Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:
Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer First Encounters
Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.
As I mentioned above, I really like to hear about my readers' first sexual encounters. I have gotten a lot of great stories. Although I can't vouch for the validity of them, I decided to share a few of them with others, with the names changed and no references which would reveal anyone's identity.
Ok, on with the story:
Cindy's first encounter:
I was a high school girl with a boyfriend named Kevin. Although I had always been told that I was gorgeous and had a great body, I had never let Kevin get past first base. My strict upbringing left her terrified of what might happen if I did. Kevin had been patient, but it was obvious that he was getting anxious when we kissed. I wanted to have sex with him, but just couldn't bring myself to go to the next level. I was perpetually horny, trying everything from carrots and cucumbers to the handle of my curling iron in my dripping pussy, but I needed the real thing.
I had agreed to go to with him and his parents to their lake house for the weekend, although I was afraid that he would put more pressure on me when we were alone at the lake. I had resigned myself to dealing with it and waited for his parents to pick me up. On Friday evening, when they arrived, I was surprised to see that Kevin was not with them. They explained that Kevin's soccer coach had called a Saturday practice because the team had not played well the week before and he wanted them to be ready for the playoffs. They told me that Kevin would join us the next day after practice. Since it was a long weekend, I decided that I would go ahead and join them.
The drive was not terribly long and I was surprised at how beautiful their home and the lake were. It was going to be nice to spend a quiet evening there although I was afraid the conversation would be awkward. They made a great dinner and I was surprised that they served wine with it. Not wanting to appear unsophisticated, I drank two glasses. It was so good that I jumped at the chance for a third glass. Kevin's father Lloyd was a nice looking guy in his late thirties and his mother Darla was still very attractive with a nice body. She had very large breasts and was not shy about displaying them.
After my third glass of wine, I realized that I may have overdone it. I was laughing a bit too loud and I could tell that my inhibitions were not at their usual level. Darla sat by me and asked if I would like to see some baby photos of Kevin. I agreed, despite the fact that she was sitting very close to me. She began flipping through the pages, laughing with me at Kevin at various stages of his childhood. I barely noticed that Lloyd had refilled my wine glass as I quickly dispatched another glass. Suddenly the pages got a lot more interesting. There was one with Darla in a skimpy bikini, her big tits practically falling out, sitting on Lloyd's lap. The next one showed Lloyd with his hands inside her top, cupping her breasts. The huge bulge in his Speedo was clearly visible.
I was shocked, but very intrigued. Darla flipped the page and it got even more interesting. Her suit was gone and Lloyd was sucking on her nipple. I turned bright red and began to squirm on the sofa. The next shot crossed the line completely, showing Darla on her knees, with Lloyd's thick cock halfway in her mouth as her hands cupped his balls. I gasped audibly, but I couldn't bring myself to move. "Does this shock you Honey?," she asked. "We can stop." As she said it her hand found its way between my legs and began to rub my thigh. I moaned softly, trying to find the strength to tell her to stop. I just couldn't get the words out. She turned the page and showed another shot. This time she was on her hands and knees sucking some man's cock as Lloyd fucked her from behind. I almost fainted at this incredible scene. I squirmed again and her hand found its way to my cunt. As she began to rub me, she showed me a picture of her eating another woman's pussy as the other woman sucked Lloyd's cock.
I spread my legs wider, giving her easier access as she continued to show me more and more daring pictures. It was an endless streams of her and Lloyd in various combinations with dozens of other people. I was shocked to see Lloyd with his dick in another man's mouth and ass. Then came one with Lloyd getting fucked by two men. Darla had an endless stream of cocks and cunts in her mouth, cocks up her ass and pussy, and dildos in every orifice. As her finger eased inside my pussy, she began to pump it slowly, in and out. I moaned and bucked against her as she showed me the final shot. It was her with a cock in every orifice and one in each hand. Lloyd was fucking her ass, while another man drilled his butt with a huge cock.
I threw my head back just in time to see Lloyd's cock approaching my face. I was so hot I did the first thing that came to mind and opened my mouth to accept it. The taste was incredible. I never imagined how exciting it could be to suck a cock or to have a woman finger fucking you. Just when I thought I couldn't get any more excited, Darla stuck her head between my legs and began to lick my cunt. I was so hot I thought I was going to explode. I tried to take all of Lloyd's cock, but it was too big. I had to work hard to avoid biting him, but I finally mastered that. He never complained and his moans told me when I was hitting the best spots. I moved down to lick his balls the way a girlfriend had told me to. His cock got even harder and more erect. It looked like a flagpole.
