Kelly Learns a New Trick (mf, first anal, toys) By Marklemagne -- This story is meant for adults only. Please don't read it if you aren't an adult or if you don't like consensual sex between adults. You are free to make copies of this story, as long as you give me credit where credit is due, drop me a line that you are going to repost it, and don't charge people to read it. Comments are always welcome at marklemange@canada.com -- Kelly and Mike had been dating since forever and they were going to get married in a couple of months. They were both still of high school age, but Mike had already received his diploma from an accelerated program and was working in a warehouse down by the harbor in Newport. Kelly was a popular girl in her senior class and, like Mike, was not planning on college after graduation. They became lovers soon after their first date in 8th grade and four years later had become well acquainted with each other's likes and dislikes. Mike was a straight-ahead lover whose greatest pleasure was a good hard fuck. Kelly, on the other hand, loved oral sex and bringing her favorite vibrator into bed. They didn't experiment much, although there had been the time that they sat in her parents' hot tub and watched as Kelly's older sister and her boyfriend fucked right there in front of them. Lisa and Tony had wanted Mike and Kelly to watch them; it really turned Lisa on, even if Kelly was her kid sister. Tony was secretly hoping to get a little of Kelly's action that night, but the younger couple was more shocked by what they saw than turned on. Mike was grooving on watching Lisa's nice firm breasts bounce up and down as she sat on Tony's lap and faced the center of the tub, but he knew that he wouldn't be able to perform well if he had an audience. --- Laying naked in Kelly's bed, Mike was propped up against the headboard, watching as his girlfriend pleasured herself with a small vibrator. It was a real turn-on for him to watch a girl masturbate, and Kelly was usually plenty agreeable to turning him on. Kelly lay at the foot of the bed, perpendicular to Mike, her long blonde hair hanging over the side and her long legs, toned by miles of cross country meets, spread wide. With one hand on her small, tanned breasts and her other hand busy rubbing her clit with the vibrator, Kelly was lost in the sensations of the moment. The vibrator buzzed quietly, occasionally changing pitch as it dipped into the wetness between her pussy lips. She matched the quiet of the dildo with a low, almost inaudible moan of her own. Mike almost absent-mindedly rubbed his cock, his fingers sticky with the copious precum which flowed from the tip. He really wanted Kelly to come so he could stick his cock into her tight, hot pussy. His desire was almost physical, it felt so strong. "Come for me, baby," he said softly, moving down the bed to get a better look at her vagina. "mmm," she moaned in response. "Touch me, Mike. Touch me..." Mike accomodated his girlfriend, reaching out to feel the soft breast closest to him. With a growl, he pinched her nipple hard and watched as she reacted to the pleasurable sensation. "That's it," she said. "You like that?" Mike asked and Kelly responded by grabbing his fingers and pinching the nipple herself. Mike leaned over and took the nipple in his mouth. He sucked at first, pulling the nipple up with the vacuum of his mouth, then he bit down, hard. "oooh." As he sucked on her tit, Mike brought his hand down her chest and belly, pausing to pay attention to her shallow belly button. Then he continued down her body, running his hands over the silky skin on her thighs. Mike then followed his hands down between her legs, shifting his body so that he lay between her bent legs. He brought his face forward and plunged his tongue into her wet pussy, his senses filled with her scent and taste. He wiggled his tongue playfully inside her pussy, his nose tickling her clit, vibrating along with the dildo. He slid his hands underneath her ass, pulling her cheeks apart as he probed her slit with his mouth. Mike's right hand slipped toward her asshole, stopping to pick up some of her natural lubricant on the fingers. Returning to her asshole, Mike slid his index finger over the virgin hole while at the same time attacking her clit with gusto. Kelly moaned in pleasure but tightened her anus involuntarily, keeping Mike from sliding his finger inside. "Mike," she said softly, trying to warn him off. "Relax, baby, I won't hurt you," he replied, his voice muffled by her pussy. Mike then returned to licking his girlfriend. Kelly tried to relax her ass muscles, and as soon as Mike felt them give, he slipped the tip of his index finger inside. "oooh, ow," she cried, tightening up again, trapping his finger in her ass. "Shhh," Mike whispered, giving her slit a long, sensuous lick. "It hurts." "Just relax, it will feel good," he reassured her. He pushed his finger deeper inside the virgin orifice, sliding it past