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Innocent Cindy

In the late 1970s my parents adopted the orphaned daughter of my mother’s best friend after they were killed in a plane crash. Cindy was 13 at the time, Cindy was withdrawn and depressed for months after she came to live with us. As time when on between my parents and I we gave her a home. I was 18 at the time and had enlisted I the military and left the following summer after graduating from high school, Spent 6 months in job training then was shipped to Pearl Harbor for duty while I was there my parents and Cindy flew in for a vacation stay, Cindy was now 16, and beautiful, long blonde hair almost to her waist, strands pulled back and in a small ponytail over the back, light blue eyes that could melt ice, a small button nose and high cheek bones her young body had every man gay or straight watcher her ass swing as she walked. I was no exception Cindy was stunning today dressed in tight short shorts barely covering her ass cheeks and a tube top desperately trying to hold back her 36 C tits her body golden brown tanned for a couple months before the trip. I took several days leave to be with my family we toured the museums and spent wonderful days on the beaches Cindy was dressed in a micro bikini on the beach, easily the most beautiful teen on the beach that day you could see lifeguards adjusting their swimming shorts staring at Cindy as she ran towards the water. My mother was watching over Cindy like a hawk, any time a guy got too close she would run them off mother was a church going soul and her Cindy was going to get married untouched. We had a wonderful vacation together one night at dinner Cindy was asking me what it was like to serve in the military what was bootcamp like and schooling and what kind of jobs there were. All as we talked, her ice blue eyes never left mine I cannot say the same as my eyes kept dropping to her chest, I could see her nipples pushing through the light blouse she was wearing I kept reminding myself she was my adopted sister, but I was having a miserable time of it. Before I knew it vacation and chasing sweet as sugar Cindy all over those beaches was over. 2 years later I returned home for vacation before my next duty station Cindy was a senior in high school, just turned 18 and a woman her beauty had multiplied, mom told me Cindy was the head cheerleader and a track star in school guys hovering around Cindy in hopes to be her boyfriend mom said she never got serious with any guys I had wondered if she might be gay, My second night we were all going out to dinner but just before we left my father said to go ahead, he wasn’t feeling too good, my mother said she would be staying with him, Cindy and I left for dinner and a movie. As we drove to the restaurant Cindy and I had some small talk she mentioned she wanted to ask me some things about the military we went to the new barbecue place it was smoky fantastic. Cindy was wearing a form fitting summer dress it appeared she didn’t have a bra on her nipple visible through the light fabric her well kept tan dark as it could be, I’ve joined the Navy she gushed out to me mom and dad don’t know yet but I wanted to talk to you about something that I know I could never ask our parents. Cindy began, Eddie, I am still a virgin I hear they treat virgins’ kind of bad in the navy is it true? I looked into her eyes looking for a trace of a giggle as she was teasing me but her eyes looked directly at mine Well I said, from a stand point of being a male in the navy it isn’t a good thing to admit you are a virgin the other guys kind of give you a hard time about it. But what I do know is after boot camp a lot of the women rush out into town to get laid, it is almost comical as the guys do it too but the women seem more frantic she looked now concerned, Eddie is it better to lose my virginity before I go or wait till after boot camp I looked at her and took a long drink of the iced tea well honestly that is up to you, you can do just that or you can lie your way through boot camp them join the rush. We finished dinner Cindy only asked a few more questions, but she was quiet as if she was working something out in her head. I was imagining the lucky guy holding her body as she took him inside her beautiful body losing the virginity she was so afraid of. On the way to the movie house, she asked if we could skip the movie and just go home. I agreed, I was getting tucked in to the pull-out couch as Cindy had taken over my old room when I left a soft knock on the door and Cindy came in, Eddie, can I talk to you please? Cindy was in a baby-doll nightly mostly see through I could see she had panties on but no bra, I patted the bed and she sat down Eddie I have thought about it and I think I should just lose my virginity and be done with it. I had my arms behind my head, alright sounds sensible; she said the thing I am stuck on is who, who should I do it