I dated a girl named Jessica for a couple of years in college. She's been the subject of several of my stories. We finally broke up, but we'd been together so long that she and I had most of the same friends.
She, my roommate, and some other mutual friends took a road trip to North Carolina only a week or so after we broke up. Jessica roomed in a large house with a bunch of other people, among them a good-looking gal named Martha who had tried to jump my bones several times when I was still dating Jessica. I politely rebuffed her advances then, but I did not forget them.
So, there I was in my apartment alone watching The Rifleman on TV at 1:00 in the morning, bored. The female guest on the show reminded me of Martha, and that got me to thinking how sexy she was. I'd heard she was fantastic in bed, too. It was coming a hellacious electrical storm outside, but since I'd been sipping on a bottle of codeine cough medicine left in my medicine cabinet by Jessica, fortified by some beer, I threw caution to the wind, grabbed the remaining four Bud talls and some weed, donned a poncho, and walked through the driving rain over to Martha's.
I figured if she wasn't there, someone would be and I'd share the beer and a doob with them. I was horny, for sure, but, extroverted and lonely, I was just craving human interaction more than anything else.
The front door was never locked, so I just came on in the dark entryway, like I always had. The usual lamp in the living room was on, but the place was otherwise dark and quiet as a tomb. I threw my wet poncho over the banister and trudged up the stairs to Martha's bedroom. Her door was ajar, and I tapped on it, announcing it was I.
Wearing nothing but a football jersey, she opened the door, smiled, and said, "Hi, come on in."
Loopy from the codeine and beer and boredom, I quite uncharacteristically just blurted out, "Wanna get drunk and screw?" holding up the cans of beer.
"Sure," she eagerly agreed, pulling the jersey off over her head to become completely naked.
Having known her for a couple years as Jessica's roommate and hanging out at their house all the time, I'd seen Martha flash her tits and moon people many a time, and she never wore a bra beneath her tee-shirts. So, I had more than a pretty good idea of what her body looked like, which is to say, terrific.
But I'd never seen her totally nude like that. Although there were no lights on in her bedroom, it was the former "sleeping porch" in the old house--enclosed with windows on three sides--which let in plenty of light from the streetlight in the back yard. I could see her goodies quite clearly. Wow!
Martha was great looking, but had an extremely disproportionate figure, though in a very good way, to my eye. She was tall at about 5'9", had long slender legs, narrow hips, slim waist, shoulders, and arms, but cantaloupe-size boobs, pendulous, with big, dark brown nipples and areolas. Notwithstanding braces on her teeth, she had quite a pleasant face, too, with shoulder-length brown hair, and a naturally dark complexion. I have still never seen a woman with such large, natural breasts on such a slender frame. The fact that Jessica had little titties made Martha's big ones all the more appealing.
We downed a beer each as she untied the nearly infinite laces on my heavy hiking boots, peeled off my jeans and the rest of my clothes, and literally jumped on top of me, pinning me to her mattress like a wrestler.
Martha started for the women's Rugby team, and this was a very competitive Division 1 college. Point is, despite her skinny build, she was extremely strong and aggressive. She kissed me and sucked me and ground her pussy on my face HARD, and left no doubt she was IN CHARGE. She rimmed my asshole, tongue-fucked it, then wiggled a long finger inside as she sucked my cock ALL the way down, ALL the back to the tip. She even spanked my butt cheeks, quite hard. Considering the considerable amount of opiated cough medicine I had consumed, this was exactly what I needed.
We fucked and sucked and licked and spanked and finger-poked orifices for well over an hour, and I had about decided that I was just not going to cum due to the beer and cough syrup and the fact that she had a somewhat loose, though great-feeling, pussy. She was on top of me fucking cowgirl style when she reached down with her hand to swab my cock back and forth from her very wet pussy to her asshole. Turnabout being fair play, since she'd fingered my pooper while giving a blow-job earlier, I slipped my index finger up into her brown hole while lick-sucking her clit, and she liked it a lot, cumming big time. Even so, it was a very tight hole, even on one finger.
Then she positioned the tip of my dick right on her pussy-juice-lubed back door and gradually yet fairly quickly worked it all the way in. It was obvious from the grimace on her face that it hurt, but she held it in place perfectly still for a bit, holding me stationary when I tried to thrust. However, within a few minutes she was riding it slowly, then faster and faster. Twiddling her twat as she did so, the painful countenance transformed into a look of extreme pleasure.
I'd tried to screw Jessica in the butt, and she was really trying, but even when she was both drunk and luded out, I was never able to get more than the tippy-tip in before she'd back out. So Martha was the very first chick I ever fucked in the ass, and it was completely her doing! She came twice, the last time with a blood-curdling scream, and then, with a determined look, leaned back and grabbed my knees behind her. This enabled me to see my cock actually going in and out of her anus while looking at her large pussy lips wrinkling provocatively with each plunge. She was doing 90% of the "work," so those big ol' titties on her narrow chest were flopping in tandem all the way from her chin to the bottom of her rib cage with each thrust.