Entry Five
Dear Diary,
I've since gone on three more "jobs." Turns out, both Roger and Bill have alot of friends, mostly bored, married businessmen with alot of time and money.
I met a friend of Roger's tonight, his name was Keller. He's married, four kids in college and he just happens to own four of the most successful BMW dealerships in town.
Come to find out, my name was mentioned purely by accident.
Roger and Keller were having lunch when a beautiful waitress walked by and Keller remarked that he'd love to get a piece of that. Well, that's when Roger piped up and said that he knew someone twice as hot ..... me.
So, naturally, Keller began asking questions and Roger was not shy about giving the details of our hotel tryst. Afterwards, Keller was so turned on, he immediately asked for my phone number.
And now, you're up to speed.
I was watching music videos when the phone rang, it was Keller.
"Is this Roxy?" asked a man with a deep voice.
"Yes, this is Roxy, who is this?" I asked, turning the TV down and tossing the remote.
"My name's Keller, I'm a friend of Roger's," he answered.
I smiled, instantly remembering that night in the hotel.
"Yes, I know Roger," I said, trying not to sound stupid, "What can I do for you, Keller?"
"Well, Roger told me that you're the one I should contact about having some fun on the side. He also told me that you're very discreet," said Keller.
"Well, I believe discretion is important," I said, grabbing my soda from the coffee table, "I take it you're married, or in a relationship."
"I'm married," he said, almost in a whisper, "I'm also a very prominent man in the community and my reputation is extremely important to me."
"I understand," I said, quietly drinking my Pepsi, "So, ummm, where would you like to meet?"
"My wife is out of town, can you come over tonight?" he asked.
I didn't answer, at first, after all, I didn't want to come across as desperate.
"Yes, I can come over tonight, Keller, give me an hour to freshen up," I said.
"Great, I'm at 332 Elms Drive," he said, then politely hung up.
I hung up the black cordless phone and ran upstairs, eager to make more money. And, honestly, I was getting horny again. It had been almost a week since I had been with Roger.
After taking a short, hot bath, I emerged, completely coated with warm bubbles. I found this to be very sexy, but I restrained, knowing I would need all my energy for tonight. So, I quickly got dressed, sliding on black leather pants and a black leather halter top, and finishing off with a few sprays of my favorite perfume.
I found Keller's house pretty easy. Come to find out, he was only about 6 miles from my front door, talk about convenient!
He must have seen my headlights because he was already standing at the front door, nervously looking around to see if anyone saw me. I got out of my car and approached him, not saying a word or showing any emotion on my face.
Once inside, he took my jacket and seemed very pleased with my outfit.
"Wow, Roger said you were hot, but you exceed even my hottest fantasies," said Keller, tossing my jacket onto the couch.
"Thank you, Keller," I said, giving him a sly grin as I walked to the middle of the large living room.
"So, what kind of things do you do?" he asked.
"I can do anything you want," I said, "Whatever you need to get you off, baby."
"Well, I've always wondered what a vibrator in my ass would feel like," he said, seeming almost ashamed.
I smiled and walked towards him, sliding my arms around his waist and giving him a gentle kiss on his soft lips. I could feel his cock poking out behind his pants and this excited me.
"Do you have a vibrator, Keller?" I whispered.
"My wife has one in her dresser drawer," he whispered back.
"Well, how about you go get it and I'll get more comfortable," I suggested, looking up into his dark green eyes.
I couldn't help but giggle at his boyishness. How could such a savvy businessman be so embarrassed about something as minor as wanting your ass fucked with a vibrator. I mean, let's face it, many men enjoy this, it's no longer something that just women get off on anymore.
I slowly slid my fingers between the waistband of my leather pants and my washboard stomach, getting chills as the button popped loose and the zipper fell down.
I could feel my nipples already beginning to harden and my thong was quickly becoming wet. I kicked my pants off, but left my thong on. I reached up and unzipped my black leather halter top, instantly setting my large tits free.
My tan nipples were pointy and aching, begging for some attention. I tossed the top over on top of my pants, remaining in nothing but black stilletto heels and a black lace thong.
Minutes later, Keller emerged with the vibrator and a small bottle of body oil. His cheeks were red and his words were almost in a whisper as he complimented my tits.
"My wife used to have tits like that," he said, "But old age and four kids have destroyed them."
"I'll never let my tits become saggy or unattractive," I said, giving him a reassuring smile.
"Make them jiggle," he whispered, sitting down on the couch, "I like watching tits bounce."
Now, that was hot! He didn't want to get right into the sex, he wanted some old fashioned kinky foreplay.
He groaned and unzipped his dress pants, lifting his ass a bit and sliding them down to his knees.
His cock was pretty good size for a man his age. If I had to guess, I'd have to say it was, at least, nine inches.
He sat there, slowly stroking his fuck rod, watching my huge tits bounce up and down, occasionally slapping into each other.
"Yeah, that's it," he groaned, slowly bucking his hips, "Make them babies bounce for Daddy."
My pussy ached with his words. My nipples became hard as glass and my entire body was screaming to get fucked.
"I have a daughter your age," he whispered, stroking his cock a bit faster, "Her tits aren't as big, though."
I stopped bouncing and slowly dropped to my knees and crawled over to him. He watched my every move, occasionally groaning and whispering for me to come on and earn my money.
To my surprise, he did not want his cock sucked, he just liked seeing me down there near it.
"You ever fuck your Daddy?" he asked, "I bet you have."
I shook my head no and proceeded to tease his cock tip with my tongue anyway. His pre cum was extremely salty and instantly made me thirsty. His cock smelled of Old Spice, as he spread his legs wider.
"I'm gonna lay down and spread my legs," he said, "When I do, I want you to lube up that vibrator and shove it up my ass."
I don't know what it was, but something about that seemed so erotic to me. It was new and different and I was certainly getting off on it.
I watched him lay back and finish sliding his pants off, revealing his entire naked body to me.
"Fuck my ass," he whispered, spreading his legs as wide as he could.
I smiled and licked my lips seductively, then grabbed the bottle of body oil and coated the entire vibrator, making it both shiny and saturated.
I asked him if he was ready and he nodded his head yes and I went about doing as I was instructed.
At first, I was nervous, I had never done this before. But, as the first couple of inches slid into his asshole, I became more and more relaxed. He released his ass muscles, allowing me to finish driving the rest of the vibrator inside him.
"Rub my balls," he panted, "God, fucking rub my balls!!"
I quickly raised my hand and cupped his warm, tight ball sack, instantly gripping them and massaging them.
"Yeah, that's it, bitch," he groaned, "Ram that vibe in me!!"
So, like a good little slut, I obeyed and began fucking Keller's asshole with the thick, eight inch vibrator, watching his asshole open up more and more.
After a few minutes, I noticed Keller had become quiet, mostly just lying there bucking his hips.
