Wednesday, June 17, 2009

New Intelligence

Anyone who travels a great deal on business knows the feeling of waking up and not knowing where one is. What hotel is this?
What city am I in?


It happened to me that morning in Chicago. It took a few seconds to remember the city, the hotel, the circumstances. It took very little time to know why I was slightly awake without the alarm sounding though. It was her grip on my cock. Even before I knew there was enough ambient light in the room to sort of see her I could tell by her scent that it was Jackie. A good thing too since that’s who I went to bed with the night before.

“Does this happen every morning?” she asked.
“Does what happen?” I said.
“This. An erection.”
“I dunno.”
“How can you not know?”
“Well, sometimes I have an erection when I wake up and sometimes I don’t.”
“So, it doesn’t always happen,” she said as she slowly stroked the part of me under discussion.

“I don’t know. Like I said before. Maybe sometimes I have one, it goes away, and then I wake up. Other times I wake up and it’s hard. Beats me what happens while I’m asleep.”
She snorted and kept stroking me-- slowly but insistently.
I continued, “Morning wood, ya know.”
“I’ve heard of it. But I thought maybe it was like Bigfoot or the Loch Ness monster—just a myth.”

There was silence. And the slow stroking of cock.

“It’s nice to wake up this way,” I said, “Plus, it saves me lots of energy.”
“You’re an ass. Hand me the stuff on the nightstand.”

I rolled over halfway and stretched to reach the lube we’d used the night before. She held on. Then, after drizzling my cock with too much of the magic sauce, she started back in on me with two hands. More insistent. More intent.

I reached over and put my hand on her ass.
“Don’t touch,” she said.
“Don’t touch?”
“No. Just let me do this. Relax.”
She used her hands alternately. First sliding her right from head to base then the same thing with the left. Over and over. Soon, I was wide awake and ready to burst. She sensed it, switched to one hand, more grip and double the pace. Her slippery grip was perfect—not so tight as to feel like she was ripping the thing off and not so light as to lose the friction and heat.

Soon I told her to slow down. I was ready to cum.
Now, I’d like to tell you that I shot a load that smacked the ceiling and knocked a hole clean through the roof.
But actually my cum rolled gently down the back of her right hand.
And, I’d like to tell you she licked it all up, showed it to me in her mouth and then swallowed it. But actually she got out of bed, walked into the bathroom of the suite and washed her hands.

I watched her walk naked back to the bed. I don't know if I've ever pointed this out, but Jackie Sampson is a babe. She slid into bed next to me. I found that it was alright to touch her now and we wrapped ourselves around each other.

“Oh Wil, I love you,” Jackie said. It wasn't a dreamy statement. It was matter-of-fact. Like "Oh Wil, the sun's coming up."

I stared at the green numbers on the alarm clock and wondered what the hell I was going to do with that bit of information.

Tuesday, June 9, 2009

Cheap Sleepwear

Around 10PM I was able to get away from my group and head back to the hotel.
I swiped the card through the lock and quietly entered my suite. Jackie was sitting in a club chair sound asleep. A magazine was on her lap and the TV was on. I walked over to her and put my hand on her cheek gently. After a few seconds she awoke and looked up at me. She smiled.
“Hi honey, I’m home,” I said with a laugh.
“Good. Sorry I fell asleep. Have you been here a long time?” she said.
“Just got back. I’m glad you got a nap.”
I helped her to her feet and we kissed. She was starting to wake up.
“I’m gonna get ready for bed, OK?” Jackie said.
“Sure,” I said.


I sat down in the chair she had vacated. I turned up the TV and flipped over to ESPN. Fifteen or twenty minutes later Jackie finally came out of the bathroom. I expected new lingerie but got a surprise. She was barefoot and wearing boy’s superhero boxer shorts with a white rib knit tank top. The top appeared to be sized for a young boy-- she was straining the fabric to its limit.
She walked straight to me, put her hands on the back of the chair and put her tits in my face. I smacked her left ass cheek with my right hand. She laughed, stood back up, turned around, put her hands on the chair arms for support, slid her ass onto my lap, and ground into my crotch.
“Fuck, Jackson, what were you doing in the bathroom for so long?”
“Warming up. I missed you.”
“Yeah, it’s been too long.”
I reached around and caught hold of both breasts and squeezed them together. She reacted by rolling her hips and grinding harder into my lap. Much more of that and I was going to cum in my pants instead of in her. I put her on her feet, turned her around and pulled her boxers down. She stepped out of them, put her hands back on the arms of the club chair and bent over.
I unbuckled my belt, unbuttoned and unzipped my pants, and pulled my cock through the opening in my underwear. I slid into her warm, wet pussy, smacked the ass cheek I hadn’t gotten to yet and began to fuck my longtime, beautiful, blond friend.


