The Lady Upstairs

From showing the apartment to the man, Joyce hoped he would rent. She was, as she put it to her friends, languishing in her fifties. Despite her years, Joyce was still a beautiful woman. She had taken care of herself, exercised, eaten right, avoiding too much sun, and all the other things she had been told by her mother to maintain a youthful appearance. Joyce didn’t go for the overly made-up look, instead opting to be who she was rather than put on some fake appearance. Her skin was smooth and had few wrinkles. Her hair was still mostly auburn, though a few pesky greys popped out at her temples. She had been married, but he died in his early forties in an automobile accident, and she never remarried.
Joyce’s forties were fun. She was sought after by a variety of men, including many who were much younger than she. Joyce enjoyed the cougar moniker she heard assigned to her, but that faded as she started her early fifties. For the last few years, she had not garnered the attention of the younger men. Now, it was primarily men near or above her age. She learned quickly that most of those were looking for just companionship, or worse, a nursemaid of some kind. She had a hard and fast rule. If a man spoke of his various infirmities on their first date, there wouldn’t be a second. It made for some very lonely stretches in her social life.
* * * *
Jack had been hunting for an apartment for seven months. He was getting slightly desperate. He had seen beautiful places that were priced far outside his price range. He had toured many that, while in his range, weren’t fit for housing pets. He overheard two guys talking in a bar about their friend who had moved out of a lovely basement apartment to move away for work. Jack inserted himself into the conversation to ask about the apartment. The men said it was a very nice place and made chuckling vague remarks about the woman who owned the house. Jack tried to get more details, but they were tight-lipped, only offering up the landlord’s phone number.
The following day, Jack called and set up an appointment to take a look at the apartment. He picked up on the excitement in the woman’s voice when he said he was renting for just himself. He chuckled, thinking of an old widower happy to see a younger man. He was thirty-eight but was sure the lady on the other end of the line was well into social security.
* * * *
“And I have parking in the driveway?” Jack looked around the apartment while asking questions.
“Certainly. In the winter, you can pull into the garage, if you like. I only have a single car, and the rest of the space can be cleaned up quickly. Oh, you also have free use of the pool in the backyard. I keep it maintained until late October and then reopen in the spring when it starts to warm up.” Joyce stood in the entryway watching Jack walk from room to room.
“I have to say, this is the nicest apartment I have looked at in quite a while. Aside from it being in a basement, I love it. But even then, it has that side that is open to the outside. That makes up for the bedroom and bathroom with the high-up ground-level windows.” He punctuated his criticism with a chuckle to show he wasn’t really bothered. “When can I move in?” Jack extended his hand to Joyce and smiled.
“Today, as far as I’m concerned! Let’s go upstairs and sign the lease. I understand you might not have the deposit on you, so we can worry about that later.” Joyce turned to go out. “I have it!” Jack spoke as he followed her.
Once the paperwork was signed and the deposit was paid, Jack started the arduous process of moving. He was ahead of the game, though. He had already boxed up all of his belongings. Moving would involve just moving. It was going to be slow because he only had his car to transport the goods. While his cute two-door sportscar was great to drive, it didn’t have much room, so it would be many trips to get everything into his new place. He didn’t mind. He was excited about his new home.
It was approaching midnight before Jack dropped the last box on the floor, and he went to collapse on the couch. Before he could take a step, there was a knock. His head dropped. He drew a deep breath and slogged to the door. Jack brightened a little when he saw the smiling face of his new landlord.
“Hi, Joyce. What’s up?” He motioned for her to come inside. As she did, Jack saw that she was holding a bottle and two glasses.
“I have been watching you come and go all day and thought you could use a welcoming drink before you crashed. I hope you don’t mind the intrusion. I’m sure you are tired.” Her apology and offer were both appreciated.
“I don’t mind at all, and yes, I would love a drink. I have some good stuff around here somewhere. I just don’t know which box it’s in.” Jack chuckled as he motioned her to the couch.
“I hope tequila isn’t too harsh for this late at night?” Joyce offered the bottle. Jack took it and the two small glasses. He cracked the seal and poured a couple fingers into each before handing one to her.
“Tequilla is just fine. I do have to warn you, though. Once I start with tequila, I’m not good at stopping.” The pair clinked a toast.
“If we are making admissions, I suppose it’s fair to tell you. Tequila washes away my propriety. So, I will try to stop before I do anything embarrassing on your first night here!” She giggled. The girlish sound caused Jack to raise an eyebrow. He wondered what the upright and societal woman would be like without propriety. It made for exciting thoughts.
