Pencil(ed) Dick

In the late summer of 1978 in Vancouver, a couple I was friends with asked me to house sit for them while they went to Mexico for a week or so. I initially refused as their rental house was way out near Horseshoe Bay, which was a very isolated area and my car was in for major repairs. They were in a real jam, though, and offered to lay in all the groceries and booze I could conceivably need. It was a nice, big house and the area was very beautiful, so I broke down and agreed to help them out. 

It didn’t hurt in the decision-making process when the male friend pointed out that a very attractive woman who had graduated high school in my class now lived in a house on the same street. She had married some rich nerd whose parents bought them the house. The friend pointed out that the woman had a well-deserved reputation as a slut and that she was alone at their house during the day while hubby worked. I knew the woman (Joan) a bit from school and felt pretty confident something sexual could happen between us. Joan was a little on the thin side, but she still had nice-looking little boobs and an ass that filled out her jeans superbly.

The first day I was there, I noticed her head out in the morning into a nearby forested area while carrying a sketch pad. When I saw her returning a few hours later, I went out and “accidentally” met up with her. There was immediate sexual tension between us when I told her I had heard that she was now married. I knew I couldn’t let this opportunity pass and when I asked her about the sketch pad she said she liked to hike in the area to find good spots to draw. “Listen,” she said. “Why don’t you come with me tomorrow morning and I’ll show you some of the trails around here? It’s really pretty.” I agreed and we arranged that she would drop by the house mid-morning.

The next day, she came by the house and we left. She had brought a few mixed drinks in a canteen and a lunch and I rolled a few doobies as my contribution. We walked for about a half-hour and then cut off onto a narrow hiking trail that eventually led to a cliff that afforded a great view of the ocean. We sat down under a big fir tree and ate the lunch. The area was really remote and couldn’t be approached without us hearing. After a couple of gin and tonics each, and the spliffs, we took one look at each other and lustfully went for it on a blanket Joan had brought along.

I got Joan down to her panties and she watched as I peeled down to my underwear. Our tongues were soon probing each other’s mouth and I gloried in the softness of her maybe B-cup breasts, filling my eager hands and mouth with her outsized nipples. I cupped her full bush through her panties and worked them down and off. I instantly buried my face in her hot, sopping wet cunt and went wild on her nether lips and clit. She was obviously very horny, but it took her a while to cum. After about 15 minutes, she pulled my face hard against her crotch and moaned out in orgasmic pleasure.

Then, to my disappointment, she started dressing and said things were moving too quickly for her. There I was, cock hard as a rock and dripping pre-cum from the excitement of sucking Joan’s pussy. She leaned against a tree and told me to lie against her. She took my cock into a full-fist grip and slowly stroked my meat, her eyes fixed on my glans. I couldn’t hold out long under her caress, and told her I was going to cum. She increased her jacking rate and I exploded. Several thick, hot ropes of semen shot a couple of feet straight up in the air as spasms of pleasure wracked my cock and balls. We rested for a minute, Joan pulled a hankie out of her purse and wiped up my cum, I got dressed and we walked back to the houses in silence, where we parted.

The next morning, after her husband had left for work, I saw Joan approaching the house, carrying her sketch pad. I answered her knock, and she walked right in and sat on a couch. Patting the spot beside her, she told me to take a seat. When I did, she opened the pad, and there was an exquisitely detailed drawing of my thick cock spurting a massive load in the grip of her small hand that she’d drawn that very morning.

I fucked Joan every day for the rest of my house-sitting stay and still have the initialed drawing which I have preserved in plastic sleeves for the more than 40 years that have passed since then.