In the late 1970s, Jeremy was 23 and an up-and-coming marketer for a Vancouver-based financial services company that specialized in the provision of private pension plans. He was fluently bilingual (English and French) and this had proven invaluable when the company landed a large airline account. Jeremy tended to be quite shy about approaching women, but many of them found him quite attractive with his lush hair, deep brown eyes, and quick sense of humour.
Helen was the company executive on the airline account. She was 53 with a quite pretty face and had a thickening, spectacularly buxom, body although her conservative dressing style tended to conceal this.
After the new account was landed, Helen treated the team to dinner and drinks at one of Vancouver's finest restaurants Friday after work. She discussed the team's success in a group and individually with the members. When she chatted briefly with Jeremy, there was an unmistakable sexual tension between them and both began to feel desire for the other although they managed to keep that from the others in the group.
Helen and Jeremy found themselves together again at the end of the big table as the evening began to wind down. Both of them had had a few drinks and their inhibitions were a bit reduced, although they were far from drunk.
As Helen looked at the handsome young man who had been so integral to this latest business success, she felt more and more aroused. She had never married, was an avid masturbator, and had a lesbian roommate with whom she enjoyed occasional dalliances. Flush with her victory, she wanted cock and she wanted it soon. But she was frankly unsure whether the much younger Jeremy would entertain going with her. Although he was shy in many respects, Helen knew from discussions with her younger admin assistant that Jeremy was a vigorous and considerate lover. The question was whether he would fuck a woman old enough to be his mother or whether he would reject her, privately or not.
There was only one way to find out. During a brief moment when nobody else was near their end of the table, Helen looked directly into Jeremy's eyes, brushed her meaty thigh against his under the table, and asked, "Young man, do you enjoy sleeping with older women?" After a few seconds that seemed like minutes to her, he replied quietly, "I don't much care for sleeping with them, but I sure love going down on them and fucking them all night."
Helen threw caution to the winds. She pulled out one of her business cards, wrote her apartment address on the back, and pushed it to Jeremy. She said in a low voice, "I need you to meet me at my apartment. My roommate is out of town, so we'll be alone. I'll leave and get a cab and you can follow and cab or walk over. Please!"
Jeremy pretended to consider Helen's request, his cock already rock-hard under the table at the prospect of giving it to this horny, attractive, and powerful woman, and nodded after a short delay. "I'll walk over," he said. "Might take a half hour or so."
Helen settled the bill, said good night to the remnants of the group, and went outside to hail a cab on Georgia Street. As it drove to her place, she couldn't help but caress her shaved pussy through her panties and under her dress. She was already sopping wet in anticipation and desire.
Meanwhile, Jeremy said his farewells and made as if to walk to the nearby Seabus terminal to head home. He cut down a side street and worked his way over towards Helen's West End apartment building. He was still strongly erect, his thick penis rubbing tauntingly against his underwear as he walked. He couldn't help but recall a discussion he'd had with Judy, Helen's admin assistant, after he'd fucked her one time. "Yeah, I think Helen's a horny old thing," said Judy. "It's been a long time since she's screwed a guy and she tells me her vibrator only gives her so much satisfaction."
Jeremy reached Helen's apartment and buzzed at the entrance button. "Hello," said a dismbodied, staticy voice.
"Hi, it's Jeremy," he replied. Helen responded, "Come in, young man. I'll unlock the apartment door and you can come in and go to my bedroom at the back to your left." The street door unlatched and Jeremy went in to hopefully get some older snatch.
Jeremy opened the apartment door and went to a bedroom from which soft light was shining. There was Helen, standing naked beside her king-size bed. Her breasts were very big, a bit saggy while retaining some lush curviness, and with wide areolas. Jeremy was a fan of big titties, although he'd frequently enjoyed smaller ones with beautifully erect nipples, and he could almost feel his cock get even harder. He saw that she had no pubic hair, just a well-defined slit between meaty, crinkly labia majora. Helen noted his stare and said, "I have an autoimmune issue and my pubes are thin and patchy. I shave down there because I think it looks better."