It was approaching two in the morning when the empty bottle was placed on the counter. Joyce and Jack had been talking, laughing, and drinking for two hours. Jack could tell that his landlord was pretty buzzed. Despite being drunk himself, Jack tried to think of some delicate way to get her to leave. He had several reasons.
First and foremost, he was tired. It had been a full day of moving. There was also a reason he would speak. During the last couple of hours, Jack had seen Joyce relax and become playful. He saw her as something other than his landlord. She was vivacious and attractive. He had snuck peeks of the curve of her breast through the opening of her buttoned summer blouse. He had caught himself admiring her shapely hips and cute butt when she had gotten up to open a window to let in some of the cooler night air.
“I promise I will get the air guys out here on Monday morning to get that thing fixed. I never had any idea how hot it gets down here.” Joyce stood at the open window fluffing her bouse in hopes of drawing in some of the cooler air. “I’m going to get out of your hair. I’m sure you are pretty tired, and I’m, well, drunk. I should go before I do anything inappropriate!” She punctuated her statement with more girlish giggles. Jack stood and nodded.
“Me, too! I haven’t had much to eat today besides a fast-food burger. That tequila is doing a number on me. I’ll admit, inappropriate is sounding pretty good right now!” He laughed. Joyce turned and looked him up and down.
“I don’t know if that’s a bad idea.” She winked and smiled lasciviously.
“Oh?” Jack paused. The thoughts were battling it out in his head. He was tired and didn’t want to do something he might regret, or that could complicate any professional type of relationship he might have with his landlord. On the other hand, the drink had made him unrestrained, and Joyce was an attractive woman. And, to complicate things further, she seemed willing. His better judgment won out.
“Before I say or do anything to embarrass myself, I think I should get a shower and crash.” He smiled. Joyce comically poked out her bottom lip.
“I was actually hoping you would do something embarrassing, but I understand. I can’t say I like it, but I understand.” She turned to the door. “Remember, you don’t have any curtains up in this place. I might just have to peek in and maybe see what I’ve missed!” She paused. “That sounded creepier than I intended. I’m just saying that if you go walking around in here, naked, remember there are no neighbors for miles, so it would only be my eyes that would be peeking!” She paused again. “That didn’t sound any better. Anyway, if you want to cool off, feel free to walk outside . . . I’m going to hush now.” She waved at Jack as she stumbled to the door and out into the night. Jack chuckled as he watched her stumbling into the yard and began making her way around to the upstairs entrance. He left the door open for air and turned to go take a quick shower.
Fifteen minutes later, Jack was clean. Despite having taken a reasonably cool shower, he was still burning up. Without any motivation beyond wanting to stop sweating for a few minutes before laying down, Jack wrapped a towel around his waist and walked outside. The cool night air was glorious. Jack spotted a picnic set a few yards from his door and walked to it.
The moon was full, and without street lights, it was dark but surprisingly easy to see by the moonlight. Jack stood by the chairs and looked around for a moment. There weren’t any houses remotely close. It was dark, and he was still hot and drunk. Feeling brazen, Jack untucked the towel and d****d it over the back of one of the chairs. He stretched as he enjoyed the feeling of cool air over his naked body. He stood for a few minutes before something in his head pushed a thought to the conscious part of his mind. He was standing unclothed yards from the relative protection of his new apartment in the yard of his landlord. Nearing three in the morning suddenly didn’t matter. He turned to grab his towel and get inside for some sleep before he was caught. That was when he heard a sighing breath. He looked and saw the silhouette of Joyce standing between him and the light of the apartment.
“I was brought you a couple of sandwiches since you said you hadn’t eaten. Imagine my surprise when I saw your door open. I checked inside and left the food on the counter. I was about to head back upstairs when I thought I saw you. Now? Well, I certainly see you, and I couldn’t be happier.” Joyce started stepping closer.
Jack was suddenly very self-conscious and fumbled with the towel, trying to get it back around his waist before she got too close. He heard her giggle again.
“It’s a little late for that, don’t you think?” Joyce stopped a few feet from where he was standing. Realizing he had been busted, Jack still held onto a shred of modesty and kept the towel hanging down in front of himself.
“I’m sorry. I shouldn’t have done this. It’s just that it’s so hot inside, and I had just gotten out of the shower, and that made it worse. I thought I was far enough away from the house that you wouldn’t notice. I’ll get inside. I’m sorry.” Jack fired out his words as he tried to extricate himself from the embarrassing situation.
“Jack. Jack! You don’t have to be embarrassed! Remember, I told you that you were welcome to do this! Sit down. Calm down!” Joyce pulled one of the all-weather chairs away from the table and pointed at it. “Now sit!”
