The Landlady
A Fictional Story by andreinamsterdam.
Chapter 1
It was not only frustrating but a little humiliating in a way. Flat-sharing had worked well for me for years, but at 32 I was more than ready to be independent. I wanted the freedom to do what I wanted, when I wanted, walk around in my underwear or less if I wanted – basically become an independent guy. I’d been looking around for a place to buy for ages, but the market in the city was out of control. Prices had shot up even more in the last year or two, and after several experiences of finding a place I liked and being hopelessly outbid, I began to worry I’d missed my window permanently.
To make things worse, the house I’d been sharing with 2 friends from work was being sold.
Dan’s parents owned it, and although we technically had rights as renters, I’d been paying friends’ rates since I moved in. It didn’t feel right to make things complicated, so I’d agreed to move out in the Autumn. At the time, that had seemed a long way off, but by the end of summer I was faced with the cold realization I could end up homeless.
It was in that mindset I met with my friend Samantha for a spontaneous Friday drink. We’d hit it off at a party a few years earlier, but weren’t especially close. She was a little older than me, only a little shorter than my 194 cms, glamorous and always immaculately dressed. Most of all, she had her life so under control and was so naturally confident; she always made me feel like the world was a saner and safer place than I usually did. The relationship had settled into a pattern of a flurry of drinks and the odd dinner at her place, and then nothing for months. I’d always assumed she or her family were pretty wealthy, because the huge apartment she lived in with her brother was in the most expensive area of the city.
After some catching up, she asked about my flatmates. She’d never met them, but that was just the kind of person she was. Before I knew it, I’d laid out the whole sorry tale. Telling it must have made me show all the anxiety about it I’d been pushing away for months, because by the end of it, I was flustered and even a little teary. Sam came around the table and put her arm around me, which was as surprising as it was welcome. I couldn’t remember us ever touching before except for the briefest of cheek kissing, and it struck me anew what an impressive woman she was. And true to character, she wouldn’t hear of me going home to eat alone in what I knew would be an empty flat. As she paid up, she told me to order an Uber to her place so she could cook and, as she put it, “spoil my boy.”
When we arrived, the first thing I noticed was the door to Tony’s room wide open. It was shockingly empty, although as I recall there hadn’t been that much in there to begin with.
I’d always found it a little strange that his door seemed to be permanently propped open, showing a room so tastefully but sparingly decorated it could have been in a seminary. And if I’m honest, I was always a little titillated that he never had anything covering his windows either.
“Did Tony move out?” I asked, realizing as I said it how stupid it was.
“That’s a sad story,” she said, with a wry smile.
“Why? What happened?”
“He met someone, and now he’s living with her. I mean, I’m happy for him, but…”
“You’ll miss your brother being around?” She gave me an odd little look as I said it.
“Yes. Yes. To be honest, I didn’t think it would ever happen, though.”
That seemed an odd thing to say, because Tony was an extremely handsome guy. Anytime he’d been there on previous visits, I’d always have to be on my best behavior to avoid staring at him too much. Something he didn’t seem to be aware of, because he didn’t make it easy for me. His usual house attire was gym gear. Thin running-type shorts, deeply cut sleeveless Ts that let his pecs and large brown nipples peek regularly into view.
And on one memorable occasion randomly stripped his shirt off while we were having drinks, torturing me with his perfect torso, trying to stop my eyes from flicking down to his belly trail and the waistband of his underwear as he stood talking to me in the kitchen. Damn.
“Why ever not? He’s a gorgeous guy, well spoken, good job, loaded. Fuck, I’d marry him to be able to live here.” It was only half a joke.
“What do you mean?” she asked, raising an eyebrow. I felt myself blushing. Maybe that crossed a line, since we probably didn’t know each other well enough for me to make these kinds of assumptions.
“Loaded? Whatever are you suggesting, Andre?” she asked sternly, staring at me for a few moments.
“I… I always just thought, seeing where you live…”
She let me swim for a moment before laughing at how easily she’d embarrassed me.
“Trust me, Tony isn’t loaded, financially or any other way. This is my place, not his. As you can see,” she said, nodding to the empty room. She sighed.
“Come with me to the kitchen; I suppose I can spill now he’s gone.”
She soon set me to work, chopping vegetables and pouring us drinks. Once the food was in the oven, she took some snacks, and we settled into the huge sofa in the equally huge living room.
“Tony isn’t my brother,” she said flatly. I didn’t quite know how to process that.
“Oh, sorry…I, er.” Hadn’t she told me he was the first time I met him?
“I used to call him my little brother. But it wasn’t literal, at least not in the way you thought it was. We had… an arrangement.”
