Author's note:
This is the first in a series of stories which examine sexual encounters between two people. The first half sees events from one person's perspective - the second half sees things from the other person's perspective.
Toby's Perspective
I never did find out what her name was, I don't recall her ever telling me who she was. But one thing I'll never forget is what happened between us that afternoon. I had been waiting for my bus into the city at a lonely stop on a quiet country lane not far from the house where I lived in with my parents. I was heading into town to attend a lecture at college but the damned bus was already running late.
In the distance, a large red SUV came towards me down the lane, at the wheel was an attractive looking woman. I thought little of it at first, after all, several cars had already passed me, but I noticed that this particular car was slowing down. As it came to a halt in front of me, the passenger side window opened and its driver called over to me.
"Hi there, can I offer you a lift?" she said. She looked to be in her mid-thirties and was wearing a tight fitting black t-shirt and black jeans which complimented her female figure perfectly.
"Umm... sure" I said, of course I had been told not to accept lifts from strangers since I was a boy but since I had turned 18 I figured I could look after myself if I ever got into any trouble.
"Well ok then, hop in" she said. I opened the passenger door and got in, putting my rucksack on the floor in front of me. Within a matter of seconds we were off.
"Hi, er, I'm Toby" I said, introducing myself.
"Well hi there Toby" She giggled slightly, "where are you headed?"
"Oh, just into town to go to college, I've got an afternoon lecture to get to".
"Well, it just so happens that I'm headed into town myself" she said, "So I can take you all the way".
"Thanks, that'll be a great help!" I said, genuinely grateful for the ride "if there's anything I can do to repay you for your trouble I'd be only too happy".
"Well ok then" she said with a wicked glint in her eye "how about you let me see your dick?"
"You - you what?!?" I exclaimed in utter shock.
"I said, I want to see your dick" she said, more assertively this time.
I couldn't believe what she had just said, she wanted me to show her my private parts in return for a lift into town! This was completely unreal.
"Why?!?" was all I could think of saying at the time.
"Well, it's just that I bet you've got a nice little package in those underpants of yours!" she said as she reached across and patted my groin.
"Stop the car!" I demanded.
"Ok then" she said, "I'll just drop you off here in the middle of nowhere and you can walk the next 8 miles into town, you'll miss that lecture of yours for sure".
"Or..." she continued, "you can just let me see that penis of yours and we'll be on our merry way in no time and I'll actually get you there early".
Talk about being caught between a rock and a hard place, it appeared I didn't have much choice. The lecture was quite an important one and I didn't want to miss it, if I insisted on being dropped off here I would have to walk over a mile back to the nearest bus stop and it would be just my luck if the bloody bus passed me on the way back.
"Oh... ok then" I sighed "I guess I'll let you see it".
"Excellent!" she said, "I'll just find somewhere nice and quiet to park up so we won't be disturbed".
I felt more than a little scared at this point but I was determined not to let it show. We drove on a couple of miles further until we came across a track leading into some woodland, we pulled in and continued down the gravel track for about a quarter of a mile until we came across a small clearing.
"This should do!" she said as she turned the car around to face the direction we had just come from.
"I β I'm not too sure about this" I said, my nerves getting the better of me.
"Oh don't be silly" she replied "it won't take long I promise, now hop out and we'll have a look at you".
Nervously, I got out of the car and walked over to the middle of the clearing, the woman followed me closely. For some reason she left the engine running, she must have been telling the truth when she said it wouldn't take long.
"Well ok then" she said as she stood in front of me, her arms crossed "let's see what you're hiding in those undies of yours!"
And with that she knelt down on the ground before me and moved her hands towards my waist. She reached around behind me and unhooked my belt. Then she unbuttoned my jeans and unzipped my flies. All I could do was to just let her get on with it, the more I resisted her the longer it would take, and at that moment I just wanted it to be all over as quickly as possible.
Moments later she was slowly pulling my jeans down, right down to my ankles. As soon as my jeans were down she turned her attention to my underpants. Within moments she had taken hold of them at the waist and pulled them down around my ankles in one smooth movement and I just stood there, naked from the waist down. The woman stood back and regarded the sight of me standing there, as I trembled nervously while she stared at my young genitals.
"Mmmm..." she said.
"There, you happy now?" I said as I bent down to try and pull my pants back up.
"Uh-uh, not so fast boy, I want a proper look" she said as she grabbed my hands.
"Wh-what do you mean?" I stammered.
"I said I want to see your dick, a proper look at it, not just for a few seconds!"