held the out and I looked down to see his huge dick 3/4s into me. I still have another 3 inches to go. I looked up at him with pleading eyes. It’s too big I can’t do it fuck I yelled. Then with no warning he started fucking me with hard deep strokes as he held me down. I couldn’t do anything but moan and scream as he held me there after a few strokes he pushed hard and shoved every bit of that 12 inch cock into me. My eyes rolled to the back of my head as he started to fuck me without mercy. Hard slaps came out as his body slammed into my little frame. I was being fucked like I have never been before. It hurt so bad but at the same time I needed it I craved more it was like what my pussy always wanted, to be destroyed by some huge cock like this. I just kept yelling fuck me daddy fuck me daddy fuck me daddy trying to hold on. Then with a hard thrust he drove into me and tensed up and I felt a huge warm surge of cum shoot into my womb with amazing force then another and another. When he finally finished and pulled out my pussy was a gapping mess with cum pouring out of it down into my ass.
I just lay there with my legs still spread feeling to cum leak out of me when I noticed Tom jay and Katie were standing at the bar and had watch me get fucked like a rag doll by Tim. Let me help you out Emily Katie said as she walked over she started to lick the cum out of my pussy and ass. Slurping it up. I felt so sore and tender but she felt so soft and warm. Then Jay came up behind her and started to fuck her doggy. Her face was a mess of pussy juice and cum. She started moaning as she ate me out. I threw my head back as she sucked in my clit and rolled it around in her mouth. Then Tom stood in front of me and offered his cock for me to suck. I eagerly started to blow him. His cock was identical to Jays at a thick 8-9 inches. Soon he was fucking my face and holding my hair in his fist shoving me down on it. I started cumming and started to moan hard around his dick then he pushed hard into me as he held my head down and started cumming right down my throat. Jay was fucking Katie hard now and she was laying her head down on my mound moaning like a whore. I just laid there and enjoyed feeling Katie’s body push into me as Jay would relentlessly fuck her from behind. All his muscles flexed and tensed as he emptied his load into her. Jay, Katie and I all collapsed down and cuddled in the bed together. As tim and Tom went to go get dinner ready. Jay leaned over and rested his head on my tits. Having fun baby he asked. Jay you have the best family ever I said as I stoked his hair. You dad fucked me so good I don’t even know if I can get up I laughed. And I think your turning me into a bisexual katie your just too hot it’s not fair to us other girls. She chuckled and said thanks baby but your sexy as hell yourself your so perky and petite and your pussy is delicious. I smiled as we all enjoyed laying with each other. We relaxed there naked laying in the bed in the cabana and watched the sunset. After Katie invited me to her closet to get ready to the night’s festivities.