Jack didn’t know what else to do, so he sat. He was still careful to d**** the towel across his lap. He was still feeling the effects of the tequila, and despite his embarrassment, found himself very turned on. The towel tented over his growing erection. Seeing his level of excitement combined with his obvious embarrassment and her tequila-washed restraint, Joyce chose to be bold. She grabbed another chair and pulled it to sit in front of her new tenant. After carefully positioning the chair, she stood in front of it and pulled free the tie holding her robe closed. As it fluttered open, she sat.
“There. Is that better? Now we are both exposed.” Joyce made a point to make sure the robe was open.
“Well, you are still wearing your robe, so it isn’t exactly the same.” Jack couldn’t believe he had just spoken those words. With that, Joyce nodded slightly and stood up.
“You know? You’re right.” She pulled the robe from her shoulders and laid it on the table before returning to her seat completely naked. “Now, you’re the one in violation of the standard.” Joyce pointedly looked at the towel over Jack’s lap.
Jack paused for a moment. He had the conflicting thoughts again. This was a very odd situation. He was sitting across from his new fifty plus old landlord, and she was strongly encouraging him to get nude. There were unspoken aspects that excited him but was it all something he, or they both, would regret? In the moment of hesitation, the tequila encouraged him to go ahead. They could both blame the alcohol if there were regrets.
Jack stood and tossed the towel on the table with Joyce’s robe. Standing, he was less than a step from her. In his mind, it was now or never. He looked at Joyce. She was transfixed, staring at his jutting cock. Jack kept himself in good shape and had been told by women he had dated that he looked terrific nude and erect. It gave him confidence. He stood still, looking down at Joyce.
Joyce was amazed that the young man in front of her finally dropped both his towel and any pretense. All she could think was how amazing he looked naked in the bright moonlight. His cock stood out with a slight droop from hanging under its own weight. She could see his skin glisten with sweat, and she could smell his musk. She was as turned on as she had ever been. She eased forward in her chair. Jack didn’t move at first. When she got to the edge of her seat, Jack seized the moment.
Jack watched as she moved forward. He waited until she stopped and looked up at him. He saw the lust in her eyes. He gently ran his fingers of his left hand into her hair. He heard her moan slightly. He took his cock in his right and stroked it a couple of times. A massive drop of pre-cum formed and hung precariously. Careful not to lose it, he lifted his member slightly. He tightened his left hand into her hair and pulled her forward. Joyce didn’t open her mouth. Jack saw that as part of her game. Using his member like lipstick, he carefully smeared the clear drop over her lips. She wasn’t resisting. To him, it felt more like she wanted him to take charge, so that’s exactly what he did.
Holding her head by the hair in his left hand, Jack continued to smear the head of his cock over her loosely closed lips. After a moment, he stopped and pressed it harder against her mouth. She slowly parted her lips and let him push his member inside. Under normal circumstances, he would have paused to let the woman take over n deciding what or how much happened next. These were not normal circumstances. Jack kept pressing forward as he fed his cock into her mouth. He felt Joyce put her hands on the backs of his legs. He knew if he went too far, she could move her hands and push back, and he would stop. She wasn’t doing that, so he kept moving. He heard her take a big breath through her nose. He took that as a sign and fed the last couple of inches in. he felt her nose press against his skin as his cock ended up embedded in her welcoming throat. He paused a moment before starting to slowly withdraw. To his surprise, that wasn’t what Joyce wanted.
Grabbing the backs of his legs, Joyce moved her hands up to his ass. As his cock reached the point of being halfway out of her mouth, she pulled his closer hard. Jack’s cock slipped smoothly back into her throat. That was all the encouragement he needed. Placing both hands on her head, Jack moaned as he started rhythmically pumping his swollen member. In moments he was reveling in the feeling as he fucked his landlady’s face.
Joyce felt like she was going to explode into a cloud of pleasure. Her mind raced as she felt Jack’s big cock ride over her tongue. She could feel her pussy tremble with her first orgasm and build toward a second or more. She could feel his member swell and throb in her mouth. While she may have wanted more to happen, this felt so good she couldn’t stop herself. She tightened her lips around his member. She grabbed his ass and used him to fill her mouth with his throbbing member. She heard him grunt. When he tried to pull back and remove himself from her mouth, she tightened her grip. Jack accepted her desire and let go.
Releasing Joyce’s head, Jack put his hand around the base of his member. He pumped his cock as he slid it over her tongue again and again. When he started his orgasm, he heard her moan loudly, and it turned him on even more. He exploded wave after wave across her tongue. He felt her eagerly lapping up his seed as he dumped a massive amount of cum into her mouth and throat. The waves lessened after more than a minute, and he pulled his member free from her mouth. He continued to pump it while he rubbed it across her face and wet lips leaving behind a cum-covered trail.
