This is a work of fiction. All characters are over 18.
Lee's Summit, MO -- 1998
Another trip to Lee's Summit. It was the first one on my own. Business travel is umm... "interesting". In the nigh on 3 decades that I've been doing it, it is alternatively exciting, boring, and lonely. A lot of people think that we are all out there on the road, hooking up with chicks, having affairs, and drinking ourselves into a stupor. Does that happen sometimes? Sure. Is it the norm? No. Sometimes you just want someone to talk to. This is why I found myself in a bar in Lee's Summit, MO in the spring of 1998. Eating dinner at the bar is my practice when on a business trip. At least you have the bartender to talk to. Sometimes a fellow traveler. Sometimes, a local. So I was sitting at the bar enjoying a steak and some whiskey, and a middle aged woman sat down a seat over from me and ordered a Vodka Tonic. She wasn't much to look at. Not unfortunate looking, but nothing special. You'll see in my other tales as they are written that I usually write about the "special" ones; the curvy ones, the fat ones, the muscular ones (if you've never fucked a female bodybuilder, it's something I HIGHLY recommend), the tall ones, and the exceptionally horny ones. This woman, as I could tell, was none of these. Plain jane middle age. Medium height, so around 5'4". Medium build, average tits. Nearest I could tell they were either a strong B or a small C cup, depending on her bra.
We really didn't say anything to each other until she broke the ice and asked if I was travelling on business, or just grabbing a bite to eat. Told her I was here on business. She was newly divorced. She kept drinking wine, and I my whiskey and the distance between us closed. She asked if was lonely on the road, of course I answered with a resounding yes. Now, one thing about being on the road is you don't get as much sex as people think. It had been about 2 weeks for me, and for a guy in his mid-twenties that's pretty frustrating. Eventually, the conversation turned slightly sensual. Mostly with me bemoaning the loneliness of the road. I told her I thought she was sexy. She confided that she was recently divorced, and more than a little lonely herself. Eventually the conversation heated up a little more. We started talking about what we liked. Eventually, I asked her up to my room for a nightcap. She was a little reluctant but she agreed.
We ordered 1 more round from the bar and headed up to my room. Once there, we sat down on the bed. I asked if she would like a massage, and she said she'd love one. I started massaging her neck and shoulders, eventually working my way under the shoulder straps of her bra. She started leaning back and moaning a little. She was getting into it alright. So I upped the ante. I reached under her bra and removed one of her tits. Well, let me tell you... she may not have had the worlds greatest rack but her nipples! The were each the size of long pencil erasers!. And so sensitive. I could hear her moan softly so I upped the anti.... I began to rub her pussy through her clothes. She started moaning, and when I found her clit, it was like an electric charge went through her body. Her already large nipples doubles in size, and her breath quickened.
Next I moved my hand under her waistband and began rubbing her clit through her panties. Her moans got louder. I wasn't ready to finish her yet.
"Are you enjoying your massage?" I asked.
She let out her breath and replied "Well, I've never had a happy ending massage before."
"Oh it isn't over yet"
With that I moved down on the bed and began to unbutton her pants and slid them down. I pushed her upper body back on to the bed and put my mouth over the gusset of her panties and lightly exhaled. I felt her shiver as I rubbed her mound over her panties. Her breath quickened but I wanted this to last, so I slowed down. Then I moved her panties aside and began to lick just her outer lips. Before long she was writhing and humping her pussy into my face, so I pulled away. I just used one finger to spread her juices all over her mound. Before long she was moaning and humping the air. She reached down to rub her clit, and I pulled her hand away.
"What do you want?"
"I need to cum. Why are you torturing me?"
"I'm not torturing you, but you don't get to cum until I say so. What are you going to do for me?"
"I'll do anything. Please!"
"You'll do anything what?"
"SIR! SIR! Please Sir!"
With that I pulled out my semi-hard cock. I straddled her face in a 69 position. She took me into her outh, but she couldn't take all of it. She began to gag on my meat so I pulled out. I then began licking her sloppy wet loose cunt again.
"Unnnghhhh ... god please make me cum."
"No. You've got to get my dick in your mouth. Get on your knees."
With that she got on her knees in front of me and began working just the head of my cock. She got it wet until she was able to take about half of it, and started working me toward my orgasm. As I got closer I pulled her off of me and put her back on the bed, and began licking her again. Once again I brought her to the edge and backed off. She whined in frustration and tried to finger herself again. So I slid up to her chest and put my now rock hard cock in her mouth. While she sucked me off I rubbed her clit, making her moan. When she got me close to cumming I pulled out and got between her legs again.
I started licking her slit again, this time taking a swipe at her hard nub every few licks. I edged her closer and closer again.
"What do you want?"
"I need to cum so bad. Please sir!"
When I pulled off of her she was once again humping the air, desperate for release.
"Do you want me to fuck you?"
"Sir please I'll do anything!"
With that I started working her clit, while pushing down on her abdomen. She got closer and closer, her moans coming in rhythm. Finally, I could tell she was close, so I mounted her while rubbing her clit. I thrust all 8 inches into her sloppy cavern just as she started to scream her climax. When I was inside her I could feel her pussy contracting on me. When she was finished I started fucking her hard, making her climax again. I knew I was almost there. I felt that unmistakable tingling in my balls, my cock got bigger, and then finally that feeling of cum filling up the base of my cock. That was it. I pulled out and shot a huge load. The first shot launched over her head, the second on her face. Finally, the rest of my seed pumped out all over her tits and belly. Finally, with us both finished, I got up, went into the hotel bathroom and got a towel. I cleaned her up. I then went back to eating her pussy to 3 more cums, and she got on her knees and sucked another load out of me. When I was close she took my cock out of her mouth and covered her face and hair with my jizz.
After a while we took a shower, and she left. I never saw her again.