with. I nodded silently contemplating my erection starting to rip through my shorts just the vision of this woman on my bed her scent flowery and musky at the same time, she went on she says I masturbate sometimes in the shower but honestly I don’t have a clue what I am doing I was wondering if you could teach me fill in the holes as it were, I laughed Cindy you have a way of saying things. She searched my eyes, will you help me, Eddie?? Will you?? Sure, I how could I refuse you? Tell me what you want to learn, she thought and shook her head I don’t really know what to ask for except the intercourse part. My girlfriend said it was painful but so far, I only know about masturbating and I’m not sure I am doing that right, Eddie I could start by masturbating for you, and you can tell me if I am doing it right. Her face lit up with a mischievous smile she stood up and stared into my eyes almost shy I reached up and grabbed her panties and slowly slid them down her legs her face flushed bright pink. Her ass was flawless, she had the triangle of pure white skin where her bikini covered it she got back on the bed and her legs up and spread her hand covering her pussy, Eddie, I have never shown anybody my pussy you are the first one her finger slipping into the folds of her pussy her lips tightened I watched as Cindy found her clit and began rubbing it slowly then faster her breath in gasps It didn’t take Cindy long to cum her body bucked and spasmed her face flushed her nipple hard. She got her breath back and asked how did that look Eddie? I told her truthfully it was really hot, Cindy rolled closer to me her hand settling on my short her fingers running along my hardened cock Eddie you what to know what I think about when I make myself cum? Sure, I said she said, you of course ever since Hawaii, Eddie, I don’t want to learn about my first time, I want YOU to be my first time. I was shocked but I was excited “Well Cindy, I would really like to but I’m not so sure that should happen, her eyes searching my face Oh please Eddie, I have wanted you since our vacation together, I would have happily give you my pussy then but I waited until tonight please don’t say no, I need your help, I need you. I pulled he closer as her hand found its way down my shorts and her hand grasped my throbbing cock. Oh, Eddie please I kissed her forehead and said don’t worry I won’t let you down, when do you want to do this she stood up pulled her nighty off revealing her body “NOW” she almost screamed, Alright don’t worry, she fell against me her lips searching for mine her hand grabbed mine and took it to her pink nipple tit she melted into me her sexual fever in overdrive. She pulled back and said can I suck your cock? I want to learn how to do it right She started pulling my underwear down her breath caught in her throat Ohhhh, it is bigger than the pictures I have seen not to brag but it is 9 inched and thick as a beer can Eddie! That is not going to fit I’m too tight I said don’t worry it’ll work because I won’t let you down, I pushed her on her back and moved my head between her soft thighs, her scent was strong and her vulva was wet from her recent orgasm I slowly felt my way to her pussy with my tongue her body shivered with small spasms as I got closer my tongue reached out and touched her sex just below her pussy and I slowly licked towards her clit my tongue circling around her virgin hole slowly her toes curling she breathed through gritted teeth, Eddie, Engh I’m going to cum! I moved my lips back and moved to the tuft of blonde pussy hair rubbing my nose and lips over the soft hairs till she calmed down her hand grabbed my hair and she pushed my face back to her cunt damn it Eddie, stop teasing and make me cum! My tongue touched her clit for the first time her legs slammed closed around my head, and she arched her back shoving her drooling pussy against my face rotating her hips causing her clit to slide up and down on my tongue. OH, FUCK she screamed I’m…Cumming!! I could feel her cunt lips swelling and contracting on my face she was pushing my mouth harder on her pussy; I could feel her fresh juices flowing down my chin it seemed like it was lasting forever suddenly she relaxed a little I slowly snaked my tongue on her clit I have been with maybe 10 women before but I have never witnessed any of them cumming with such force before Cindy in a now weak voice said, “Oh my god it is happening again!!” After that orgasmed passed she pulled away gasping I could see her vagina still spasming her cum was drooling down to her ass, she sat up after a few minutes and said “your turn, teach me how to do that to you” I gave her a few tips and she eagerly attacked my throbbing cock my precum flowing like a leaking sink she put her tongue to the head and licked some of it from my cock, “Oh, Eddie, this it delicious she put her lips over the crown of my cock and started softly sucking while pushing more of it