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prairiedogg
Over 90 days ago
Straight Male, 72
0 miles · St. Louis

Stories

Series

2-for-1 Discount--Part IV

Chas reminisces about how it all started.

As tired as I was, sleep didn't come easily. As I lay in bed I struggled to come to grips with what had happened earlier. My thoughts took me back to my childhood and developing years. I can't say that I had a normal childhood. It was happy, but far from normal. I was an only child, so seeking attention from my parents wasn't difficult. Being with them was always difficult. My parents were account executives at a major en...

2-For-1 Discount--Part III

It's date night for Chas and his ladies.

After I left the hotel following my evening with Hope, I hurried home to get showered, shaved and organized. I only had a few hours before I was to meet Patricia and Ramona for our big Saturday night date. I needed to catch a few winks as well, for these two would push me to my limits of endurance. A lot of guys dream of having a threesome with two other women but, to be honest, it's a lot of work. Multiply everything you...

2-for-1 Discount--Part II

Hope springs eternal

I didn't get out of Patricia and Ramona's place until 7:30 the next morning. It was a crazy night of sex and talk. I had both of them in the ass, one time side by side as I switched back and forth from one to another.Before I was ready to leave, Patricia was sound asleep, but Ramona still looked fresh. She lay back on the bed smoking a cigarette, her body shiny with sweat. All night long I tried to figure out who she look...

2-for-1 Discount

He makes the older ladies pay to play.

My name is Chas, short for Charles, but no one calls me by anything but Chas. I went with that version of my name when I was in high school. I figured it gave me something unique, maybe distinctive. It also comes in handy in my line of work. You see, I'm a male escort, a gigolo if you will. The ladies seem to love calling me Chas and, since they are paying to play, whatever they love works for me. I'm 26 years old, 6'2" a...

Following the aborted orgy with the women, I hurriedly apologized to Jeri and Brenda for our abrupt departure and took Sasha's hand. We never looked back as we made our way to the car. On the way back to Mom's place, I focused on driving. Sasha sat in the passenger seat, quiet except for an occasional sniffle. She was silently crying as I drove, but I wanted to wait until we got back before I spoke to her. Once I pulled i...

Sex With My Mom's Friends--Brandon and Sasha-- Part 3

Sasha experiences the women and makes a decision.

We arrived in Sunnyvale the day before Mom's procedure. She was happy to see us, but saved her biggest joy at finally meeting Sasha for the first time. To say that Mom was impressed with Sasha would be a major understatement. The way she carried on with her, you'd think that she was her long-lost daughter. In a way, I believe that probably summed up Mom's feelings, because I had never seen her quite so happy in a long tim...

Sex With My Mom's Friends--Brandon and Sasha--Part 2

Brandon explains his past with his Mom's friends

The telegram from Jeri unnerved me a little. I'm sure that she and Brenda meant well, and a night in bed with the two of them would be perfect here in Paris under ordinary circumstances, but these were no ordinary times. I have fallen in love with Sasha, and I had to let them know that sex was out of the question. The band had a three-night engagement in Paris, so I could have passes held at the door for them. I quickly c...

Making Partner - Chapter 2

Stephen gets his first assignment, and it's a wild ride.

The cell phone that Jessica provided was ringing. It was 1am, and I wondered what I would be asked to do. I reached across my bed and picked up the phone. I swiped the green button and answered it. "Hello, this is Stephen." "My, oh my, you certainly were prompt in answering the phone, Stephen." It was Jessica, and she sounded like she was having fun with this little arrangement of ours already. "If you're worried about wh...

Making Partner--Chapter 1

Promotion comes at a cost

Steven, Please allow time to meet me in my office at 1pm today to discuss your performance to date in the firm and to plan your future here. Jessica Thomas  The e-mail was short and to the point. Jessica, one of the senior partners in the law firm where I am an associate, wanted to discuss my progress and future with the firm. Although the mail was brief, it sounded pretty ominous. I had no notice that this meeting was co...

Sex With My Mom's Friends--Brandon and Sasha

Brandon finds love, but will his past affair with his Mom's friends cause trouble for him?

It had been three long years since that special summer when I was introduced to the glorious world of sex with an older woman. That's actually incorrect, as I had the pleasure of fucking two of my Mom's best friends during that same time period. For those of you who don't remember, and those who never knew at all, my name is Brandon. I am a concert sound engineer for some of the most popular rock, pop and country acts in...

Into the Abyss--Chapter 12

The story comes to an end as Frank and Jan grow closer, despite Megan's threats.

I arrived at Jan's house around 5:40 that afternoon, still adhering to my rule about not showing up early for a date. Jan was ready and waiting for me when I rang the doorbell, and Jan met me at the door. She was wearing a silky long-sleeved top and jeans. Judging by the jiggle of her breasts, it became apparent that she wasn't wearing a bra underneath her top. Jan greeted me with a kiss, her arms going around my neck as...

Into the Abyss--Chapter 11

Frank has a chance to find happiness. Will he get lost along the way?

As I followed Jan back into the bedroom, my head was spinning from reading Lucy's texts. She never mentioned Megan, so I had to wonder if they were still together or not. My best guess was that they weren't. Why else would Lucy be interested in patching things up with me? "Baby, come back to bed with me. I need some more of what's between your legs." Jan was sitting on the bed, a glass of wine in her hand. She could tell...

Into the Abyss--Chapter 10

Frank and Jan's relationship gets serious, but not without complications.

Despite the news about Lucy and Megan, I still had reason to be happy. Tonight I was going to take Jan out for dinner. It was a real date and I wanted to impress her, so I got reservations at the newest and most popular restaurant in the Bay Area. It was a Saturday, so I wouldn't get to see Jan at work. I planned to call her this afternoon and tell her when to expect me. One thing that concerned me was the fact that Jan h...

Into the Abyss--Chapter 9

Frank tries to move on.

Friday morning. I woke up prone on the kitchen floor, where I had collapsed after reading Lucy's note. I was a mess. My clothes were wrinkled, my hair was going in several directions at once and I needed a shower and shave desperately. What I really wanted to do was crawl up in a ball and shut out the world, but I had to be at work in an hour. I forced myself to get up and get ready. There would be plenty of time to feel...

Into the Abyss--Chapter 8

Frank is lost in the abyss as his life implodes.

I stood there staring at the divorce papers which had been delivered by a courier. The words blurred on the pages as I heard Susan laughing from the spare bedroom. Just a few short minutes ago everything was coming together for me. I had the love of a good woman, a second woman as a plaything and I was on the verge of finally being freed from a marriage that had died a long time ago. In the brief time it took to read the...