The orgasm left Jack a little unsteady on his feet, so he stepped back and sat in the chair. Panting and sweating, he looked at Joyce. It was so hot to see her licking her lips clean of the cum he had left behind while she lowered herself to the ground on her knees. She leaned her torso back and spread her knees wide. Staring at him, she started playing with her pussy. It didn’t take a minute for her to reach another orgasm. Typically, Jack would have been spent after an orgasm as intense as he had experienced. But nothing about this night was typical. After watching Joyce finger herself and then lick her fingers clean, Jack’s cock slowly rose to full staff. Joyce blinked several times and smiled at him as he took his cock in hand and stroked it while watching her.
After Joyce shook with another intense orgasm, Jack decided it was time to act. Unless he had misread the situation, Joyce was the kind of woman who liked it a little rough. He was good with that. The tequila told him that it was time to be forceful.
Jack stood from his seat and stepped in front of Joyce. She looked up at him and smiled. She started to open her mouth to take his cock once again, but Jack had another idea. He bent and pulled her to her feet. They embraced and kissed passionately. Both let their hands wander over their partner's bodies. Joyce could feel the rippling muscles of his back. Jack could feel her ass flex as he pawed it and the wetness that coated the insides of her thighs. He placed his fingers wet with her juices on her lips, and Joyce greedily licked them. After a few minutes of play, Jack acted on his thoughts.
With little grace or tenderness, Jack twisted the older woman and pushed her onto the tabletop. Joyce plopped onto her back hard. In the moment of surprise, she wasn’t expecting what happened next. Jack stepped up close and pulled her to him with her behind hanging off the table just slightly. Holding her legs high, Jack jammed his cock inside her to the hilt. Joyce gasped and yelped slightly. It was music to Jack’s ears. He stared into her eyes, and he began pounding her pussy with his rock-hard cock. It was less than a minute before Joyce was in the throes of near-continuous orgasm. She thrashed her head from side to side, cursed to the night, and begged for more. Jack gave her more. Something in his head compelled him to try to fuck her so hard that it hurt. The harder he tried, the more she enjoyed it. Jack had to keep grabbing her and pulling her back to the edge of the table. After several minutes of the hardest fucking he could muster, he felt his balls tighten.
Jack pulled his cock free of the sopping wet woman below him. He tugged her roughly off the table and onto her knees on the ground. Joyce had to steady herself to keep from falling over due to her trembling muscles. Her hands weren’t needed, fortunately. Jack positioned himself in front of her and took his cock in hand.
Before Joyce could react to what she was seeing, Jack exploded. Each erupting jolt splashed against her face. She managed to close her eyes before his hot seed got in them, but her actions didn’t seem to matter to him, and she loved it. Jack was a****listic and rough as he pumped his orgasm onto her face and into her gaping mouth. She eagerly accepted every drop. She came again as he squeezed out the last drops before using his still swollen and twitching cock to smear his cum across her face and lips. She gagged a little when he shoved his cock back into her mouth, demanding that she clean it with her tongue. She did with relish, sucking out the final drops before falling back in a state of orgasmic high that went far beyond any the tequila had given her.
Jack looked down at the woman trembling and quaking on her knees in front of him. He had a moment of remorse for how he had treated her, but it passed when she pinched her nipples and rubbed her pussy to yet another orgasm. He felt good having done something exactly how she wanted it.
After a moment of calm, Jack bent and helped Joyce to her feet. He steadied her as he walked her naked across the yard and into his apartment. He gently put her on the couch and went to grab a couple of towels for them to clean up a little. Jack chuckled when he walked back into the room and saw Joyce asleep. He looked at her and thought, unkindly, that she looked a little like a cat caught in a thunderstorm. Her hair was drenched with sweat and cum and stuck to her head at messy angles. Her body was soaked and still sweating. Her breathing was regular, and she even still had a slight smile on her face. He considered that, even in her current state, having been fucked to u*********sness, she was still beautiful and sexy. He questioned himself on what he should do. Despite being out cold, she didn’t look comfortable.
Being the gentleman he hoped he was, Jack had fetched Joyce’s robe. He wrapped it around her before scooping her up in his arms. He was glad his body mainly had processed out the tequila as he carefully walked around the house to the back door. He eased through Joyce’s home until he found a bedroom. As carefully as he could, Jack laid her on the bed. She wet a washcloth with warm water and carefully wiped her face and neck clean before patting her dry and slipping a sheet over her naked body. Jack eased out of the house, went back down to his apartment, and showered a second time, constantly thinking about how much fun it would be to rent from the lady upstairs.