towards her throat, her small hand began gently rubbing my balls while her finger slide over my anus tickling it making my body jerk with please, Cindy I moaned you are pretty good at this she slightly nodded around my cock she moaned it is from the porn I have been watching since I was 16 and realized you were the only one for me I wanted to be ready, her mouth returned to working my throbbing cock I could feel my hot load threating to burst my fingers playing between her legs her pussy slopy wet but tighter than any I have ever felt . I couldn’t hold back any longer Cindy was just too good at sucking cock, she had me almost half way her mouth stretched wide over growing cock the first shot hit her eyes became wide as I pumped thick rope after rope down her throat I could see her spit and my cum drooling out of her lips, she was determined not to waste a drop. Cindy sat back up her hand moving to her chin gathering up the cum and moving it to her mouth looking me in the eyes with her eyes full of sexual lust as yet unfulfilled she bent and gathered her panties and her nighty she kissed me on the lips and said next time Eddie you finish in my belly not my mouth and she walked out the door without looking back I couldn’t tell if she was mad or just what. The next morning I woke up, the faint musky smell of Cindy on my face I knew it was not a dream, I got up and went to the bathroom the door was open the lights on and the gentle hiss of water flowing from the shower Cindy was behind the frosted glass washing her back and ass “I love you Eddie, did you know that?” I didn’t say anything “I have always known it but last night I realized how deeply I love you” Oh? I said to her Cindy continued without turning around and without stopping. “it was entirely too easy to get naked in front of you it felt like the most honest thing I have ever done, I have never felt myself cum so hard and effortlessly before, that is why we stopped last night I knew I wanted you to take my virginity but not that way as a lesson, I want you to take me for love I want to feel love not pain, in 2 days I leave for boot camp I want to find the best way to give myself to you. She moved under the water to rinse off the soap I walked up perplexed, I didn’t see this coming, she was in love with me, suddenly I knew I was in love with Cindy too. For the rest of the day I thought how could I show Cindy my love I thought someplace where I could prove it to her and let the world know I loved her it hit me we have a swingers club in the next town I would love making love to her with many people watching I wonder what she would think about that. I found Cindy out back in the garden I walked up behind her she turned squinting in the sun looking up at me =, “You haven’t spoken a word to me since I told you my feelings” I spoke “I was shocked but I feel the same as you do” she turned back to her weeding “what do we do about it? I still don’t want to show up to boot camp a virgin” Cindy, I have and idea, but I’m not sure if you would want to try this idea, she said “any idea that ends with your cum in my pussy I am up for” I nodded alright then find your best outfit and you very best underwear. Cindy turned and looked up at my face and smiled “underwear?” she cocked her head alright it sounds like it will be nice. At 7 I walked into the sitting room Cindy was there, a tight pink dinner dress with pink stockings 6-inch white heels her face made up her hair curls she gave me a smile mom was there saying it is nice of you to take Cindy out on the town before you both leave, We got to the car Cindy put her hand on my leg, “I am so excited and scared all at once,” she hugged my arm and said “I love you so much” as we pulled up to the club Cindy looked and said Hey, this is a swinger club, isn’t it? I nodded expecting her to say hell no!! instead she said, “I have always wanted to come see this place” I asked, “so you don’t mind?” Cindy tightened her grip on my arm “let’s go” We got out and went to the door Cindy was holding me close I could feel her body shivering with anticipation. We opened the door it was nice inside a few couches in the front room and a desk on the wall Cindy stopped I looked at her, her face frozen “what is it?” she pointed “that is Olivia at the desk, one of my friends from school she was on the cheer squad with me” suddenly Olivia looked up and saw us she came right over, “Cindy! Welcome!” She hugged Cindy, Cindy looked at me over her shoulder her eyes told the story she wasn’t expecting to see a friend here “Wow you look fabulous! And who is this handsome man?” Cindy started to say it is my adopted brother but stopped short I cut in and said “I am her boyfriend Eddie” Olivia gave me a welcoming hug too, come on lets get you checked in, I could hear Olivia ask Cindy “I thought you were still a virgin honey” Cindy shivered a little bit, “I am, but this sounded fun way to lose it” Olivia giggled “I want to be