Picking up Sis(-in-Law) Ch. 01

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Drive home proves to be more than expected.
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Part 2 of the 14 part series

Updated 10/30/2022
Created 04/07/2001
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ninja-mon
ninja-mon
159 Followers

This is a true story about my wife's older sister Debbie, who lives 200 miles from us. She visits often, sometimes with her husband, sometimes not. He's somewhat of a DICKHEAD, and she's constantly complaining about him. Deb is very attractive, with a great body and excellent legs, and has long, curly auburn colored hair.

Deb is the subject of all my fantasies, and I've often jerked off thinking about what I'd like to do with her. I'm sure she knows it, too, because she's constantly teasing me. Over the years, I've managed to see just about everything she has to offer. She often allows me to see up or down her dress, acting as though she doesn't realize I'm looking.

A few weeks ago, my fantasies were realized, when I had to pick her up in Columbus (about 80 miles away from our house.) She was on her way to visit us, and her car broke down, and couldn't be fixed until the next day. My wife had to work late, so that left me to make the drive by myself.

Once there, I noticed that: 1. She looked fabulous, in a short dress, sheer nylons and 3" heels, and, 2. She was pissed off at her husband, as usual. He had allowed her to attempt the drive from her house to ours in a car that simply wasn't safe. I put her bag in the back of my pick-up, and then helped her up into my truck. Her dress slid up as she climbed in, and she made no attempt to pull it down. I was able to see almost up to her crotch!

It was already dark when I got in and started the 1 1/2 hour drive back home, and Deb started right in about her asshole husband, and the condition of her car. I had a tough time keeping my eyes off of her nylon-clad thighs, as her dress was still up near her waist.

I picked an older road back, rather than the expressway, and there were few cars on it besides us. Finally, Deb quit bitching, and looked over at me. "My feet are killing me!" she moaned, and I quickly offered to rub them for her. "Really? You'd do that for me?" she asked. "Absolutely!" I quickly responded.

She spun towards me, and put her feet in my lap, still in her sexy high heels. I slipped them off her feet, and took one in my hand, nearly cumming just from the touch of her nyloned foot! She went on talking about whatever - I was paying no attention to her. I rubbed her foot for several minutes, and then started on the other one.

"Oohhhh, Rick, that feels fabulous!" she purred. I was a little afraid she would feel my rock hard dick with her feet, but if she did, she didn't say anything. As I maneuvered her feet and legs around, I was able to see all the way up to her crotch. I could see that she had on sheer-to-waist pantyhose, and nothing underneath! My cock had never been harder in my life!

As I rubbed, she leaned back and closed her eyes. I started moving my hands up to her ankle, her calf, and on up until I was at her knee. The hem of her dress was much higher, and when I spread her knees, when we were under a street light, I could see it all through the sheer nylon of her pantyhose!

Then, I noticed that her other foot was very slightly moving, against the rock hard boner that was in my pants! We drove along for several miles, until I was sure that was what she was doing. Neither of us said a word, she was definitely stroking my cock with her foot!

I looked over, and saw that her eyes were still closed, and they were, as if she were sleeping. I slowly moved my hand up higher, onto her sexy, nylon covered thigh, and caressed her there. No resistance. I moved higher, near mid-thigh. No resistance. Higher..... the side of my hand was now against her crotch. I moved it back and forth, and then moved it over until it cupped her sex. I stole a quick look, and saw that her eyes were half open, half closed, as if in a dream state.

After a few minutes of this with no complaint from her, I slid my hand up to the waist band of her pantyhose, and slipped it underneath and down, until my fingers were tangled in her pubic hair. On down, and now I slid between her lips and deep into her with my finger - it was one of the wettest pussies I'd ever had a finger in!

"No pretense of being asleep now. Deb moaned loudly and squeezed her thighs tightly together, trying to increase the pressure and the friction. I fingered her for a few minutes more, slipping up to her clit as often as I could. Now, both of Deb's nylon covered feet were grinding against my cock, and I was trying desperately not to cum.

With my left hand, I slid my zipper down, and pulled my dick out into the open. Her feet immediately wrapped around it, and she kept sliding them against it. Somehow, I'd managed to keep the truck moving, and in a straight line!

I saw an old farm lane, and turned off, going about a hundred yards off the road, and stopped, shutting the lights off. I shoved Deb's legs apart, and slid down between them. I took the keys and poked a hole in the cotton crotch of her pantyhose, making an opening big enough for my tongue. I moved my face down to the opening, and my tongue got to her, licking the sweet juice from her pussy. Then, I sucked her clit into my mouth, and worked it until she screamed "Oh, god, Rick, I'm cumminggggg!" and she did, nearly breaking my neck with her nylon-clad thighs!

After she calmed down a little, I got back up into my seat. Without a word from her, she slid down and took my cock into her mouth, sucking hard on the head. She knew how to suck dick, that's for sure!!! Her tongue played at the head, and she stroked the shaft with her hand. A few seconds later, I was pumping shot after shot of hot cum in her mouth, her eyes locked on mine as she kept up with every one spurt. She swallowed several times to make sure she got it all. Then, she came up and kissed me our first real kiss on the lips, her tongue with its salty taste, sliding in and out of my mouth.

Afterwards, she sat close to me the rest of the way, my hand on her nylon sheathed thigh, her kissing on me most of the way. We got to the house before my wife got home, which was good. Somehow, she never caught on, and we made it through the weekend with no problems. I've not been able to try anything else with Deb yet, but our E-mails to each other show lots of promise!!

ninja-mon
ninja-mon
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