Diana's First Anal Sex My girlfriend Diana and I decided to take a ride, to see a little of the Bay Area from Skyline Boulevard south of San Francisco. It was one of those hot, sun-drenched days and we were chatting about nothing much in particular when the inevitable topic came up: sex. We were both turned on and before either of us knew what was happening, she had my pants unzipped and by cock was standing up straight as she stroked the shaft in a soft, teasing way. She laughed as she watched the pre-cum ooze from the pee slit in its head. Still unthinking, I pulled the hem of her dress to her waist and slipped my right hand beneath the elastic of her panties. They were soaking, and I laughed, shaking my head at her, trying for a surprised look . . . but it didn't work. Jeez, she was hot. Pussy cream was spilling into the crack of her ass, drenching my hand as I pushed two of my fingers inside her. I kept drifting toward the side of the road. "I'm so hot, Billy, I can't wait. Pull over!" "No, we'll be back home soon," I answered, "all alone in the window box. Can you wait?" "No! But I guess I'll have to," she answered petulantly. She shuddered -- and I mean all over -- and pushed her pelvis up, taking my two fingers deeper. I could feel her pussy inside, hot and dripping. Her mouth was open and wet and her fist was jerking my cock harder and harder. "Easy, babes, please -- before I kill us!" I slowly pulled my fingers from her wet slot and she made those sounds I love to hear! I couldn't wait to get my urgent prick into her wet and tight cunt. When we arrived back home, I almost dragged her into the bedroom in my haste. Slipping my hand around her, I felt the firmness of her breast through her light, skimpy summer dress. No bra. As usual. Her nipple stood up long and hard, and I pulled on it as I steered her into the window box. My cock was hot and stiff, and my balls felt like they were filled with molten lead. I was heavy with desire and it flowed throughout my body, making my ass muscles clench. The way Diana fell on the bed, legs akimbo, was enough to drive any dude nuts! I flipped her on her stomach and pulled her dress up, checking her buns. Her panties were stuck to the middle of her twin buns. They have that special kind of roundness, firm and jutting out -- a chisel butt, an invitation to butt fuckers. It was getting hotter and hotter in that window box, but that may have been just me, I think. Diana started to turn over, but I knelt on top of that wild ass and struggled with her panties as I ground my hard cock and ball into her ass. She was moaning and making those wild little sounds as her ass lifted and pressed back, making my cock lurch as I slipped her dress off so fast I almost tore it . . . but neither one of us was worrying about stuff like that just then. "Doggie-style," she muttered, "I love, Billy!" I knew that! I loved it too. There was nothing finer than feeling Diana's velvety ass under me as I stuck my cock into her over and over until she screamed and screamed. But she never screamed for me to stop -- that's for sure. Well, I got my clothes off too, hating to be away from her hot body even for a second. Her hands tugged and pulled gently at my balls in the few seconds I was standing. Her dress was puddled near her head and I gave it a last yank, throwing it to the floor as I fell on top of her. She was so curvy and tall, and inch or two taller than me, but of no consequence when she was prone! She had everything, including a natural, sweetish, musky smell that gives evidence to the chemical attraction of pheromones. I could never forget a minute of that far-out accident that changed our sex lives forever. We were both so hot for each and her thick red hair was shiny with sweet as she turned her head to the side, her full lips parted and a thing line of saliva dripping onto the blanket in the window box. "You're so heavy," she moaned, trying to lift up against my weight. She was dripping wet as I slipped my right hand beneath her hot pussy, my mouth going dry as my fingers felt her creaming goo. Wriggling my finger into her wet hole made her entire body shake and she was begging me for my cock. My hard dick was firm between Diana's ass cheeks, and she was sweating inside those deep cheeks and that wetness miked with her cunt-cream I'd smeared on my shaft. I slipped my hand from her cunt after giving it one good tight squeeze that had her cry out in pleasure. I reached around her and filled my hands with her delectable tits, feeling the firm nipples pressing against the skin of my palms. Their softness and fullness filled me as I pulled downward on her areolae and a tender milking motion. It was growing dimmer as the late afternoon sun began to slip behind the coastal range behind us. We wanted no lights to erase the soft shadows of the orange light. All I could feel was the wetness