there holding your hand would that be alright? Cindy nodded “I would like that” We checked in and Olivia showed us around the bar the snack table all the rooms finally to the locker room and said here sweetie you can leave your clothes and shoes here it’ll be safe “do I have to walk around naked?” Olivia went on “you can if you want to or you can stay dressed or in your underwear there is no rule that way the only standing rule is NO means NO” she went on “you don’t have to share or fuck with anybody you don’t want to” Olivia suggested we get out of our clothes now so we agreed Olivia said she would be joining us for the night as your personal host I watched as she shrugged out of her skirt and blouse standing before us in matching blue thong and half bra her tits cradled fully pink nipples just over the tops of the cups round full perky “B’ cups her ass not as beautiful as Cindy’s but still very nice looking. Cindy turned to have me unzip her dress she shrugged the dress off and it fell to her feet she was stunning light pink bra panties garter belt and stocking Olivia said I have always loved seeing your body in the showers after practice but wow this look is fabulous honey Cindy blushed I was taking my pants off Olivia’s eyes were fixed on my crotch, she took Cindy by the hand and moved closer, “Oh Cindy he is mouthwatering. I hope there are leftovers” when we all stowed away Olivia led us to the main meeting room it has a small stage on it she led us up on the stage. Olivia walked to the mic. Holding both our hands she spoke into it “friends hello for those that don’t know me I am Olivia and these are my friends Cindy and Eddie this is going to be a special night at our club, tonight Cindy plans to give Eddie her cherry and become a woman the crowd around the stage all clapped, when she is ready we will take her to the room with the windows and stadium so we can all root her on!” Cindy said she would like to walk around some and watch other women getting fucked so we did, we found in women in every position every fantasy ever manner of sexual appetite Olivia would often point out men and couples she shared time with there. I asked her how long she worked there she smiled “my parents own this place I have been here since I could fuck” Cindy looked right at her “Olivia, I didn’t know this, you never said anything” “Well, this isn’t something you say out loud in school but I’m so happy you are here!” I asked Cindy was she ready to become a woman now? She took my arm “yes, my love I am ready to become yours completely” I followed the women into the room somewhere along the way Olivia lost her panties and bra she strides naked holding Cindy’s hand people were gathering to witness our joining. Cindy excused her self to use the toilet Olivia stayed with me I took the time to look over Olivia’s naked form, she was a bit taller than Cindy her tits perky standing up full with pink nipples ivory white skin she had a rather large full red bush her pussy lips peeking out from behind the thicket of her pubic hair. Olivia and I sat on the bed waiting for Cindy, “how long have you been working here?” Olivia said “I first came here when I was 12 after hours to help clean up, I was 14 when I lost my virginity here on this very bed with a boyfriend from school, I wasn’t allowed to join in parties here till I was 17 with older men and couples” Cindy sudden appeared she was wearing just her panties the group applauded her she smiled her face blushing she walked up and embraced me her lips searching for mine her hand grasping my now hardened shaft slowing stroking it I was aware Olivia was right next to us her tits pushed against my arm I could feel her bush rubbing against my leg her hand cupping my balls as I make out with Cindy I touched her pussy finding it not only wet but Olivia's fingers slipping around her hole and her anus Cindy pushed me back in the bed and Olivia lowered her pink panties the Cindy sat on my face her juices well underway trying to drown me I found her clit and concentrated on it to make her cum I felt a mouth beginning to cover my shaft and a soft hand milking my cock I guessed Olivia would want to be a part of this somehow, I could feel my first load working it’s way out as Cindy started grinding my face as her first orgasm hit after she came she slipped off my face I was surprised to see it was an old lady in her 40’s sucking my cock and Olivia was playing hostess to a huge cock pounding her red bush. Cindy was turning to lay on her back, I looked at her face she smiled and said I am so ready, just be careful and go slow, before io moved to mount Cindy the older woman was applying lube to the shaft of my throbbing cock I kissed Cindy as Olivia screamed out in her orgasm and the guy began pounding her cunt filling it with his hot load I felt the older lady guiding my cock towards Cindy's vagina I felt the entrance to her tight and hot to the touch wetness leaking from her