My senior year in college I went with my buddy Steve to New York City to see our school play basketball against St. John's in Madison Square Gardens. On our way out after the game we ran into Margie and a girlfriend ( I don't remember her name). Margie is a secretary in New York and also our best friend Rich's girl. In fact they had been a thing most of the year, and from the way Rich talked this was the "real thing." Rich was at school because he had a major paper due on Monday, but Margie had decided to attend the game anyway to root for our team.
The girls were in no hurry so we decided to grab a quick bite and go to a nearby dancing club. Everyone had too much to drink (except me - designated driver), but Margie's girlfriend really overdid it. Steve had been all over her in hopes of an easy score while Margie and I danced until we were drenched with sweat (actually I was drenched - she just glistened). Steve was climbing all over the girlfriend when we came back to the booth. The strong musty smell of pussy told me his fingers had done some intimate exploring inside her panties.
When we left about 1am Margie's girlfriend could hardly walk. She was in no shape to take train home and started crying, saying her mother would kill her. I offered to drive her even though she lived all the way out on Long Island. Steve and I had already paid for a hotel room in the city so it was at least a 90 minute round trip. Margie, who lived the opposite direction, called home and told her mom she was staying with a girlfriend. She asked if she could crash in our room for the night.
In the car Steve resumed his quest for a score. I'm not sure Margie's girlfriend had any idea what was happening to her, but soon the car reeked with the smell of pussy, and in the rearview mirror I could see Steve's face buried in her crotch while she looked passed out leaning against the door. Margie and I made small talk, but she smiled shyly when I made a remark about Steve and her girlfriend getting along quite well.
I almost laughed out loud as I looked into the rearview mirror and saw Steve maneuver the limp body of his playmate until she was straddling him as he sat up on the seat. He was trying to get his cock into her, moving her against him by grabbing the cheeks of her ass. I'm not sure if he was successful, but at some point she stirred to life and said she was going to be sick. I quickly pulled over to the side of the road and Margie's girlfriend heaved her guts. Then she passed out on the back seat with her head in Steve's lap. He kept trying to put his cock in her mouth, but she didn't stir. We got her home, slapped her awake and helped her stagger to the front door. I have no idea what happened after she got inside, but we bolted quickly.
Steve fell asleep in the back seat and Margie slept with her head on my shoulder on the trip back. Once in the room Steve immediately crashed across one of the beds from all the liquor and was out cold. Margie asked if she could borrow one of my shirts, then disappeared into the bathroom. When she came out she was wearing the buttoned up shirt over her panties which the shirt barely covered. I could see her nipples poking through the shirt confirming that she was braless. Margie walked over and gave me a hug, then kissed me on the cheek telling me that she had a really fun night and I had been a true gentleman to drive her friend home.
Margie looked down at Steve sprawled across the one bed and said we shouldn't disturb him, gesturing that it would be okay if I shared the other bed with her. She turned off the bedside lamp and lay down. The light from the street illuminated her sexy profile as she lay there on her back with a hand resting on her stomach and one leg bent at the knee. I quickly stripped down to my boxers and slid between the sheets.
I should tell you that Margie is a petite brunette about 5'2" or 5'3" with big brown eyes, small but perky tits and perfect legs for a miniskirt with an ass which fills out a pair of jeans nicely. She has one of these bubbly flirtatious personalities that makes her fun to be around. Those of us who know her have never questioned her loyalty to Rich. I assumed her invitation to bed was innocent, but it definitely pushed the limits of comfort where I was concerned. After all, I was one of Rich's best friends. On the other hand, the thought of laying in bed next to a skimpily clad sexy piece of heaven was not at all an unpleasant thought.
As I crawled between the sheets, Margie snuggled up next to me draping her arm across my chest. Her thigh pressed against mine and I felt like it was burning my skin. Once again she thanked me for helping her friend and told me how kind she thought I was. Then she kissed my neck and pulled her body tighter against me until I felt the heat of her pussy emanating through her panties against my thigh. Unsure of her intentions, I lay there without moving a muscle. Except one that is - my cock was quickly getting hard.
"Goodnight, kind sir," she said, pulling away and rolling over with her back to me.
I was half tempted to go into the bathroom and quickly relieve the tension that was growing in my balls, but wishful thinking kept me hopeful that things still might get interesting. As Margie pulled her legs up into a sleeping position, she managed to press her shapely ass lightly against my thigh. My cock was poking up through the boxers, and I felt as though I might blow a load right there without even being touched.
Margie shifted slightly, causing her ass to rub more firmly against me. I could feel the two cheeks of her ass separated by the cleft between them through the thin material of her panties. It was now or never. I rolled towards her draping my arm loosely across her waist. I let my hardness brush lightly against her soft cheeks waiting for a signal. She cupped the back of my hand pulling it tightly to her stomach. The length of my cock was now pressing lightly against her crack. I shifted and increased the pressure from my cock while pulling her tightly against me with my hand.
We were now beyond the "gee I didn't notice what was happening" stage. I could feel Margie shift her ass against my cock. I pressed harder until my cock was definitely wedged in her crack. I massaged her stomach, slowly moving my hand down. Margie help guide me even lower. I slipped the tips of my fingers under the waist band of her panties. She continued to push my hand lower. My fingers slid past her soft, curly bush until I felt the searing flesh of her pussy against my fingertips. She lifted her upper leg so I could probe further. I traced the tip of my middle finger along her slit until the moist lips of her cunt opened to me. She was already wet from excitement and I easily worked one, then two fingers deep into her love tunnel. She started humping her pussy against my fingers. She moaned quietly while turning her head towards me until our lips and tongues met.
I wedged my other hand underneath her and inside the shirt until I found her pert little titties. My hand went back and forth between the two soft mounds, occasionally squeezing her sensitive little rosebud nipples. I pressed my thumb against her clit and shoved my fingers as deep as they would go. Margie rotated her pussy against my fingers and ass against my cock until her whole body went rigid. She gasped for air in a series of squeals. Pussy juice gushed over my fingers.
"uuuuuuHHHHHHH. OOOOHHHHHHH. oh fucking JEEESUUS. AAAAAAHHHH."
Margie carried on for a good thirty seconds. I kept working my fingers deep into her pussy and squeezing her tits. Her panties were getting soaked as juices kept pouring from her pulsating cunt. When she finally finished her body went limp.
She lay there for a few seconds breathing hard, then turned to face me, "Thanks for getting me off. You may have noticed that I was really horny. And God, that was a good one."