She could see the questions written on my face, I suppose, because for the first time she began to tell me her background. She was an only child, and older than I thought – nearer 50 than my own age. Her parents had both died when she was in her twenties – tragic but leaving her independently wealthy. She’d had many who pursued her, but had always mistrusted their motives. Given her looks and wealth, I could understand why that might be. And then she asked me something unexpected.
“Do you know what solosexual means?”
“Someone who enjoys self-play more than sex with others.”
She looked as surprised by my immediate answer as I had been by the question.
“How on earth do you know that?”
I felt myself blushing again.
“I’ve dated some really great guys, but somehow when it comes to the sex part, it gets awkward and…”
“And?” There was the eyebrow again.
“..and I realized I don’t really need physical contact that way when I can do it better myself.” I finished, lamely. She sat there for a moment, her eyes oddly intense on mine.
“Maybe that’s why I’ve always enjoyed your company, Andre. Not just because I know you’re not interested in me as a woman but as a person. Maybe I sensed we have something else in common too. I enjoy men’s company, and I sure enjoy being around the ones who are nice to look at too. But I don’t need all the psychodrama and the little games that go on when it’s starting to become more than that. I’m used to my independence, and most men don’t seem to know how to handle being with someone who has more money than they do and is used to calling the shots.”
Sam had always been someone who did that. Her general demeanor was always that of someone used to telling others what she wanted and how she wanted it. I guess I was the kind of guy who was happy to let her decide where we’d have drinks, or be summoned to her place at the last minute.
She was sitting nursing her drink, still giving me that look. It made me oddly uncomfortable, so I seized on the subject I hoped would break the silence.
“So what did you mean about Tony?” She stared at me blankly.
“You said he wasn’t literally your little brother. Is there another way?”
She gave a short, sharp laugh, snorting very un-Sam-like into her drink.
“Oh, Andre.” The smile faded from her lips, and she began to tell me how they’d met
Three years earlier in some kind of online chat group she was in. They’d started private messaging outside the group. Finally, they’d met up. She realized she’d enjoy having someone around the apartment, and he needed somewhere temporary to stay.
“It was fun for a while. Easy, the way things should be between friends, right? But then things shifted. I think it was his attitude I noticed first. He was challenging me about the way I do things around the house. When I’d have friends over. And I noticed he was spending an odd amount of time walking around in a towel. That room’s bathroom is right across the hall, yet he couldn’t seem to avoid coming to talk to me like that, or getting himself a beer before or after his many showers. That progressed to him parading around in his underwear half the time.”
“Not when I was here, dammit!” I burst out.
“Well, you actually got closer than you think, there, Andre.” She laughed again, more quietly this time. Unwilling to interrupt her, I let that rather strange remark go.
“It was obviously deliberate. And I suppose not surprising considering how I met him. With his lizard brain, he thought he could get me interested in him with his buff body, which was impressive, I know.
“Sorry – how you met him?”
“OK Andre, if I tell you this it’s in absolute confidence,” she said. The stern look was apparently real this time. Of course I swore to keep her secret.
“Pretty much by accident, I found this small chat group. A lot of them are pretty random, but this one seemed to have some actual real people in it. I got increasingly interested, and I stayed. It was a BDSM group, specifically for submissive men. I was one of the very few women.
I’d never interacted directly with Tony, but I’d seen some of what he posted, so I knew pretty much what he was into. So it wasn’t entirely a surprise when one night he came waltzing out in his little briefs with what was obviously an erection in them, standing right in front of me as I sat right here. That was a line he shouldn’t have crossed, so he didn’t get the reaction he was hoping for.
My head was spinning at this. Sam into BDSM? Tony running around in his undies with a hard-on, right here where I was sitting? I had to ask.
“So what did you say to him?”
“I took my time looking him up and down. Let my eyes settle on his little undies, then looked him in the eye and said,
“‘Thanks for reminding me to take the shrimp out of the freezer.’ And instead of being cocky as he’d been recently, he sort of shrunk before my eyes. Yes, also literally.”
“It was something my online persona might have said. I felt a little guilty about doing it face-to-face, though I can’t help deflating male egos when they’re misdirected at me. It reminded me he was only a boy of 25, trying to find his way in life and not really knowing how to interact with women. But I made myself stay stern because I knew that if I didn’t break whatever was driving this behavior, I’d have to ask him to leave. I didn’t want that either. I asked him to stay standing until he explained himself. It turned out to be just as naive and obvious as I thought. It turned out to be as he put it ‘almost naked’ around me, and he’d hoped it would mean we could.. you know. Well, obviously I soon put that little dream to bed for him. But as I watched him sag even more, I have to admit I was enjoying his discomfort. Online it had been mostly text, so I was fascinated to see the effects of my words playing across his face in real time. If I’m honest, it was even turning me on. More than a little.”