Darla was now fingering me and licking my clit at the same time. She unbuttoned my blouse and removed my bra, pausing to suck my nipples as she continued to finger fuck me. She had managed to get three fingers inside me and was really fucking the shit out of me with them. She suddenly switched and buried her tongue inside me, licking my insides and driving me crazy. Next she pulled out a large vibrator and slid it up me, turning it to full speed. The vibrations along with her tonguing of my clit sent me over the edge and I exploded with a violent orgasm. Lloyd got excited and started fucking my face, forcing his cock deep in my mouth, causing me to gag. Realizing that he was overdoing it, he backed off a bit, but continued to pump my mouth. Just as my orgasm finished, his began. "I'm cumming," he screamed as sperm shot from his cock hitting the roof of my mouth and covering my tongue. He held my head and humped my face, sending wave after wave of semen into my mouth. I couldn't hold it all and it ran down my face and dripped on my tits.
When Darla saw this, she moved up and licked the cum from my chin and tits, sucking on my erect nipples as she moved back to my cunt. I assumed that we were going to stop at this point, but I was wrong. Darla quickly got my motor running again and then introduced a new toy. It was a small dildo, which she lubed carefully. I was confused until I felt her lubed finger slowly enter my ass. This drove me into a panic, but Lloyd began to suck my tits and my lust made me continue. As she fingered my ass, I was struck by the pain, but intrigued by the feeling of fullness. It seemed to elevate the feeling in my other pleasure zones. When I adjusted to two fingers in my ass, she removed them and inserted the butt plug. I was pleasantly surprised that it didn't hurt. In fact it just felt strange and sexy.
Darla pulled me down on the floor with the butt plug still up my ass. She shifted around and positioned her pussy over my face, straddling me and surrounding me with the aroma of her musky cunt. I was afraid to try it, but felt that I had to reciprocate. I licked her clit lightly and she moaned deeply. Her cunt was dripping and the aroma was intoxicating - the smell of lust. I slipped my tongue into her pussy and she responded by bouncing up and down on it, fucking herself on it. I grabbed her ass and my finger found its way to her anal entrance. "Oh God yes," she moaned. "Finger my hot ass," she begged, grabbing some lube and inserting it in her ass. My finger slipped easily up her ass and she continued bucking, impaling herself on my tongue and finger.
I suddenly became aware of Lloyd's cockhead rubbing against my cunt lips and I knew I was about to be fucked. I had already resigned myself to it and spread my legs to give him easier entrance for that long, thick dick. When he pressed forward, I gasped at how wide he was stretching me. It hurt a lot, but the pleasure was even greater. The butt plug in my ass just made the feelings more intense. As Lloyd began to fuck me with long, smooth strokes, Darla rode my face like a jockey in the home stretch. After adjusting to Lloyd's big dick in my pussy, my cunt was tingling with pleasure as Darla squealed and rubbed her pussy all over my face. My entire face was already coated in cunt juice as Darla finally exploded and unloaded even more in my mouth. I swallowed it like it was nectar. She continued to ride me until her orgam subsided, then slid off to allow Lloyd easier access.
Lloyd leaned forward and stuck his tongue in my mouth, getting a taste of Darla's cunt in the process. He then moved down to suck my nipples as he continued his assault on my tight pussy. He picked me up and stood with me still impaled on his hard cock. I wrapped my legs around him as he walked around the room, carrying and fucking me at the same time. After a few minutes of this, I came again, but he continued to fuck me. After I came, he flipped me over and mounted me from behind, sending his hot prick back to the depths of my pussy. Darla slid underneath us and began to lick his cock and my clit as he rode me hard.
As I got closer to another orgasm, Lloyd suddenly pulled out causing me to turn and give him a very diasappointed look. He began to lube his cock liberally, but I still didn't understand what he had in mind. When he removed the butt plug and inserted two lubed fingers in my ass, his intentions became clear. I panicked briefly, but Darla began to lick my clit and tongue my pussy, removing any common sense that might have been lingering. After getting a third finger up my butt, Lloyd placed his mushroom-shaped cockhead at my anal opening and pressed forward. It took some adjusting and some assistance from Darla, but he finally worked the head inside. It took my breath away, but I was determined to see why Darla liked it so much.
Lloyd began to press forward again, driving three more inches into my tight tunnel. I was very tense and Darla told me to relax. As I relaxed my anal muscles, Lloyd pushed the remainder of his long, thick shaft inside me. His pubic hairs brushed my widely-spread rosebud as he buried his cock to the hilt. Lloyd didn't pull back for a long time. Instead he moved in a circular motion, opening the tight rectal walls wider to allow for easier entry. It still hurt, but it was more of a strange feeling than a painful one. Finally Lloyd began to fuck my ass, very slowly, pulling out only a few inches before sinking back to the depths of my ass. Darla's work on my cunt eased the discomfort until, finally, the pain lessened and the pleasure grew.