the knuckle. He could feel the walls of her ass gripping him tightly, then relaxing. "ooww. Take it out," she begged. Mike slid his finger out a bit, but as Kelly's body relaxed, he plunged it back in even farther, this time moving it around a bit. Kelly felt as if her ass was on fire, but beneath the pain she admitted to herself that she felt pleasure. "There, see," Mike said as she started to move her body in time with his thrusts. "oooh." This time the moan was one of pleasure. Kelly's pleasure was interrupted briefly as Mike brought a second finger up to her asshole and pushed it in. This time, the feeling of fullness made Kelly stiffen and her eyes popped open as she realized what Mike was doing. Mike made a scissor-like motion with his fingers, stretching her virgin hole. "I can't," she started to say, trying to move away from his hand. "I don't want..." "I'm not going to do anything," he said. "I just want to make you feel good. And it does feel good, doesn't it?" "uhh-ummm," was all Kelly could say as she tried to relax. "I'll take that as a yes." The scissor motion loosened her rectum even further and Mike took his other hand and pushed three fingers into her other hole. He could feel his fingers through the thin wall separating her vagina from her ass, and he rubbed that wall to stimulate her. "aaahhh!" Kelly said, the new sensation pushing her over the edge to orgasm. The vibrator fell to the bed, and Mike withdrew his fingers from her ass and grabbed it. It was very wet and slick, and he slid it easily into her rectum and turned it on. The sound of the vibrator was almost muffled, and soon Kelly drowned it out all together by screaming in pleasure a second time. That second orgasm caused a torrent of girlcum to flow over Mike's fingers and as he fucked her ass with the vibrator, he withdrew his hands from her cunt. Reaching down to take his penis in his hand, Mike rubbed his wet fingers over his cock, making sure it was nice and slippery. He maneuvered himself between her legs and still fucking her ass with the vibrator, used his own body to push Kelly's knees to her chest. The movement raised her ass off the bed and Mike quickly withdrew the dildo from her loosened asshole. He was right there with his cock and before the anal virgin knew what was happening he had the head of his seven-inch cock inside her hole. "Mike!" she cried, trying to get away. "Please." But Mike either didn't hear her or didn't care what she wanted. He continued to push forward, impervious to her pleas until his cock was buried to the hilt. Kelly's breathing was coming in gasps, her body a mixture of pain and pleasure. Mike rested inside her, his hands sliding up and down her thighs in a gentle stroking meant to relax his girlfriend. When he felt her sphincter ease up on his cock, he began moving ever so slowly in and out. "ooooh," she said as he pulled out slightly. "ohhhh," she gasped as he pushed back in. Mike matched Kelly's moans with a couple of his own, and his breath hissed through his teeth as he felt his cock gripped with a hot tightness he had never even imagined possible. "yesssss," Kelly sighed as her body gave itself over fully to pleasure. "Now it feels soooo gooood." Her voice changed as Mike began to drill her ass. He knew he wasn't going to last long at this rate and Mike really wanted to know what it was like to come in a girl's ass. Her knees were up against her tits, pushing her nipples back into her breasts and every time he plunged into her, little jolts of pleasure radiated between her asshole and her nipples. It was a limbic connection Kelly had never known existed, for she had never even rubbed her asshole in masturbation. To her, it was dirty and forbidden, and she was shocked to think that Mike had been able to conquor her reluctance so quickly and easily. "Here. It. Comes," Mike grunted and pushed a final time into Kelly's ass. She felt his cock stiffen and grow inside her and then Kelly felt her rectum fill with a warm fluid. Mike pulled out, his cock getting flaccid rather quickly. He had never felt an orgasm like that before and he felt as if he had dumped a pint of cum in his girlfriend's ass. Once they had separated, Kelly's feelings of pleasure were quickly replaced by an overwhelming desire to empty her bowels. Her ass was sore, but not horribly so. She curled up in a fetal position, which eased the pain somewhat. It felt like she had had a strong attack of hemmorhoids, which made the romance of the moment diminish somewhat. Mike lay next to his quiet girlfriend, and felt her jump involuntarily as his cock brushed her sensitive ass. "Thanks," he said, wrapping his arms around her. "I don't think I want to do that again," she said softly. "If that's what you want, that's ok with me," he said. "But it was great." "I would never have done that if I had to think about it," she said. Mike agreed, but then he always felt that it was easier to apologize than to ask permission. The end.