She paused for a moment to crack an ice cube between her teeth as she finished her drink.
“I asked him, ‘Why just almost naked? Don’t you mean you really wanted to be naked-naked?’ The poor boy could barely speak, but I made him repeat himself until it was clearly audible. Of course that’s what he’d really hoped, because I’d be so impressed by his buff body I’d want to have sex with him too. I had him stand up straight and asked him to do a few poses for me, showing off his muscles, which, admittedly, he had worked hard for. I saw cocky Tony coming back, and sure enough, when he turned back to face me, the bulge in his briefs was back too.
“I let him stand there for a moment, then looked him in the eye and said,
‘So get naked, Tony.’ He gawped at me, a mix of confusion and excitement in his eyes.
‘Get naked, Tony. Take them off.’ This time he didn’t hesitate and, like a good boy, shucked his briefs off and stood up triumphantly. To be fair, his hard on was about as hard as a dick can be. Unfortunately..”
She put down her glass and picked up one of the discarded cocktail sticks lying on the table in front of us.
“You wanted to know why I called him little brother? Cocktail stick was one of the nicknames I used when he needed a reminder of his obligations.”
So hot Tony had a cocktail stick? I have to admit I was a little disappointed my wank fantasies about him had just gotten blown up. But at the same time, hearing how Sam had so easily taken control of him was strangely arousing and just made me admire her more.
“So what happened?”
“Not much. I let him pose for me for a bit and then told him I was going to bed. Another disappointment for him, I’m sure.”
” But you let him live here all that time afterward, so you must have had a reason, I guess.”
“There’s always a reason, Andre,” she said, wistfully playing with the cocktail stick still in her hands.
“I let him stew for a few days, and by the weekend I’d decided what I wanted. He came home from work in the afternoon, and I sat him down here so I could lay it out for him. Seeing him in his work clothes only made me think I was making the right call. He looked more like a model than a building contractor. I may not need men for sex, but I’m not made of stone. And Tony was a Greek statue.
“I told him he could stay as long as he needed, rent free, because the rent had never been the point. I’d even let him be naked around the apartment, but on my rules and my terms.
He looked pretty thrilled, but I probably took advantage of him by making him agree before I told him what they were. Not that he had much negotiating power anyway.”
This was a side of Sam I never knew existed, and I guess I was sitting on the edge of my seat because she smirked at me and asked if I wanted to know what the rules were.
“Yes, please,” I nodded.
“Fairly straightforward. I told him he was pretty, but I was never going to have sex with him. He’d be getting naked often. Not when he wanted to, but when I told him to. He was forbidden to come in my room, ever. He could expect little privacy of his own, because it was my place and I went where I liked. And generally he’d be expected to do what I told him to.”
“And he just said yes to all of that?”
“Pretty much. Since our talk earlier in the week, he’d done his towel walk a few times. And remember, Tony was basically a submissive. I think he figured he’d take what he could get.”
I could hardly believe what I was hearing, and it was making me increasingly worked up, even if I couldn’t quite work out why. Sam smirked at me again.
“He was looking way too comfortable sitting right where you are now, and I wasn’t sure he really understood I meant business. So I told him to stand up in front of me.
‘Get naked, Tony. ‘
He started doing his half-assed version of a stripper, but stopped when he saw me laughing.
‘Am I not doing it right?’ he asked, sounding like a little boy.
‘When I tell you to get naked, just get to it. If I want a show, I’ll tell you. Just take your clothes off.’
Like a good boy, he pulled his work gear off quickly and stood up naked in front of me.
Time for the first lesson.
‘I’m not your mommy. Pick up your dirty work clothes and put them in the closet in the hall.
Those stinky undies too. I’ve put a basket in there for you.’
‘He did as he was told, and the fact his little penis was standing stiff across his belly when he walked back told me I’d hit on just the right approach. Maybe this would really work out for both of us after all.” I took a moment to picture Tony, completely naked and with his small but rock hard dick pointing skywards. Damn.
“Wow, Sam. I never had any idea, not for a second. I always thought he just looked up to his big sister. He was pretty much in awe of you. But this… is pretty unexpected. I get what Tony got from this, but what about you?”
She looked at me for a moment.
“You seem to be enjoying hearing about it, so why don’t you tell me? What did he get from it?”
“Well, I guess he was basically one of those guys who know they look good and love showing it off to get a reaction.”
“He was an exhibitionist, yeah, at least for women,” she said flatly.
“And even if he didn’t get you, he got that and free rent too. And a beautiful woman to tell him what to do. ”
She crushed another ice cube in her mouth. “I had an idea you’d get him, but what about me?”
