Back in the middle 60′s, I owned an apartment complex near O’Hare field which catered to airline personnel and expecially stewardesses. In those days, the stews were young and perky, not like the grandmothers who fly today.
We ran a courtesy car to the airport every hour and occasionally when we had more than a full load, either the building manager or myself would run out to pick up the overflow in our personal cars. On the night I will tell you about, I was ready to leave to go to a night baseball game at Sox park with my manager when I got the call from our driver that there was one stewardess at American Airlines he couldn’t pick up.
I hopped in my car and picked up Sally R., a very attractive freckle faced redhead. I wouldn’t call her beautiful, but she was cute as hell; average height, 5′-4 or 5″, great legs, lovely ass, and a stunning chest. Not huge, but you certainly couldn’t miss noticing the curving bulge of her uniform jacket.
We had kidded around before and said hello when we met and I had often wondered if there was anything more there. I suggested to her that maybe she would like to go out for a few drinks and maybe dinner and she thought that would be nice. I dropped her off at her apartment and told her I had to make a couple of phone calls but would be waiting for her in the office of the building.
My wife already knew I was going to the ball game, so I called the manager and told him to take his kid to the game instead of me, and left the tickets on his desk. Then I called a nearby restaurant where I knew the owner and asked him to hold a table in the dark section of the room. This was a great sneak joint and he was always getting requests to turn down the lights. You could hardly see your hand in front of your face in the back room. He said he would reserve the back alcove for me and wished me luck; I had been there before, you see.
About 20 minutes later, Sally rang the office buzzer and I went up to meet her. She had changed from uniform into a white silk blouse which displayed her beautiful breasts to great advantage, a short skirt, dark nylons, and black patent high heels. She looked good enough to eat and I was hoping to do just that after dinner.
When we got to the restaurant, I ordered scotch and soda and she asked for a double vodka on the rocks. We chatted about this and that and then she asked if she could have another drink. She had really poured that vodka down and when the waitress came back, Sally told her to bring two doubles to save herself the extra footsteps. I had been sipping my scotch and wasn’t ready for another one yet.
Anyway, she inhaled those two and got two more. Could that gal drink? By the time she finished the first five doubles, she was pretty well smashed. She looked at me bleary-eyed and said:
“Why did you ask me out tonight? If you just want to get laid, say so. Do you think I’m just another piece of ass? Are you just looking to carve another notch on your cock?”
I was speechless! Sure, I wanted to get into her pants but I didn’t know quite how to answer her.
“Sally,” I said, “I think you’re a lovely girl…”
She cut me off and said angrily, “Bullshit. First, I’m not a girl, I’m a woman with a 9 year old kid back in California living with my mother.”
That put me on the floor again. She had a chip on her shoulder a mile wide and I couldn’t figure out why she was challenging me.
“Look,” I said, “We seem to be getting off to a bad start and I certainly don’t want to fight with you, so if you want, we’ll skip dinner and I’ll take you home.”
Tears welled up in her eyes and she said “I’m sorry I taking this out on you, but I am so fucking sick being just another piece of meat to all the men who fly with me that sometimes I take it out on the wrong person.
“But you’re right, I’ve had too much to drink and if I eat anything, I might barf it all up, so if you don’t mind, I would like to go home now.” By this time, the tears were rolling down her cheeks and her mascara and makeup was a mess.
She looked like a little girl who had been playing makeup with her mother’s cosmetics. When we got in the car, she snuggled up to me, put her head on my chest and started to cry in earnest. I didn’t know quite what to do, so I put my arm around her, pattter her on the shoulder, and said something stupid like: “Don’t cry, babe, everything will work out OK.” This started her crying even harder so I just drove her home without saying anything more and took her up to her apartment.
I had a pass key and let her in. I asked her if she wanted me to leave but she said I should stay and she would make some coffee.
“I desperately need some coffee, don’t you think?”she asked and put the pot on to brew. “I’ll go clean up a bit and I’ll be right back.”
I glanced around the room. The place was a mess. Stockings, pantihose, clothes were strewn everywhere. I could see into the kitchen where dirty dishes were piled high in the sink. Sally came out of the bathroom in a few minutes and I was disappointed to see she had changed into a full length dressing gown and pink fuzzy slippers.
She had scrubbed her face clean of the smeared mascara and looked about 13 years old, with her pug nose, dimpled freckled cheeks, and great green eyes that were tinged with red from the vodka and tears.
I stood up and she came over to me. She stood on her tiptoes and brushed her lips across mine.
“I really owe you you an apology for the way I acted at the restaurant,” she said. “Let me get the coffee and I’ll be right back.”
“Maybe I should go and we’ll talk some other time.”
“No, please stay,” she said. I really don’t want to be alone right now. Please?”
I sat back down and she brought out two cups of coffee and put them down on the table in front of the sofa.
“If I don’t know anything else, I know how to serve coffee,” she said, giggling. We sipped the hot brew for a few minutes without saying anything. Then she leaned into me.
