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"