the older woman was pushing against me ass helping me to enter Cindy Olivia somewhat recovered was laying next to us her fingers rubbing her own clit talking to Cindy “Its alright honey he is going to fuck your pussy I can feel the love from here” I felt her opening parting and her inner walls gripping my cock as I slowly pushed deeper inside Cindy’s face contorted up in pleasure, I could feel her walls throbbing around my cock I could tell Cindy was already cumming making her tighter as I tried to push deeper. Cindy was sucking on my neck her hands holding my sides, as I pushed in and out of her pussy, finally I could feel my balls slapping on her ass she was in a total state of bliss and pleasure her body bucking trembling and into spasms Cindy’s eye caught my eyes and she grunted between gasps of breath “you promised, promised to cum inside me don’t you stop until I feel your cum inside me!” it was all it took my cock swelled and started shooting endless ropes of hot cum it felt like the longest orgasm of my life the older lady was holding my balls said “Oh sweetie that feels like a lot it is leaking all over my hand” Cindy was consumed in her own orgasms her body still slowly softly bucking as they calmed down in her belly we stay linked together my hard cock slowly going soft barely aware of the group around us clapping as we kissed and pledged our love for each other. Scarcely aware Olivia was on her knees with a cock in her mouth and a horse sized cock parting her lower lips the older woman had another younger man sawing in and out of her very well lubed cunt when to fog cleared the entire room was linked in one way or another men and women and women and even a couple guys, I rolled off of Cindy her little hand going to her now red gaping cunt she squeezed the lips closed “I never want this first load to leave my body” Cindy and I got up to go to the bathroom Olivia got up and joined us her hand holding her pussy saying she needed to get that last load out before it flooded the entire room we laughed following her I stepped into the shower while Cindy went into a stall Olivia walked in behind me and said we should shower together to save water. Olivia yelled out to Cindy to hurry up as she didn’t want to have to wash my entire cock by herself, Cindy from her stall called back out between short gasps that she was a bit busy and trusted Olivia to get the job done. With that Olivia knelt down and engulfed my cock in her mouth her eyes watching mine in the stall Cindy’s gasps turned into moans louder and louder we could hear the pat of skin to skin contact I knew as did Olivia Cindy was again getting fucked in that stall I wondered who it was but suddenly Olivia stood up and lifted her leg up around my hip and said “Eddie this is a huge cock and I have been dying to feel it inside of me” together we pushed me deep inside of her well fucked cunt we angled and pounded till I could feel her body stiffen and as she started cumming my own load shot out with intensity volley after volley deep into Olivia’s womanhood her pussy clenching my cock as I pounded inside her we finished and turned to see Cindy and her lucky stud watching us Cindy said “oh good Eddie I was hoping you would fuck Olivia tonight” We all left the shower room and returned to the orgy and the older lady grabbed my hand and said “I need to feel that huge cock in my pussy” I watched as Olivia and Cindy were consumed into a group of hard cocked men when we were walking out to the car I asked Cindy how she liked the surprise, “it was the best time ever and it is safe to say, I am no longer a virgin so I can go to boot camp safely with a nice story to tell the other women. We got home and I went to the den to get some sleep when to door opened and Cindy slipped in freshly washed from her shower “there I am all cleaned and I have washed those other men from my pussy now I want my man’s cum inside me to fall asleep with.” The next day was full of both of us packing to leave as I had to catch a flight to my new Italian duty station, I couldn’t wait the only pang was not seeing Cindy again for a long time. Five months later I was at work and the Chief said there was a new group of fresh people coming in so I should make sure they had a room and a duty schedule as I looked at the list I saw a name that almost stopped my heart Cynthia I still missed her so much even though we kept writing but saddened the last name was wrong. The next day I was in the staff room I started calling out names one by one till I got to the name and called out Cynthia Williams a young woman turned around with a giant gentle smile and said “here sir” suddenly the clouds parted and my sunshine Cindy stood in front of me I assigned her the room right next to mine even though I knew she would be spending them in mine until we could get married. The last name, Olivia Young. My what a duty station this would be! We hope you enjoyed this story of ours,