“You’re nice,” she said. “Most of the assholes I go out with would probably have belted me if I talked like that to them, because they know it’s true. They don’t respect me for a person; to them I’m just a lay. And most of them are pretty sad fuckers, too. I don’t think I have an orgasm more than once out of every 10 or 12 fucks.”
I could feel my cheeks burning; I was blushing like a 12-year-old just caught jerking off.
“Sally, you’re not like that at all and I don’t think of you like that, either. I wish you wouldn’t talk about yourself that way.”
“Why?” she asked, “don’t you like me? Don’t you want to go to bed with me? Don’t you want to fuck me?”
“I’m only human, Sally, and you are a lovely young woman. Sure, I want to go to bed with you but I don’t if I could do anything under these conditions.”
I had never experienced anything quite like this before and I wasn’t sure how to cope with her. Was she inviting me to go to bed with her or just telling me to go to hell? I discovered intent when she took my hand and led he into the bedroom, then turned to face me and kissed me fiercely, snaking her tongue into my mouth.
She started unbuttoning my shirt. Her body was lightly perfumed with a very erotic scent that I couldn’t identify at the time, but later found out it was a very expensive French perfume, Bal ‘a Versailles. With her hair piled on top of her head and her freshly scrubbed face, she looked demure, spotless, virginal. Suddenly I thought I wouldn’t be able to manage an erection.
After she unbuttoned my shirt, I finished undresing myself and lay down on the bed next to her. I kissed her passionately but still my penis failed to stir. I felt sure that I couldn’t get it up and mumbled, “I don’t know what’s wrong. Nothing like this has ever happened to me before.”
Here I was in bed with a good looking young airline stewardess who was begging to get laid and my perverse pecker refused to cooperate.
She sat up. “Don’t worry,” she said matter-of-factly, “It happens all the time. Let me take care of it.” She knelt over me. I could see the curve of her back and her round firm ass; her breasts dangled and touched my thighs setting off sparks in my groin but still my cock slumbered on.
Sally settled her mouth over my flaccid penis but it didn’t do any good. She pulled on it with her mouth, over and over, but still nothing happened. I closed my eyes and felt like a total fool, and then I felt her tongue. It was like a jolt of electricity!
Her tongue moved in machine-gun bursts, flicking, darting, jabbing, circling, fluttering. After a dumfounded moment,m I felt myself stiffen. There was a strange, abstract quality about it, as if my cock was not mine anymore but belonged to her. It had never seemed so big and powerful. I felt as though a tree had taken root in my crotch as my prick began to throb.
I reached down for her and drew her up to me and got on top of her. I started to enter her pussy as gently as I could, but she was very open and wet, and I slid in easily. It was like she was gulping me in, swallowing me whole; later I learned that she used a lubricating cream. At first I went in and out of her slowly, trying to maintain control by pumping in long, steady strokes. She came up to me, held me, and then fell back.
Each time she arched up with greater intensity before falling back. I could feel her muscles tighten, her stomach, hops, and thighs straining against me. Her nipples seemed to be boring holes in my chest. She moaned slightly and pressed harder, holding it longer. Her breath expelled in anguished gasps and I started to lose control.
All at once she placed her hands on my shoulder and pushed me aside. “Eat me,” she said. “I can’t get off unless you eat me first. After that, it’s all right. I don’t know why but I can’t make it unless you suck my cunt first.”
I really didn’t like to go down on women. Once, when I had drunkenly gone down on my wife, I found the oder offensive, the taste rancid, and I had been relieved when she pushed me away, even though I sensed she really liked it, that if I tried again, she would not have stopped me a second time.
To my astonishment, I found the smell of Sally mysteriously delicicious and I wondered what her secret was. I actually enjoyed the taste of her. When I probed her with my tongue, she shifter her position on the bed slightly, then adjusted herself again.
“OOOOOoooooooohhhhhhhh, that’s it,” she said. That’s the spot right there. Lick me right there, right on my clit.” She rotated her ass in tight little circles. She started to rise up against me as she before, but less desperately, more purposefully and rhythmically.
“Don’t stop,” she gasped. “Oh, my god, that’s so good, Lover. Do it…Do It…DO IT!!” While she was talking to me, I couldn’t help thinking that was really talking to herself, and in her excitement, my own excitement mounted. Stretched out between her legs, I felt myself stiffen harder than I had ever been in my life. I was beyond hope, beyond control, beyond caring about anything in the world other than her cunt and my cock.
“Oh, sweet jesus!” she cried. “Oh, do it, lover, do it, do it, do it to me.” I tongued her harder and faster, running my tongue around her blood engorged lower lips before once again attacking her clit.
“Yes, oh yes, oh yes yes yes yes yes,” she moaned. “Now, right NOW! Oh, oh, oh, oh, my god. Oh, lover, oh god, make me come, oh, I’m coming, coming, commmmmmmmmmmmmmmming…! She came up against me in one last, prolonged effort and shuddered. She shuddered again and then she screamed, tossing her head wildly to and fro. I couldn’t help myself either and I came too all over the sheet. I could feel the warm fluids on my belly.