After some time we moved to the bed. I got undressed quickly and brought her superhero boxer shorts with me to the king sized bed. I picked Jackie up and tossed her on her back. Following her onto the bed I straddled her torso and put her arms on the bed above her head. Taking her boxers by one leg in one hand and the waistband in the other I used them as a cord and tied her wrists together. She was biting her lower lip as I slid my stiff shaft back into her slick cunt. I took the rib knit top in both hands between her tits and pulled in opposite directions shredding the thin fabric and uncovering her beautiful pair. She inhaled sharply and demanded that I fuck her hard.
So, I did.

After that session we were in bed, cuddled together.
“We need to live closer to each other,” Jackie said.
I grunted my assent.

Tuesday, June 2, 2009

My Kinda Town


Before I use my allotted keystrokes for today on The Summer of Sharon I have to tell you about something that happened a few years ago. At the time I was still working in the corporate world and about twice a year I would bring my national sales and marketing management staff together for off-site meetings. I had these in a central location rather than haul everybody out to the West Coast. If it wasn’t the dead of winter I favored Chicago. If it was cold I’d opt for Dallas or Atlanta. These meetings were for just the top level managers and regional VP’s so it was about a dozen to fifteen people attending. The idea was to get everybody in a room for three days without distractions and work through a heavy agenda. If you think it’s a pain attending this sort of meeting you are right. If you think it’s fun running them, you’re wrong.

Jackie and I hadn’t gotten together for about six months or so at this point. I freely admit that I needed more frequent contact with her. She concurred. We’d tried to get together but our schedules weren't working out. We stayed in touch via e-mail every three to four weeks and I had let her know about the meeting scheduled for spring in Chicago. She wanted to know the exact dates and I got a little worried. Usually we’d get together in a city where I would be traveling by myself. In Chicago I would be in a hotel with a dozen or so of my employees. I told her just that. Rather than think it ruled out a meeting she thought it sounded intriguing.
“You’ll be in meetings all day?”
“Yeah. And at least one night a big staff dinner… maybe two nights.”
“That sounds like it will work,” Jackie said.
“It does?” I laughed.
“Sure. You’ll get up and go to your meetings. I’ll sleep in... then go shopping all day and meet you in bed at night. Perfect!” she said.
“Hmmmm, I dunno, Jackie,” I said.
My problem wasn’t with what she said. My problem was with the idea that none of my team would find out about her being there.
“The place will be crawling with people who work for me and… well… I just don’t know how…”
Ooooo. Even more fun. I’ll be like this big secret that nobody can discover,” she said.
How could I argue with that?

--------
I was sitting at the hotel lobby bar with a few of my people. We had finished the first day of meetings and I was taking everyone out to dinner in a few minutes. I had already listened to a message on my cell from Jackie. Her flight had landed at O’Hare and she was on her way to the hotel on Michigan Avenue. She had heard my message, left while she was flying, to go to the concierge desk where I had left an envelope for her. Inside was the suite number and card key. I had told her that chances were good I’d already be at dinner but should be back before ten. My trustworthy assistant had made sure that my suite was on a different floor than any of the other's rooms.
Soon the whole crew was assembled and we started for the door. The restaurant was just a couple blocks down the street so we didn’t need cabs. As we passed through the door I noticed a blond getting out of a taxi. I looked away, thinking it was Jackie. I wasn’t sure I could carry off eye contact without people figuring out I knew her. My Boston manager, Adam, gave her a long look though as we turned left and went up the street.
“Damn, boss. I liiiiike Chicago,” he said.
“Beautiful city, isn’t it,” I said.
Amy, my Dallas manager pushed Adam in the shoulder from behind.
“Cut it out, Adam. You’re like a dog chasing after a car,” she said.
“Oh, I’d know what to do if I caught her,” Adam shot back.
“I guess I missed who you two are talking about,” I said.
I stopped, turned around and saw her going through the door of the hotel. I was 99% sure it was Jackie.
“Not bad. Kind of mature for a kid like you though Adam, doncha think?”
Amy laughed. "That's his way of telling you she's out of your league, Adam."
Amy was pretty smart.