A GAL FRIEND STAYS THE NIGHT
Sex with Tom lets a friend remember her sexy past
Somewhere in her 40's Eileen had become a widow. We lived in different parts of the country yet she had kept in touch with my wife Valerie and me. Now living in Wisconsin she was going on a three week Mediterranean trip and was flying out of Chicago. In a phone conversation she mentioned what a pain that departure point was for her as it led to hotel and car parking expenses but she had no choice. This would amount to almost $600.
My wife offered up an idea. Since we had a small summer cottage just outside of Chicago she suggested using our place as a parking space. Just a taxi ride to O'Hare and back again would really save some money. Plus, the car would be safe in our garage.
I was scheduling a trip up there around that time as the place was in winter shut down condition and was due to be opened up. This would save her a hotel bill as well. So, more than pleased and grateful at the travel benefits with our plan, it was a go. I would get up there a couple of days before her arrival.
Eileen got to our place midday and I was reminded of her good looks. A little older than me in her early 50's but still fit and slim as she keeps up her exercise activities, eats right, and generally takes care of herself. Probably 5'8'' and maybe 125 pounds she looked athletic and vital. This wasn't your typical widow; Eileen was mature, not elderly, and she was attractive.
After we set up her car storage and worked out a schedule I took her to one of my favorite Mexican restaurants here in our town. A nice quiet place, not the noisy family restaurant atmosphere that is so common. We sat in the bar area and knocked off a pitcher of Margarita's before we even ate.
After an hour of very friendly reconnecting we headed back to my cottage. This place is small but cozy. As a couple my wife and I visit Chicago several times a year with an additional long summer vacation and this place serves as our secondary abode.
However, it only has one bedroom. The house is only 800 square feet. I planned to let Eileen use the bed and I would hit the couch. The one problem is that the "couch" is really a small loveseat. I have never slept in it and there was a question as to whether it would be large enough for me to stretch out.
It was as we were sitting in this loveseat having a few after dinner beers that Eileen asked where her bedroom was. It is obvious that there are only two rooms. I told her that she has the bedroom and I planned to sleep "right here".
She objected and demanded that I take my own bed as she could certainly sleep "out here".
"You have already helped me so much. I can't take your bed."
A little discussion followed but I put my foot down telling her she won't win this as I am going to strip down and "hold the fort".
It was 10 PM and we were both a bit tipsy. I got my blanket and pushed her into the bedroom. I got a big hug with her arms around my neck and a pretty surprising goodnight kiss. A real kiss. Nice. Probably the alcohol as there was no hint of seduction.
Unfortunately, I was miserable in my sleeping choice. I'm only 5'11" but I could not stretch out. Without fitting properly I tossed and turned. It was midnight and I was still not comfortable enough to sleep.
Somehow, Eileen must have become aware of my plight as she surprisingly stood before me holding a pillow at her front to cover herself. It was quite sexy as the pillow just barely covered her breasts and her privates. Just enough light coming in from an outside street lamp illuminated her form.
She asked if I'd had enough, that it was time to switch with her. She could handle the loveseat. I mentioned that she is about the same size as me so why would that work?
"Okay", she said, "Come to bed and we can both get some sleep. I won't mind."
I really liked the idea. It was practical for one but I also was thinking that sleeping with another woman is really kind of exciting. My wife is 1500 miles away, I've had a few drinks, and this gal is tantalizing. "Okay, deal."
Here, she turned to go to bed into the other room but absentmindedly kept the pillow in front thus exposing her backside to my view. She was nude! No bra, no panties, just a bare little ass swishing thru the mostly dark room.
I waited a few moments as she got back into bed. I stayed with the jockey shorts I was wearing thinking that it would be best for a little self control. I was mindful that she did not come on to me, just thoughtfully offered a sleeping spot.
Believe it or not I did get to sleep. With a safe space between us in our queen size bed there was no contact. However, I was quite aware of her femaleness just two feet away. For one thing, I could smell her. The luscious scent of femininity.
Well into the night, sometime before dawn, I awakened to a gentle rocking. Eileen was masturbating. The sheet was moving down around her crotch as her hand was at work. Once again, the street lamp gave just enough light for me to see the activity. She was nowhere near a climax as her breathing was calm but this was really erotic. I stealthily watched this as I did not want it to cease.
However, I had been detected. Eileen spoke in a low tone, "Tom, are you awake?"
