Aunt Em Ch. 03

After getting out of college I got a job in the town where my aunt lived. To save money I moved into her house. Originally I was to pay rent but, after she disclosed she had been lusting after me for a while, we came to an agreement where we would spend Friday nights together-just the two of us-instead of paying rent. Sometimes we just had a night out. Sometimes we had sex. Either way I was enjoying the arrangement. Aunt Em was a hot woman. And I was saving money.

Unfortunately things were about to change for me. It turned out to be an exciting change, as you will see.

I had been working at my new job and living with Aunt Em for a couple of months when my company fell on hard times. They had to lay people off and, being one of the newest employees, I was laid off.

Luckily I didn't have to worry about food and rent because my aunt and I had struck a deal where I spent Friday evenings with her either going out or having sex and she let me live in her house rent-free. But I had car payments to make and I didn't want to give up my car-so I was going to need money. I also wanted money to be able to still do things and buy things and I also wanted to stay around town in case I got called back to work. I started looking around for part-time work but even that was dodgy. There were not many job openings at all and the ones there were were not very attractive-night fry cook, roofing, sanitation worker-things like that.

I was commiserating with my aunt at dinner one night when she proposed a solution.

"I've been thinking about how you can earn money, Gee, dear without having to take some crummy, low pay, unskilled job. I have a lot of friends my age or a little younger who are widowed or divorced. Some of them know about our Friday nights-some know more about what we do than others-and I think I have a solution. Most of these women would just love to have a young man to do things with on occasion. And they would be willing to pay for your company..."

At this point I interrupted her.

"Wait, Aunt Em. What exactly are you talking about? Who are these women?"

"Oh, they are all friends of mine. Most of them I regularly socialize with-going out to dinner or drinks or whatever. One is my neighbor, Roxy."

Roxy lived in the house behind my Aunt Em's. I had seen her around before. She was younger than Aunt Em-probably mid-50s, and I have to admit she wasn't bad-looking. As I recall she had been divorced for many years.

"So your friends would pay me to go out to dinner or a movie with them?" I continued.

"Yes, that. And other things."

"Other things?" I asked.

"Sex, darling. They would pay you to have sex with them."

I must have looked stunned.

"Many of them haven't been able to or don't care to find a man. But that doesn't mean they are dead. They still have sex drives-like anyone. And they would be willing to pay you for sex. Especially after you came so highly recommended." And she gave me a wink.

"Don't tell me you wouldn't have sex with Rox if you had the chance. I've seen the way you look at her."

Like I said, Roxy was not bad-looking. She had straight auburn hair that she wore fairly short, a nice set of tits, inviting hips, and pretty green eyes. She was also immaculately made up.

"So, what do you say, Gee? Two hundred dollars for two hours or less of 'work'. I will give you the woman's phone number, you call her up and set up your 'date'. When the date is over she hands you $200 cash. Some may even give you more if they like your 'service'."

I had to admit, it sounded like a pretty good solution to my money worries. At most of the jobs I'd seen advertised, it would take 20 hours or more to make $200. This would only take one evening. Plus I'd be meeting mature, experienced women. And having sex with them.

"OK, Aunt Em. I'll do it."

"Oh, that's wonderful, Gee, honey," she said and reached over to kiss me. "Roxy wants to be first."

-

Roxy wanted me to come over Tuesday night about 8:00. She said | could just walk over to her house and come to the patio door.

This being my first time as a male escort and not knowing if my aunt's friend wanted to go out somewhere or have sex, I was a little nervous. I decided to bring along a bottle of wine to kind of break the tension.

On my knock, Roxy met me wearing a sundress that nicely showed off her curves. She was made up and had obviously had her hair done earlier that day.

"Come on in, Gee," she beckoned. "Oh, you brought some wine. How nice. Just put it on the counter over there."

After putting the bottle down I turned to take a look at the room. I had never been in her house before. The room I was in was like a big TV room with an entertainment center, a nice sound system, a big, fluffy couch and several stuffed chairs on one side. The other side had a wet bar with counter and some stools.

"So, what do you have in mind tonight?" I asked her.

"Since you were so thoughtful to bring wine I thought, for starters, we could have some down here and talk a while. Then after that...well, we'll see. Sound good?"

"Fine with me," I answered.

We opened the wine and sat on the couch talking for a bit. She had put her iPod into the stereo and had some nice music playing.

