I “rescue” young woman from the roof of a building and she later gives me a gushing reward…hope I have the category right…
My family had moved from a smaller town to another part of the Greater Vancouver area when I was 13. When I got older and started to get my own cars, I’d head back to the first town and visit old friends from time to time. These events happened one Labour Day weekend.
I was crashing at an old friend’s place and we decided to head downtown to take in the Labour Day parade. We drove down there in my car and when we arrived we found a group of about 20 people, mostly men, who had known each other throughout school. Someone got the brain giant idea that we should all climb up to the roof of a bank building for a better view of the parade.
We were all up there, happily minding our own business, when an RCMP officer came over and politely but firmly ordered us to get off the roof of the bank. People started to reluctantly comply, mostly dropping onto the hood of a car parked nearby. The owner quickly came over and moved the vehicle as he didn’t want it to be damaged by falling idiots.
Soon, the only people left on the roof of the building were myself and an attractive, pretty slim young woman named (ironically, as it would turn out) Jackie. I had known her a little in elementary school, but we hadn’t had anything to do with each other since. To get down, we would have to suspend ourselves off the edge of the roof and then let ourselves go, hopefully not getting injured in the process.
Jackie looked at me with real fear in her eyes. “It’s too high of a drop,” she almost squeaked. “How the hell can I get down?” I told her she’d have to trust me to hold her off the edge of the roof and then I’d let her go to fall into a group of guys who could break her fall. She was very reluctant but got into position once I’d organized four or five guys to stand beside the bank and more or less catch her. I let her drop after telling her to release my wrists on the count of three. She dropped safely and I had to figure out how to get myself down. Naturally enough, the group of assholes dispersed and left me to my own devices.
There was nothing for it but hang off the roof and drop several feet to the ground. Jackie and the cop were the only ones who seemed aware of my dilemma and watched, the cop doing nothing to help me. I landed hard but luckily wasn’t injured. “You OK?” asked Dudley Do-Right the cop as if he gave a shit before striding away with what I could swear was a smirk on his face. “Thanks for your help,” said Jackie. “I’d’ve never managed to get down on my own.”
We walked over to a group of mutual friends to find out people had decided to gather for a party at a farm rented by one of the guys. Jackie asked if I’d give her a lift and even after she asked that we detour to her family’s house so she could “could change” I wasn’t clueing in.
Jackie told me to sit in the backyard and went into the house. When she came back out, she’d lost her jeans and was wearing some shorts. I’d noticed when she as dangling from my forearms on the bank roof that she was braless, and that still seemed to be the case. Her nipples were protruding delightfully from her t-shirt as she asked me to join her on a lawn furniture love seat. Jeep was struck by a sudden realization that things had taken a good turn for him!
We sat very close to each other on the love seat and Jackie hugged me while thanking me again for getting her off the rooftop. I went into “aw shucks, it was nothing “ mode as Jackie pressed her rock-hard suckies into my chest. The next thing I knew, her tongue was thrusting into my mouth and my cock was harder than her nips.
I slid a hand under her top and got a sweet handful of smooth, soft titty. Jackie groped my crotch through my jeans and started to work my belt buckle. She got it undone, unzipped me, told me to stand and then pulled my pants and underwear to my ankles. My thick, curved cock was throbbing as it pointed towards the heavens. She patted the cushion on the love seat and dropped to her knees in front of me as I sat.
Jackie took my cockhead shallowly into her mouth and swirled her tongue teasingly around the glans and frenulum while she bobbed her head, eyes fetchingly closed. Her small mouth was stretched wide and when she wrapped her hand around my shaft and partially cupped my drawn-up balls, I thought I’d cum any instant. The reverie was broken when she said, “I don’t like cum in my mouth but I’ll jerk you off real good.” With that she got up and sat beside me, leaning into my arm and guiding my hand back to her firm little breasts. She wrapped her right hand almost completely around my precum-slobbering cock and got to work.
She soon had me moaning unabashedly as she pleasured my meat with a tantalizingly slow stroke. Jackie stared intently at my cock, seeming to be totally in touch with how close I was to blowing one of my huge loads - she stopped jacking me off several times just as I was about to lose it. Finally, I begged her to “finish me off.”
She tightened her grip just a bit and concentrated her strokes on my cockhead, paying less attention to my firm shaft. I managed to get a hand down to my balls and worked them firmly as Jackie looked on, amazed. My perineum began the familiar pleasure pulsation and I fucking well exploded!
A huge rope blasted out of the end of my cock a foot or two in the air and mostly splattered on Jackie’s shorts. I kept shooting, hard and powerfully, and spurted a couple of big cum-strands all over my shirt as I groaned in utter ecstasy, and told her, “Don’t stop! Don’t stop!”Jackie milked me steadily until every drop of cum was out. Her hands and my pubes were well and truly soaked in jizz.
“Wow,” she said. “Wait here and I’ll get something to clean us.” I sat there, almost lightheaded from the power of the cum, and Jackie came back out a minute or two later. She’d changed her shorts again and wiped my cum off her hands. She wiped up my juices from my belly, but nothing could really be done about my cum-stained shirt. I got my clothes back in place and dropped Jackie at the farm, before reluctantly driving home for a fresh shirt.
Despite the promising start, nothing developed between the two of us. The next time I headed out there, Jackie was pretty seriously involved with a guy I knew quite well. We’d formed a bitching middle infield in the day and I wasn’t going to stab the guy in the back.

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