John first saw her in the supermarket. She was standing on the other end of an otherwise empty aisle with her ample behind facing him. A tall heavy set woman of at least middle age. She carried herself in a slow dignified manner. John noticed a slight limp in her walk and mentally noted he would probably be able to relieve her of a lot of that pain she must be feeling. He had never seen anything quite like what she was wearing. It looked like a big soft sweater made from a material he had never touched before. She clutched a purse in one hand and basket in the other. She left behind her a wisp of something musky and secret.
He had to face facts. This was his type: an elderly mother-figure. He had always been attracted to the taboo of dating or living with a very old woman. He didn't really know why. Ever since he could remember, he loved looking at pictures of ripe old women. But he never saw someone like this before. He wondered if she had ever fantasized about romance with a guy half her age.
He had to admit to himself that he was in love. This was his dream girl. He didn't notice that he hadn't actually seen her face yet. That is how the madam won him over before she had even been seen.
He cleared his mind and continued to shop but they moved together through the store inadvertently and found themselves again standing near each other in an otherwise empty aisle. Even though they were complete strangers, the silence felt awkward.
The lady could have simply moved on but she lingered in his vicinity. John felt very naked. In a way, he sort of was. On his thin build, he was wearing a clinging tee-shirt with an exaggerated mesh v-neck that exposed his smooth shaved chest. He wore jeans that were skintight and accented the shape of his calves, thighs, and strong ass. He felt bound up in his pants and his bulge felt obscenely big though he dared not look down at himself. He felt every inch of his butt cradled and displayed in the special jeans. Her body shape was hidden, of course, by the large sweater that looked so soft and inviting.
Girls generally looked at John. Glared at him if he looked at them first. But if he ignored them, they watched his ass shamelessly as long as they wanted. He never got accustomed to the sensation of being ogled. He was always trying to figure out how to walk so that he could be invisible somehow. It felt like the attention on his ass and small waist was because of how he moved or how he carried himself. This made him self continuous and kept him pulling down the tee-shirt he was wearing to make sure his behind and front were covered simultaneously.
The woman just stood there for a few minutes looking at produce. John's heart drummed in his chest. He was trying to find the courage to approach her. He wanted her to at least know he had been looking at her. The gentlemanly thing to do would be to at least strike up some small talk with her and break the ice. But to her, a guy like John was just eye candy. Completely out of her league and about twenty years younger. She quickly looked down when their eyes met.
Her deep eyes seemed to sparkle and match her green fuzzy sweater for a moment. She had the cutest little round face he had ever seen. She seemed like a magical being with such thick eye lashes and rosy cheeks. He hadn't felt anything like this for many years. She looked away so quickly, though, he couldn't quite tell if she felt anything towards him other then the embarrassment of being caught looking at the young man. He stood a little closer to her but couldn't think of anything to say. His mind was blank and suddenly his mouth felt dry.
Finally, they ended up checking out together. The store was closing. Fate was bringing them together. She still held out, turning her back to him. John knew she was not being rude but merely embarrassed about her body and face. He wanted desperately to reached out and cuddle her and tell her he finds her super attractive because it is her and no one else. He was so nervous but forced himself to make a remark about the cover of a food themed magazine. They made some strange attempts at small talk which stalled. Their eyes met again and he held her gaze for just a second or two, telling her with his eyes how he felt. He looked deep into her with longing and loneliness.
Times were hard. There were no opportunities. With the economy bad, the rich old women found they had a lot more public freedom. They could do what they wanted. Consequently, all mature and older women acquired much social power. Women like Abigail being in charge had become more socially acceptable and thus more perceived by society as attractive. Television shows constantly ran stories about very kinky old gals taking the boy next door sexually, for example. It was not so taboo for the young boy to pursue a diva older then his mother, either. Not anymore.
He caught up with her outside.
He just went for it and said, "I can help your back pain with a foot massage." She laughed in a restrained way. They exchanged contact information in the lot.
"Abigail, what a beautiful name", he said.
She had slight laugh lines around her mouth and a twinkling in her eye. She waved at him and her smile melted his heart once again.
That night, he was reciting the story to his partner and roommate who gave him some tips on how to treat an elderly matron who is being seen in public with a younger friend.
"Not like a suave toyboy but a worshiper of a goddess of some devotion or other. Just keep this mind set and focus on it and there will be no awkwardness serving her in public or rubbing her tired feet at a bench. Hang on every word she says. Keep her talking and remember to show her your doleful eyes every now and then", his roommate concluded.
But even on the first evening, their first date, he sensed something amiss. It was just a little thing and came and went as fast as it occurred to him. A certain glare she threw at him due to his mishandling her coat.
It became clear, his new patron wanted a companion. At first they read to each other and then watched movies. But all this closeness was by the hour at Abigail's own instance on being fair with his time. He was well paid and his hours increased over time. He had to look up the hours online and they were always different from week to week. Sometimes he was scheduled to work all night. There wasn't any particular need for this except occasionally to help her pack for a flight to go on vacation early the next morning. Soon he was working seven days a week. He showed up at very different times dressing casual but fashionably and smelling great.
Later, she seemed to trust him more and asked for massages on the neck and hands. But her feet were the most sensitive. It started a little bit but later it was full on foot massages. She liked it when he sat on the floor in front of her as she sat on her favorite high-backed chair. The patroness moaned excessively during these massages which was a little odd but also erotic to John.
So when the sexual fooling around began, it was clear who was in charge. He attempted his normal seductive approaches. But she shied away from petting, touching, and intimate kissing. She became interested when he undressed in front of her and got down on all fours. He looked up at her in that special way he did when their eyes first met months ago at the supermarket.