“Hmm, well…I’m assuming you liked having a toy to play with. And who wouldn’t, even if he was a…”
“Cocktail stick,” she said, standing up. “On your feet, Andre.” She led me by the hand to the kitchen and told me where to find plates and cutlery as she busied herself with the food.
We chatted about other trivia as we ate, but I was burning to know more about what had happened to Tony. As I helped her clear, I knocked over yet another small container with little wooden sticks. Sam gave me the eyebrow.
“Clumsy boy. I suppose I can get rid of those now. It’s not like they have much purpose anymore.”
“Because you only used them to tease him?” I asked. She rolled her eyes.
“OK, you really want to hear the whole damn story, don’t you? Fine. Just don’t blame me if I shock you.”
—
Chapter 2
Sam poured us more wine and dragged me back to the sofa. But instead of letting me sit beside her, she directed me to an equally enormous hocker opposite her seat.
“I want to keep an eye on you while I’m telling you this.” She sat back, took a sip of her wine, and let out a deep breath.
“So where did we get up to?”
“Get naked, Tony,” I said, feeling how strangely erotic those words felt in my mouth, and seeing that image of him again in my head.
“That’s right. And he didn’t have to be told twice. Not that time anyway. I kept him that way the rest of the night. Nothing much happened, but I have to admit I was enjoying seeing him walking around bare assed more than I expected. He may not have been a big boy up front, but the rest of him was pretty outstanding. And when I went to bed, I gave the old Rabbit a workout I can tell you.” She looked at me, but before she could ask, I kept my voice as even as I could to tell her I knew what that was.
“When he came home from work the following day, I was waiting at the door. I wanted to see if he’d gotten how this was going to work. ‘Take your clothes off, Tony. He started to complain about the day he’d had and how much he needed to shower, taking a step toward his room. I realized he needed to have it spelled out to him how this was really going to work.
I grabbed his wrist and dragged him to where you’re sitting now. But when he went to sit down, I stopped him. Having him stand there in front of me like a naughty child seemed exactly what was required.
‘What did we talk about last night?’
‘You told me I could live here for free, and I can be naked more often at home, right? I loved hanging out with you, by the way.’ He actually had a grin on his face.
‘You’ve got it exactly backward,’ I told him. ‘What I said was you’ll be taking your clothes off when I tell you to—and giving up your privacy. And doing what you’re told. That’s why I will let you live here rent free.’
‘But why,’ he asked, “when you don’t want me to pleasure you in other ways? He was genuinely struggling to make the distinction.
‘Because you need discipline. Because this is my place and my rules. Because I like having you here, but without any misunderstandings about what this is and is not. And because I think we can both get something from it. You just said you enjoyed being naked with me, yes?’
He nodded, and he would have been a very stupid boy to do anything else after the number of erections he’d had the previous night.
‘Then you need to take me seriously. What’s the rule?’
‘Take off my clothes when you tell me to.’
‘Good boy. So strip.’
No arguments this time. He pulled his clothes off quickly, only hesitating at his tight little briefs. But they too dropped to the floor.
‘Basket,’ I said, and he trotted off to the hall closet.
‘Good boy,’ I said when he came trotting back as proud as a puppy who’d peed where he was supposed to. A puppy with a 3-inch hard-on anyway.”
“Wow, you weren’t kidding about his size then.”
“I never kid about penis size, sweetie. Anyway, I laid it out for him while he stood there with his hands behind his back. He’d strip immediately on entering the house. There would be times when I might want to watch him shower or see him lying on his bed, playing with himself. And maybe there’d be more later. I could tell he was turned on by all of it, even if he didn’t really get it straight away. But as time went on, he learned and submitted easily to the control I found myself wanting ever more of.”
Despite the wine, my mouth was dry.
“So when you say he had to strip when he got home, how often?”
“Every single time, of course. I realized it was the best way to remind him of his shortcomings and keep him in the right chastened frame of mind. Outside, a buff masculine contractor men and women lust after. Inside, a naked boy whose obedience is the best tool he has to please me.”
I was practically hyperventilating by now. Tony permanently naked and under orders.
Sam noticed me squirming.
“What’s the matter, Andre? Too much information?”
“I… It’s a lot to take in. You know, imagining this super hot guy doing that because you told him to.”
“Oh, you don’t know the half of it. Half my friends got the show too. Sometimes I’d have him
perform at parties. He wasn’t a bad little stripper as it turned out. I ended up taking the clothes closet out of his room and having the door screwed permanently open.”
“Damn, you never asked me to these parties!”