Sally thrashed about momentarily before she fell back limply, with my resting against the inside of her smooth thigh. I moved up next to her to take her in my arms and she ran her hand down toward my crotch.
“I’m sorry,” I said. “I got a little excited there myself. I need a couple of minutes.” She propper herself up on an elbow. “Tha’s all right,” her speech was slightly slurred. “I can wait.” Her hair had tumbled down over her eyes and she shook it back, causing her breasts to rise and fall, pinning my eyes to them. She had a crooked grin on her face and her eyes had a faraway, unfocused, glazed look.
She rolled away from me and took some folded tinfoil from a table by the bed and unwrapped it. There were half a dozen marijuana cigarettes in the foil package. She lit one, inhaled deeply and passed it to me. I had tried a few puffs once before without much effect.
This time, I followed her lead and sucked the smoke in deeply, holding it in my lungs as long as I could. We passed the joint back and forth for about five minutes, but I didn’t feel a thing.
Then it hit me. At first I felt slightly dizzy and then I began to feel as though I was floating just off the bed. I was still caught up in this marvelous sensation of free flight when she bent over me and took me in her mouth again, her tongue working furiously. When I plugged into her this time, I wasn’t concerned about coming too fast.
She matched my movements, arching higher against me until she began to writhe and then she shuddered and screamed once more. I could feel her fingernails raking my back.
Sally dropped back in apparent exhaustion. After a moment she opened her eyes. Her pupiles were dilated and she had an unfocused look as though she was squinting to see someing better. She had the same crooked grin. “Oh, keerist, baby,” she said. “I’m so damn hot. I’m so damn fucking hot.
I remained rigid and started to move in her again. “No,” she said. “Fuck me in the ass.”
My jaw dropped. “Where?”
“My ass. Fuck me in my ass.”
All night long I had been trying without success to achieve some measure of control over her. Now it looked as though my efforts were doomed to failure.
“Can you come that way?” I asked lamely. The truth of the matter was that I had never done it before.
“Yes,” she said. “Hurry, I’m so hot, so hot…”
She twisted away from me and crouched at the end of the bed on knees, her ass in the air and her face pressed sideways on a pillow. I stood behind her on the floor with my knees against the bed.
Reaching between her legs, she grabbed my cock and rubbed it along the crack of her ass. Her bottom was unbelievably wet and slippery. Just the touch of it excited me tremendously. She guided me to the rosebud of her anus, and the head of my cock was partly in. I started to shove foreward and she cried, “Easy! Take it easy!”
She moved slowly against me so that more of my prick went into her, how much I couldn’t really tell because of all the wetness and the unreality of it all. Sweat was running down all parts of my body. She rocked back and against me and I was into her even further.
As I rocked back, I could feel her sphincter muscle contracting. One of her hands was at her clitoris, massaging it frantically. She groaned and grunted and whispered, “Oh, lover, Jesus lover,” and she yelled, “Give it to me, give me all of it, more, More, MORE, MORE, MORE!!!”
I thrust into her with my hands grabbing the cheeks of her ass and she moaned in pain but did not stop. I was drenched with sweat. I had never been more inflamed in my entire life. Suddenly, I exploded in her! My breath blew out in a whoosh, like I had been holding it in all day.
Sally did not let me go, actually clamped her muscle tight to hold me in her, really forcing my cock to stay semi-erect as she continued to grind against me, rubbing herself at the same time until at last her entire body convulsed violently and there was a final piercing scream the filled the room. Then she slumped forward, face down, on the bed.
I remained where I was, looking at her trim body. I had never had a sexual experience in my life to compare with this. Sweat was still pouring out all over me and my legs shook. The room was silent as a tomb. I asked her if she was all right but she did not respond.
I withdrew my aching penis from her ass and stumbled into the bathroom. The bathroom was crammed with lotions and oils and creams and shampoos and conditioners and assorted cosmetic paraphernalia. In contrast with the disarray of the rest of the apartment, everything was neatly arranged, precisely marked.
I washed up up, and when I returned to the bedroom, I found Sally curled up in the bed asleep with her mouth slightly open. She was clutching a small rust-colored teddy bear. She was still stark naked and I couldn’t help admiring shapely body. I shut the door quietly and let myself out.
I called Sally late the next morning and she answered in her breathless, husky, and very sexy voice. She made no reference to our evening together, nor did she seem to exhibit any sign of even knowing who I was.
“Oh, hi,” she had said in a neutral tone, and for an eerie moment I thought I would have to identify myself beyond my name by saying someing like “I’m the guy who fucked you in the ass last night.”
I asked her when I could see her again and she suggested an afternoon three days later. “I’ll be flying until then and my roommate will be home. She wants to meet you and I’m sure you’ll like her.”
When I hung up, I thought about what she had said. If her roommate was anything like Sally, this would be the beginning of a very interesting friendship.
So, what do you think ?