We had a couple of glasses when she asked if I wanted to dance a while. So we got up and began to dance in the big, open space between the couch and the entertainment center. The music was soft rock with an occasional belly-rubber. On the slow ones, we danced close. I found myself enjoying just looking into her eyes and holding her. I don't think she noticed but my cock was starting to come alive. She felt good in my arms and her perfume was very sensual. At one point she turned so that her back was to me and she placed my arms around her waist. As we danced like that she backed more and more into me until finally her ass was rubbing across my crotch. By now I was sure she knew I was getting stiff.

"Mmm," she moaned. "This is so nice. It feels so good to dance like this with a man's strong arms around me. Isn't this nice?"

"Yes," I said. "Very nice."

She turned to face me with my arms still around her.

"Kiss me," she breathed.

Our lips met in a wet, warm kiss. My hands went to her back, running up and down her spine, down, down to her ass. We kissed some more while I fondled and squeezed her ass and she ground herself into me. Soon her tongue was probing my mouth and we continued to kiss. Our kisses were passionate, wet, deep kisses.

Finally she pulled back and whispered: "I want you to take me upstairs and make love to me."

I smiled and nodded.

Roxy took me by the hand and led me quickly up the stairs and down a hall to her room. Once inside we embraced and kissed again. While we kissed she undid my shirt and pushed it off me. Next her hands went to my pants to undo them and push them down. My cock strained against the thin fabric of my shorts.

In turn I reached behind her to unzip her dress. Once done I pushed it off her shoulders and she let it fall to the floor. There we stood-me in my underwear, she in a bra and panties.

She stepped back to undo her bra. It fell to the floor revealing her almost perfect, size 36 tits. Next she pulled down her panties to reveal a nice, brown bush. Then it was my turn. I hooked both thumbs into my shorts and pulled them down. As soon as they cleared my cock popped up, straight, long and hard. She looked at it, then at my face, and we embraced and kissed again. I could have kissed this woman's lips for days and never tire of it, they were so soft and wet.

Eventually she stepped back and laid on the bed. There were several pillows propped up behind her. She reached out and I crawled to her, up between her legs to her waiting arms. We kissed again and her hand dropped to grasp my cock. Her hand was nice and warm and she gripped me lightly at first as she checked out the length and girth of my cock. My hand moved down between her legs to brush against her pussy hair. It was thick and full and very close to the color of the hair on her head. As our tongues explored each other's hot mouths she began to stroke me. Her grip was firmer now and she let her hand close over the head of my cock as she stroked. I was stroking her pussy, feeling it begin to get wet for me. There was no sound except the light sloshing of our mouths and tongues.

When she was wet enough I slipped a finger inside her. She moaned. In and out my finger went, swirling and teasing. Her stroking became more frantic the more I finger-fucked her. This sexy older woman was so hot for me I knew that I must soon plunge my cock into her or we would both explode.

After several more minutes of stroking and fingering she breathed: "Now, baby, now. Fuck me. Oh, baby, fuck me."

I happily obliged. Spreading her legs further apart with mine I guided my rock hard cock to the entrance to her love tunnel. With a smooth stroke I worked the head in. It felt so good I moaned. Roxy was propped up against the pillows with her legs wide open, I was on my knees with my cock in the portal to her pussy. I felt her legs wrap around mine and I started to slowly push the rest of my cock in. She was so ready that it went in easily, smoothly. Further and further I pushed until it was buried inside her.

"Aaaungh," she moaned.

After a brief second to enjoy the feeling of being inside her I begin to thrust in and out. I went slow at first, in, out, in, out, building to the animalistic pounding I knew we both wanted.

She urged me on.

"That's it. Give it to me. Give me that sweet young cock of yours, baby."

Spurred on by her dirty talk I went a little faster. My hips worked like a smooth engine thrusting my cock into her and pulling it back. Each time I gave it all to her. And she was loving it. Her hands worked their way down my back to my ass. Every time I came back she would pull me in. Her legs gripped me harder now. And I continued to thrust into her. Each time-faster, harder. I wanted to fuck the living shit out of this hot, older temptress.

As I rammed her she began to moan with each wanton thrust of my hips.

"Nnnngh! Nnnnngh! Yes!"

Suddenly she came.

"Oooh...oooh...oooh...YESSSS!"

Her nails dug into my ass and her legs squeezed me for all they were worth as her orgasm washed over her.

I wasn't far behind. There was a powerful welling up of cum in my balls and then "Aaaaauuuugghhh!" I came, too, my cock thrust deep inside her hot, wet box.

It was an erotically powerful experience.

Afterward as I lay there on her rumpled bed, I watched as she put five $50 bills in my pants pocket.

"We'll do this again real soon, baby," she said.

I knew my Aunt Em had some other women lined up for me but still, I couldn't wait for another night in Roxy's bed.