“Ha! Well, that was one thing I let him have his way on. He was terrified of other men seeing him naked. I guess because he knew they’d compare themselves to him and he’d come up short. But not long before he moved out, his attitude worsened. He started challenging me again. You remember the night you came over, and he took his shirt off for no apparent reason?”
“I’m not likely to forget that. I could hardly keep my eyes off him.”
“Fair enough, since you were responsible for it.” That seemed as random as the moment itself had.
“Me? What did I do?” I asked incredulously.
“Such a shame you had no clue, but that was half the fun, to be honest. As time went on, I’d made up more little rules. Didn’t you ever wonder why I had these little containers of cocktail sticks all over the place? Did you think I just really liked olives?”
It was true now I look around. I could see 5 of them just from where I was sitting.
“Cocktail sticks isn’t exactly a phrase that rolls off the tongue, or something anyone would say in casual conversation. That was the point. At parties I’d let him be clothed to begin with. More fun that way. But if anyone said ‘cocktail sticks’, I gave him strict instructions he had to take off his shirt immediately. If there were a repeat, his shorts would come off. And finally his briefs. Most of my friends knew that, so they’d tease him for a while, but he’d always end up naked anyway. But that day it was just the 3 of us, we were in the kitchen and you -”
“Knocked over that same little glass jar of cocktail sticks as I did just now. Damn, I always wondered why he suddenly just pulled his shirt off, and you both acted as if nothing had happened. Not that I minded, obviously.”
“He was eyeing me furiously behind your back, but he could see on my face I wasn’t making an exception this time. Are rules rules right? You only said it once though. Bad luck for you, good luck for Tony.”
“You mean if…”
“You had said it again, he’d have dropped his shorts on the spot. No way you could have pretended to ignore that, and you might have even figured out the trigger. He’d have hated you seeing him, but he’d have gone through with it. He knew he’d have to answer to me if he didn’t”
My head was still reeling from all this. Finally I said,
“You really had him well under control, Sam. Great deal for him too by the sounds of it.
So why did he leave?” She sighed.
“What I gave him was enough for me, but I couldn’t give him everything he wanted – a full-on sexual BDSM relationship. So he found someone who would.”
“Wow, well that’s a waste when he had the perfect CFNM deal going on -” Sam’s eyes opened wider at that.
“How on earth do you know what CFNM is?” That threw me, and I felt the blood rising in my cheeks again.
“I er… came across a site a few years ago and for some reason it just really excited me.
And when it comes down to it, it’s not all that much different from CMNM, the male/male version.”
“Now I am intrigued. Go on, tell me what you liked about the site you found.” She was getting that intense look in her eyes again.
“Wow, I’ve never talked to anyone about this before, Sam. It’s sort of a guilty pleasure for me.” She stayed silent, listening.
“Good looking boys in these erotic situations…”
“But why this specifically? If you wanted to see naked guys, there must be plenty of other places to find that.”
“It wasn’t really the guys themselves…”
“So what was it then?” she asked with a smirk. I felt my heart rate rising with every question.
“Well, um…the fact they were forced into taking their clothes off.”
“I see. If you weren’t looking at the team, what were you doing? Surely not imagining you were one of them?”
I felt like my face was going to explode, but she wouldn’t relent until I nodded.
“Andre! Now of all the things I thought would come out of this conversation, this sure as hell wasn’t one of them. You are 100% gay, right?”
“Yes,” I said quietly.
“And yet you presumably sat there, fantasizing about stripping naked for women. And not just any women, dominant women.” I couldn’t look at her. “Andre, answer the question, please.” Her tone was subtly different than a moment earlier. There didn’t seem any point in lying about it, especially after what she’d just told me.
“Yes, I did.” She said nothing for a few very long moments, sitting back in the chair and taking another sip of her wine. Finally she took a breath and said,
“Men will never cease to amaze me. You’re like walking libidos, the lot of you, so I suppose gay men are no different. No wonder you were squirming around so much when I was telling you all this. Not just because you were thinking about a naked Tony, you were imagining how it felt to be him.”
I looked up without saying anything, the silence an answer to her question.
“Incredible. OK, let’s try an experiment. Stand up, Andre.”
I hesitated, and she gestured silently for me to get to my feet.
“Good boy. Now, undo the top button on your shirt.” I could barely believe my ears, but I was curious where she was going with this. My hands shook a little more than usual as I complied.
“Good. Next.” Again, I did as she asked.
“Next,” she said, continuing until my shirt was hanging open.
With obvious glee, she stood up and walked to where I was standing. Taking my chin in her hand, she lifted my chin to meet her gaze, which was somehow both soft and serious at once.
“Is this ok?” she asked quietly.
