Quarantining with Cheryl

“Hey are sure she’s cool with this? You said that she’s become so anxious she won’t even leave the home, you think she’ll be ok with me living in her house?” Rob was talking with his mom about his new living arrangement. He’d recently gotten the news that moving forward his employer was implementing work from home for all staff. He’d been looking for a reason to break his lease and move out of his crowded apartment for some time and this gave him the motivation he needed. His drive was quickly tempered though, there honestly weren’t that many better places out there. This is when his mom suggested he rent out the basement of her sister Cheryl’s house. Cheryl lived in a pretty great location and from what Rob understood had a big house all to herself.

“Oh, don’t worry. She isn’t that bad, and it’ll be good for her to have someone else in the house. Even agoraphobs need company every now and then.” Rob wasn’t thrilled with the idea of being his Aunt’s therapy dog, but for what was essentially free room and bored he couldn’t say no.

Growing up he had only seen Cheryl a couple of times. Since he moved to the same state as her, he only saw her twice at the holidays. He’d always thought she was a little weird but she was nice enough. When moving day finally came around Rob only saw Cheryl four or five times as he brought his stuff to the basement. He was impressed how despite her obvious issues with people she was still beautiful for her age looked like she kept herself fit. She more or less looked the same as she did the last time Rob had seen her a couple years ago. The first weeks of the new living arrangement were strange but Cheryl quickly took to the fact that Rob was willing to run errands, pick up groceries, and even cook. Rob didn’t mind these chores and he loved having most of the house to himself. Cheryl seemed to only leave her bedroom to go to her study she used as a gym and office.

Around week four Rob stopped seeing her almost all together. She began taking her meals in her rooms, and it seemed like she was avoiding Rob. It got to the point where Rob was only seeing her when he grabbed her shopping lists and dropped off her meals. He was a little concerned but kept it to himself.

One Tuesday morning when Rob dropped off his Aunt’s breakfast she gave him a shopping list with some unusual items on it. Rob had noticed that Cheryl was asking for more fiber in her diet but he wasn’t prepared to see diuretics and an Enema on the shopping list. It made him a bit uncomfortable but he knew how worried she was about going out and that he was her only access to the outside.

Around lunch Rob went on a shopping run and grabbed everything on the list. He hated the looks he got in the pharmacy but toughed through it. He returned to the home with two weeks’ worth of groceries, a trunk full of box wine, and the rest of Cheryl’s list. He was a bit sheepish and just left his Aunt’s items outside her door. When Rob went to drop off her dinner the bag from the pharmacy was gone. Neither said anything about it and the week went on as the normal.

The next day Rob assumed whatever Cheryl was going through had been resolved and he put it out of his mind. That Friday Rob was parked on the couch in the living room when he got a text from his Aunt, “Can you bring me a box of the Sauvignon Blanc?”

This wasn’t and odd request, especially for a Friday, so Rob got up off the couch and brought her a fresh box. She answered the door wearing a mask which was normal but she was only in a tightly tied bathrobe, “Thank you Rob, you’re a doll. Can you also actually give me a hand with something else?”

Rob didn’t think anything of it and agreed, he even put on a mask before entering her room. Cheryl walked him to her bathroom where the enema was on the counter. Rob couldn’t see but was sure Cheryl was blushing hard. Rob was uncomfortable by all this but wanted to see where it was actually going. Cheryl put the box of wine on the counter and poured herself a large glass. Using a straw slipped under her mask she polished off the glass. She turned to Rob, “So you probably have guessed but I’ve had some stomach trouble. I tried to do this by myself but it’s very difficult. I wouldn’t ask you to do this if I had any other option.”

Rob’s heart was racing; he knew what she was asking and didn’t know what else he could do. Cheryl was asking him to help her and he couldn’t say no. “Just… just tell me what you need me to do…”

Cheryl cleared her throat and took another big sip of wine. Putting the glass down, she handed Rob some rubber gloves and picked up the enema. “So I tried to put this in by myself but I just can’t”

She was clearly blushing now as she handed the enema to rob. She took a jar of petroleum jelly and opened the lid, “You’ll take that end and place it, and then you pour water in that other side…”

She took another long sip of wine and turned to face the counter and bent over slightly. Rob took a finger load of petroleum jelly and rubbed it around the tip of the enema. Holding the tip as low as he could and trying not to fumble it with the rubber gloves he lifted his Aunt’s robe slightly and brought the tip between her legs.

Rob had seen Cheryl in a swimsuit a few times and he remembered how trim she was for 55. As he looked at her tight athletic ass through the robe and thought about what he was about to do, he got a little hard. He brought the tip up till he hit flesh and then he ran it forward till he slid in. Cheryl let out a yelp “NOT THERE!!!”

Rob yanked the tip down and started again, he was fully erect at this point. He brought the tip well above where her asshole was and ran it forward again, this time hitting his mark. She let out a little squeak. He pushed it in a little but he didn’t have a great grip and he could see Cheryl tensing her ass. He tried to push it in a little deeper when Cheryl grabbed his hand, “I think we can use the water now”

Taking an empty glass Rob began filling the enema bladder with warm water. As he filled it, the water was clearly running down Cheryl’s leg. “I think it’s done, can you please leave”

Cheryl was clearly embarrassed and irritated that this wasn’t working so Rob emptied the bladder in the sink and stepped out, closing the door behind him. He knew this wasn’t done and so he waited in her room. Eventually Cheryl opened the door again, and it was clear to Rob she had downed quite a bit more wine. “I looked online and I think it needs to be placed a little further in, also… also I think it works better if I bend over”

Rob waited till Cheryl turned to go back into the bathroom before standing up, his erection was raging.