Finding easier entry with each stroke, Lloyd began to pull back further and return to the bottom of my deep tunnel. Darla surprised me by taking the occasional lick at Lloyd's shaft. It was hard to believe that she would enjoy the taste of his cock as it was pulled from my ass, but I also found it very erotic. Lloyd was clearly getting very aroused by my tight little butt wrapped snugly around his cock. His strokes began to quicken, then stopped as his big dick began to shoot hot, sticky sperm deep in my ass. He moaned and groaned as he continued to unload a large load inside me. Finally, he pulled out and shoved his cock inside of Darla's mouth. She licked and sucked his cock like a baby with a pacifier, getting a taste of my ass and the remainder of his semen. Then she turned and buried her tongue in me to lick the cum that was dripping from my well-fucked ass. This felt so hot that I exploded with another orgasm. Darla finally rolled over and smiled, her face a mixture of cum and cunt juice.
We crashed on the sofa while we recovered and Lloyd slid between us. Darla slowly fondled his spent cock as I looked on, contemplating what had already transpired. It didn't seem possible that I had gone from a total virgin to a girl that had been fucked in every orifice, eaten cum, and had Lesbian sex - all with my boyfriend's parents and all in a couple of hours. I started to get up and head for bed, but Lloyd had other ideas. He slid a finger up my pussy and softly finger-fucked me. Darla finally got his cock hard again and wasted no time sitting on him and impaling her ass on his big dick. She was facing him and bobbing up and down when she got another brainstorm. She had me stand on the sofa, between the two of them. This placed my pussy in Lloyd's face and my ass in hers. Lloyd began to lick my clit while Darla licked my anal ring. My ass was still stretched from the fucking Lloyd had gven it, so Darla was able to get her tongue all the way in. The feel of their tongues was really giving me a buzz and Darla was obviously enjoying the hot fuck her ass was getting.
Darla was the first to cum and pulled herself off Lloyd's still-hard cock. She then pulled out a double-headed dildo and pulled me down to the floor. We got positioned on our hands and knees, facing away from each other, with our asses almost touching. Lloyd inserted the dildo in both our asses and we began to rock back and forth, fucking each other as we fucked ourselves. My pussy was dripping cunt juice everwhere and Lloyd moved underneath us in a 69 position with me. He used a pillow to raise his head enough to lick our pussies as I polished his knob. This position was really good for me and the dildo, combined with Lloyd's tongue drove me to one orgasm after another. Poor Lloyd was drowning in cunt juice, but he soon returned the favor by filling my mouth with another load of cum soup.
I finally collapsed and rolled off of Lloyd. The dildo popped out of my ass and dangled from Darla's I reached up and grabbed it, holding it in place and allowing Darla to pump herself to another orgasm. She sat on Lloyd's face and showered him with a final load of her hot pussy potion. We rested a bit and headed off to bed. I lay in bed for a while trying to make sense of the evening, without success. I soon drifted off, but awoke a few hours later to find Darla eating my pussy to a bone-jarring orgasm. She immediately kissed me and headed off to bed. I drifted off again, but awoke again to find Lloyd on top of me, slipping his cock in my pussy. He drilled me to another orgasm, then slipped his slippery cock between my big tits. I got the hint and held them together as he used them like a pussy to bring himself to orgasm. As he began to shoot, I bent my head forward and caugth a couple of spurts in my mouth. He left me with cum in my mouth, on my face, and on my tits. I felt like such a total slut, but it wasn't a bad feeling.
I knew that my life was never going to be the same after that, and it wasn't. The following day I had sex with Lloyd and Darla after breakfast, then went down to the lake to wash off. That afternoon, when Kevin finally arrived, I dragged him off to the woods and fucked his brains out. He was totally baffled, but loved every minute of it. I did all the really dirty stuff with him. I sucked him, shoved his cock up my ass, ate his cum, and licked his ass. He was in heaven, but I wondered how he would feel if he only knew the truth. We broke up a few months later, but I continued to see Lloyd and Darla until I moved away. The last time I went home to visit my parents, I stopped off for a marathon fuckfest with Lloyd, Darla, and some of their friends. I got all of my holes filled simultaneously for the first time and I watched Lloyd and two guys fuck each other senseless. I even let Lloyd fuck my butt while another guy fucked his and I sucked a third guy's cock.
As always, send comments to twonight@excite.com. Check out my other fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.