“I trust you. So yes.” It was the truth after all. She lifted her hands, and I felt the shirt glide from my shoulders and fall to the floor.
“There’s something I’ve always wondered about you, actually,” she said. Before I could ask, she pointed to my chest. “Those. Did you know they showed right through your shirts? I’ve never seen anyone whose nipples seem to be constantly hard like yours.”
I was floored anyone had noticed this, let alone Samantha, although of course I’d always secretly liked this about myself too. Before I knew what was happening, her finger grazed across the top of my left nipple, making me draw breath sharply.
She looked at me, amazed at the intensity of my reaction. What can I say, my nipples are extremely sensitive, especially to someone else’s touch – one of the few things I’d really loved during my rare sexual encounters in the past. She raised both hands this time, her fingers even gentler than the first time. With the slightest touch, she drew tiny circles on the tips of my nipples, and I couldn’t help but let out a low groan of pleasure.
“Extraordinary,” she said under her breath as she continued her teasing, telling me to look her in the eye as she did so. She kept this up for what felt like minutes. Finally, she turned to sit down again, leaving me standing there, more flushed and out of breath than before. She drained her glass and asked me in the same soft, serious voice,
“How do you feel now?”
“Embarrassed…”
“And what else?” I was lost for words. “Let me help you then. Your nipples are like bullets. You’re flushed and red, breathing like you just walked up here to the 20th floor instead of taking the elevator. And…” she gestured toward my mobile lying on the table in front of her “Unless you have a second phone in your pocket, those excellently cut pants you’re wearing are under a lot more stress than they were 5 minutes ago.”
She was right, of course. I was on fire, and more aroused than I’d been in months. Or maybe ever.
“I think our little experiment is going excellently, don’t you, Andre?” she asked cheerfully. “Sit down.” For a moment I thought she’d done with me, but that idea went out of my head as she gave a new instruction.
“Take off your shoes.” I didn’t need to unlace, but did so anyway. A tiny delay, but I did as she told me.
“Socks.” Off they came.
“Stand.” I rose again, deciding to ride whatever idea she had to whatever conclusion it may have.
“Who wears belts anymore?” she asked rhetorically. “Undo it.” It was an odd sensation feeling my pants loosen around my waist, with my friend sitting right there watching. But an odder one followed.
“Unbutton.” Looser still. “Yes. Now unzip. Keep going, open up all the way.”
My pants hung open wide, and I felt like I was falling.
“Now pull your pants down and take them off.” I pushed them down to my ankles, where they sat bunched up and awkward.
“What are you waiting for?” she asked impatiently. “I told you to take them off. So take them off, Andre.” I did as I was told, conscious of my unwittingly poor underwear choice that day.
I stood there, off balance and very aware of what must be an obvious bulge in the too-small briefs I’d worn as the last resort from a missed laundry day.
“Don’t leave your clothes lying there in a heap. Fold them up,” she commanded.
Because that’s what her instructions had now become. Still struggling to believe the reality of it, I folded my shirt and pants as neatly as I could.
“You’re doing great,” she said approvingly. “One last step. You know what it is, don’t you, Andre?” I was grateful for the wine I’d been drinking since I arrived, because now it seemed inevitable.
“Off,” she said simply. Without ceremony, I pulled my briefs down and stepped out of them, adding them to the now neat stack at my feet.
—
Chapter 3
Sam sat again silently, not attempting to hide her cool gaze moving from my face down the length of my body, leaving me with nothing to do but stand there awkwardly. But I decided to just go with this, whatever it was. I repressed the urge to cover myself, letting my hands hang at my sides, meeting her eyes when she looked up again. Finally, she said,
‘I’m impressed, Andre. You caught me off guard with how compliant you were, but I still wasn’t sure you’d go the whole way. But just look at you. You’re no Tony body-wise, but you sure make up for it in other ways,” she said, as her eyes flicked down again.
“Turn around, big boy.”
Without thinking, I raised my arms and folded my fingers behind my head, before rotating slowly.
“You continue to surprise me, Andre. Face me again. Who taught you to stand like that?”
“This..? It just seemed natural, Sam.”
“It is for you, I see that now. Damn, those boy nips of yours are perkier than ever. Let’s try something. Touch them now, the way I did when you almost passed out earlier.”
“I didn’t -”
“Ssh. Please keep quiet unless I ask you to speak. Now, use your fingertips. I want to see if the same thing happens.” I had never done this to myself in front of anyone, let alone a woman – and on command. As I circled my fingertips on the hard little nubs, it felt 10 times more intense than when I did this alone in my room. I let out a moan, breath quickening again.
“Good boy, close your eyes and focus on the feeling.” I did as I was told, aware how I could feel myself stiffening more with every passing moment. Had she just called me a ‘good boy’?