and heat of our two bodies as I slip my rock-hard prick up and down between those sweet cheeks. Wetness was everywhere, and my body was sliding up and down over hers as she thrust her ass up harder and harder at my prick! Diana was hysterical, crying and bumping against me as she begged for me to put it in! I gripped her tits hard and lifted my ass up, thrusting with my hard cock into the dampness between her cheeks and legs. When I thought I had found her hole, my first thrust was so hard that it pushed all the way in! Diana screamed . . . but not the usual way. My cock was in her ass and sliding down deeper and deeper until it was all the way in. I rested against her hot body, my chest pressed against her back. It felt so damn good! I mean, it was so tight, like it was gripping my entire cock in a vise or something. Then I realized! "It was an accident!" I licked her back, and she groaned. "I'll pull it out slowly. I'm sorry." Diana lay perfectly still for a long minute, and when I lifted a little and began to pull my cock out of that hot, tight asshole, she suddenly said, "No! It -- it feels good . . . I think. It hurts, but it feels good. Go on, Billy -- don't hurt me, but move just a little . . . slowly." I grinned with delight and held her tits with one firm last tug at her nipples, sliding my hands down her hot, wet body as I pulled my prick out slowly till just the thick head was inside her. Her ass began to move then, responding, and my hands followed the ling of her slender hips down until I pushed both hands underneath her pelvis, gripping her cunt tightly, sticking my fingers up inside her hole as her liquids spilled over my fingers. Her ass rolled and she was half-crying, half-moaning with lust. The heat from her ass seemed to be spiraling around my cockhead, and it felt like it was gripped in a velvet trap. I kind of felt that I couldn't get it out -- so I plunged all the way in again as she gripped the blanket and wailed. I really began to fuck her then, harder and harder, loving intense, tight glove of her rectum holding my cock. My hands slid up to her waist, just above her hips and I pulled my upper body back that I might gaze down on her arched back, her small waist and the lovely womanly swell of her hips, down between the cheeks of her ass, watching my cock slide into the now buttery heat of her asshole. Diana has a tight little pussy, but her virginal asshole was another story! I could feel every inch of her hot tunnel walls clinging to my cock as I pressed it all the way inside and then pulled it back out, all the way out. Her asshole was slightly dilated in the heat of her sexual relaxation, but it began to close in just a few seconds. Then, back in . . . slowly. In and then out . . . slowly. "Can you feel the shaft of my cock, Diana? Can you feel it deep in your ass guts, babe?" I can't explain the gripping friction of her anus. I kind of went crazy, fucking her harder and harder, my hands holding her hips, pulling her back to me, impaled on my hard cock. I fucked her on and on, my balls slapping against her pussy, spurred on by her voice, "Oh, Billy! I can feel your balls hitting my clit!" Diana was impaled, and each time I shoved it all the way inside, I smashed her soft asscheeks with my hips. Suddenly she was really into it! She was lifting up and giving a little twist every time my cockhead was jerked outwards, making me groan with the sudden sweet violence of her sexuality. She was creaming and moaning and thrusting back at me, her ass rising over and over again, meeting each thrust of my cock. "Oh, Billy, I think -- oh yes, I'm going to cum!" And then her ass was shaking like an engine and my fingers on her hips could feel her shudder and my cock could feel the power of her pelvic muscles, almost as if she were trying ti expel me from her body. I called her name and gave one big push against the tightness inside her ass and pressed my body as hard as I could against hers, feeling the mounds of her sweet cheeks tight and flush against my hips, her wet, swollen pussy lips against my balls. I felt the explosion of cum shooting hard into her bowels, once, twice, then a third time. Then I lost track of time. I may have blacked out for a moment. I'd long since lost an awareness of where I left off and Diana began, so merged were we. I awoke, perhaps moments later, slumped over back, drained, gasping for air. She slowly let her upper body slump forward and my softening cock was slowly pushed out of her ass. "Hold me, Billy," she murmured as I fell beside her, one arm and one leg thrown over her prone body. Then we fell asleep. That was our introduction to anal sex, and although we have tried every kind of sex that comes to mind, we both have come to love butt fucking. Diana seems to have the kind of ass designed for it, too. Some accidents are more like fate, I think. At least ours was!