Finally she told me to open my eyes and look at her.
“You’re a very sensual boy. I suppose I’m not especially surprised by that, actually. She flicked her eyes down momentarily again. “Is that full size now?”
“No ma’am,” I said after a glance to check. ‘Ma’am?’ I thought. ‘Ma’am?’ I’d never called anyone that in my life. Sam gave a little smile but said only,
“Make it full size for me now, I want to see just how much you have over Tony.”
Despite everything that had happened, I couldn’t quite process what she was saying for a moment. Was she actually asking me to –
“You heard me, Andre. Masturbate until your cock is fully erect, I want to see your full size,”
She said more firmly this time, settling into her seat.
No misunderstanding that. I closed my eyes and began to work my cock, one hand automatically going to my right nipple as it always did.
“Interesting. But open your eyes and look at me,” she said coolly. I did as she said, a hot wave of shame and arousal washing over me as I met her eyes. The realization that I was standing here completely naked and shamelessly stroking myself in front of her was almost too much to bear—a fact she obviously didn’t miss.
“Stop, stop. We don’t want any accidents. Not until I’m ready for them anyway. Hands behind your head again.”
I tried to slow my breathing, but it was impossible to still the thoughts rioting in my head.
It was bizarre and utterly new, and yet it didn’t feel wrong either.
“Tell me how you feel right now, Andre. Don’t think, just speak.”
“Yes, Ma’am.” There it was again.
“Good boy,” she purred. And that.
“Vulnerable. Exposed… so, so turned on. Like I’m lit up.”
“You’re glowing alright…”
“Incredibly liberated… Seen… obviously, and humbled that you want to see me this way. I mean seen for who I am. For the first time, by anyone, truly seen.”
“You’re a poet, Andre. Now go and put your clothes away in the closet like a good boy. You know where it is. And bring back the towel you’ll find there too.”
I dutifully picked up the little pile of clothes and walked to the hallway as instructed. The closet was empty except for a basket on the floor, which I dropped my things into before closing the door. As I walked up the long hallway back to the living room, I caught a glimpse of myself in the full-length mirror. It made me even more conscious of the weight of my still mostly erect dick bouncing in front of me as I walked. I also realized with a shock I’d been pre-cumming, the head slick and gleaming.
She was smiling at me as I came back into the room. But as I went to sit back on the hocker, she chided me.
“Don’t put your bare ass on my white sofa. You can sit on the floor for now,” she said, waiting until I settled myself.
“So I’ve been thinking. Maybe I have a solution for your living situation.”
She saw me opening my mouth to speak but cut me off before I could say anything.
“Don’t talk, just listen. Then you can tell me if I have this right. And sit up on your knees so I can see you properly.”
I’d been sitting, hugging my legs in a ridiculous attempt to lessen the feeling of being so completely naked in front of her. But as I did what she directed me to do, I felt it return. As did the swelling in my cock.
“Good boy.” There it was again. “So, you’re out of your flat-share in a month, right?” I nodded.
“Well, you aren’t going to find a new place in that space of time, so you’re welcome to move in here for the time being.” The feeling of relief that washed over me reminded me of all the pent-up angst I’d been pushing to the back of my mind.
“Thank you, Sam,” I said a little too loudly.
“Hold your horses, big boy. There are conditions. And rules. And if this works out, maybe a long-term solution, too. But unlike poor dumb Tony, you need to agree to it all up front. I respect you too much as a friend, and I want us both to get something out of this.
So here’s what I’m offering: Tony’s room for as long as you need it. I don’t care if you pay me rent or not. If it makes you feel better, you can. Or just buy the odd bottle of wine; I don’t care. And in the longer term, I may be able to get you into one of my investment properties. Not as a tenant, but as a partner, so that in time it could be your own place. I have the means, and I might as well use them to help a friend. Property is about the only market making any decent returns now anyway. How does that sound?”
I was astonished, and said so. “I don’t know what to say. It’s a very generous offer.”
“I haven’t finished yet. As mentioned, there are conditions and rules in place. First the conditions. You’ll sign a contract that sets out everything we agree to. There is nothing coercive or devious at work here, but it’s.. let’s call it unconventional. As a tenant, if you breach your contract and don’t correct your behavior, I have the right to void the contract and evict you, regardless of our relationship. Is that clear?”
Her tone didn’t leave me much choice but to say “Yes, Samantha.”
“Good. Now the rules. From what I’ve seen, you have no difficulty taking instructions. You seem very willing, and it’s clear you’re not hating sitting there like that either. Completely naked.”
She let that float there for a moment, my still semi-erect cock defying any denial.
“If anything, you’re more obedient than Tony, which is saying something. Not to mention having a good 4 inches more for me to work with. I’m not looking for a slave. If I were, he’d still be here. Nothing changes in your life outside this apartment, but while you’re in it, you’ll follow the rules in the contract. They’re simple enough.”
“One,” she said, sitting forward and beginning to count off on her fingers.
“When you return home, you’ll undress in the hallway and put your clothes in the basket as you just did now. By undress I mean strip naked, obviously. I’m no more sexually interested in you than I was in him, but I’m a visual gal, and I like what I see.
“Two. The no-clothes rule applies at all times unless I am having company. Which is not to say you won’t be naked when I have people over, but I will decide if and when that happens. This means you must trust my judgment on that call and comply without argument. Trust me, my friends have seen it all before.
“Three. Your door remains open at all times. Since modesty is the only real reason for privacy, our contract makes it rather redundant. You’ll find I’ve had it secured in place anyway. The door to your shower room across the hall does close, but only for aesthetic reasons when I have guests. When you use the shower, the door remains open.”
She flicked her eyes down again. I could feel I was again fully erect.
“I was going to hold off on this one, but judging by your reaction to rules 1 to 3, I’d say you can handle it. So, four. When you need to do what boys do – and I know you do – you’ll do it openly and without shame. I’ve already seen you masturbating tonight, so there is no longer any reason to hide that from me in the future. In fact, I’ll expect you to reserve your ejaculation for moments when I can supervise it. It’s something I particularly like watching, and I’ve come to see it as the most visual way my sub – you in this case – pays tribute to me.
So I’d have insisted on it eventually, but we might as well start as we mean to go on.”
She sat looking at me, giving me the strangest feeling we’d just concluded a job interview.
“Well?”
“I, er…”
“Yes or no, Andre, it’s all or nothing. If the answer is yes, you can move in tomorrow. No, and we carry on as friends, as if nothing has changed. Well,” she smiled, waving her hand at me kneeling there, “almost nothing.”
It was a bizarre proposal, but really what did I have to lose? And I couldn’t deny I felt sexually more alive than I could ever remember being before.
“Yes, please, Samantha.”
“Good boy. Then there’s one final thing you need to do to seal the deal. Usually I’d pop open a bottle, and maybe we will after this. But first, you’re going to pop your cork for me.
Or your cock in this case.” I looked at her, mouth open.
“You heard me. I want you to ejaculate for me now – that’s what the towel is for. Lay it out in front of you now. I will probably want more of a show in the future. I can be a bit of a tease as you’ll find out. But for now, masturbate and cum for me, Andre.”
Shame or hesitation seemed pointless at this stage, so I did as she told me, my hand again automatically moving to my left nipple. I felt the arousal come crashing back, and I slowed my strokes to postpone the inevitable.
“I’ve been thinking about what to call you too,” she said brightly. Obviously those stupid cocktail sticks can go, but I want something less obviously phallic for you.” She stood up, briefly being over to let her fingers work my still rawly sensitive tits.
“Those really are your on buttons, aren’t they? I was thinking about bullets first, or marbles. But I don’t want those lying around the house. So ‘Buttons’ it is. You like undoing them when you’re told, and these buttons on your chest switch you on like a light. A few little dishes of interesting antique buttons shouldn’t be hard to come by.”
“Why … dishes … Sam?” I asked breathlessly as my hand kept up its slow strokes, her fingers driving me to distraction.
“Don’t be dense, boy. How else am I going to trigger people into saying the magic strip word?” she asked, sitting back down again.
“You mean like cocktail sticks?” I didn’t think my heart could beat any faster, but I was wrong.
“Smart boy. I’ll decide a guest outfit for you. I don’t allow shoes in the house, by the way.”
I eyed the heels tucked under her as she sat smiling at me.
“Your shoes, obviously. Then if someone accidentally says the magic word, you’ll strip off your shirt. To start. I can’t wait to see Diane’s face the first time it happens. She’ll have no idea I’ve somehow gotten a cute gay guy under house rules.”
I was getting dangerously close; even my slow hand was agonizingly hard to resist now.
“When there’s company, if you’re allowed to be dressed at all, this is the rule.”
“So any of your friends could make me strip off everything?” Saying it out loud almost pushed me over the edge.
“I didn’t say my friends, Andre; I said company. My friends, your friends, the two guys from next door dropping in for coffee.”
“My friends…?” I didn’t know if I was thrilled, horrified, or both, but it was too late to figure it out now. I closed my eyes as I finally lost control and gave myself over to wave after wave of the most intense orgasm I’d had since I was a teenager.
“Landlady’s rules, Andre.”
The End.

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