Stories of Tie Up Games

Story 1
Boy Toy (F/M)

“But Mom, it’s Halloween!”
My argument falls on deaf ears.
“I know it’s Halloween, Tyler. That’s why I’m being called in to help at the hospital. Someone’s Halloween got a little too exciting.”
“I already have plans.”
“You can go hang out with your little friends after. I need you to do this for me. You act like I’m torturing you.”
“It’s a baby’s Halloween party.”
“They’re not babies. They’re eight.”
“That’s so much worst.”
“Your Dad and I both have to work. You are the only one who can take Dani. It’s just for a couple of hours. Mallory’s father will take them trick-or-treating and back to his house after, for the sleepover. All you have to do is keep her from eating any peanuts.”
“Pick up? I thought you said the party was at his house.”
“No, just the sleepover. The party’s at her mother’s.”
My heart skips a beat. Mallory’s mother. Mrs. Richards could only be described in one pure, simple little word: MILF. She was my thicc goddess. Well, mine and everyone else’s on the block. She was so affectionate she could make anyone melt in her touch. I have the most erotic dreams about her. Spend two hours with her? This was too good to be true. Couldn’t let mom know this was why I was going to agree, though.
“Fine, but it’ll cost you ten bucks.”
“I’ll give you five.”
“Fine.”

Turns out I’m not really needed at this party after all. There are no snacks with peanuts in them.
“Of course,” Mrs. Richards explains. “I’m not going to let my little girl’s best friend go into anaphylactic shock on my watch.”
I just smile dumbly and nod. I’m trying not to stare at her swelling breasts under her Jack O’ Lantern sweater. I’m the oldest one in costume, 90s Cyclops from the X-Men, making me feel out of place with the five women and about ten kids in attendance.
“I hate just standing around here. Can I help with anything?”
“Oh, what a helpful boy you are!”
She grabs me in a big hug. It takes all the resolve I have not to shutter in her embrace.
“I’m so glad you came.”
She has the comforting mom thing down for being so young, at least as moms go. She can only be in her mid-thirties at most. To a college freshman like me, barely nineteen, that makes her an alluring older beauty. Her sweet, full, round face framed by wavy red hair made her the picture-perfect sexy mom next door.
“Such a cute, helpful boy. I wish you were my boy. I’d take such good care of you.”
I blush at her words and the prolonged nature of her hug.
Finally, she lets go. I already miss the feeling of her surprisingly strong arms around me. I’d never felt so comfortable in my life.
“Let’s get some more snacks out here.”
“Yes, Ma’am.”
She pinches my cheek playfully.
“That’s my helpful boy.”
I turn bright red.
“So cute!”
She gives me a little peck on the nose. She leads me into the kitchen and has me fix some more pizza rolls in the air fryer. As I take them out onto the floor she gives me a playful spank on the ass.
“That’s fun. I’ll have to make sure to do it again before I let you leave.”

As Mom said it would the party dies down after a couple hours. The other mothers take their kids home. Mallory’s father picks up the girls. I’m left alone with Mrs. Richards. I struggle to find a legitimate reason to stay just a little while longer.
“Can I ask my helpful boy for a favor?”
“Of course!”
“Good. I’m having in a few minutes and would like you to join us.”
“Really?”
“Oh yes, I need you to serve us drinks.”
“Oh.”
My disappointment must be evident.
“These ladies are my friends on the FLR scene.”
“FLR?”
“Female led relationships. You know, where the women are in control. It’s a gentle femdom thing.”
Femdom? That was the last thing I was expecting to hear from her.
“Are you telling me you’re a… dominatrix?”
“Oh heavens, no. I’m just a dominate.”
“What’s the difference?”
“Dominatrixes are paid to humiliate and maybe mildly hurt people. I’m just a woman who likes to be in control in romance and in sex. I do like to tie people up and get kinky, but it’s all done out of love.”
“Huh.”
“Does that interest you.”
God, did it! Can’t tell her that.
“I… don’t… know.”
“I bet you are.”
“What makes you say that?”
“How helpful you are. How obedient you’ve been with me all evening. Can you really tell me you don’t love it?”
“I can’t.”
“So, why not stay and give it a chance. For me?”
How could I tell her no?

She takes my hand and leads me upstairs to… her bedroom! Holy shit! I’m in her fucking bedroom. She points to the bed.
“Have a seat.”
Gingerly I do as she says. She picks up a black garment bag and heads into the bathroom. After what feels like an eternity, she steps out completely transformed. Her sensible shoes have been replaced by black, thigh high leather boots laced up the front. Her jeans are gone and in their stay is a pair of what basically amounted to black leather panties. Her playful sweater has been swapped for a small black leather corset that makes her already impressive breasts even more amazing. She wears a short black silk cape with the clasp on her right shoulder covered by a fake rose. Her hair has been put up in a shape reminiscent of fire.
“You like?” she asks, giggling.
I try, and fail, to subtly wipe the drool from my chin.
“Behold… The Black Queen of the Hellfire Club!”
She gives me a playful tap on the nose.
“You’re not the only one whose watched that show.”
She opens a chest at the foot of her bed and rummages around.
“All that’s left is to make you my prisoner.”
She stands back up with a leather collar and a pair of leather shackles in hand. All I can do is gulp.

I stand nervously in the living room as we await her guests. The shackles are on my wrists. The collar is around my neck. A leash leads from said collar to her hand.
“Can’t wait to show off my obedient boy. Of course, with this collar on you’re more like a toy for me to play with. That’s it! You’re my boy toy!”
My dick swells at the words.
The rest of the guests soon arrive. In the river of people that flow past me only a few standout. A Middle Eastern cowgirl with dyed blonde hair and a pink costume fit for a stripper dragging a clearly embarrassed guy in a hoodie and jeans by a lasso wrapped around his waist, arms trapped. A rather voluptuous green skinned witch followed by what looked like two German kids shoving each other out of the way as they chased after her.
I am soon put to work serving guests. I spend the next hour or so handing out drinks and blushing at comments about how sexy I look. I’m walking back to the kitchen when Mrs. Richards grabs me and pulls me into her lap on the couch.
“Time to take a rest, Baby. You’re drawing too much attention.”
“I am?”
“Everyone’s talking about how cute or sexy you are. They’re a little too predatory for my taste.”
“Predatory?” I ask nervously.
“I need to remind them you’re taken.”
“I am?”
“I made you my prisoner, didn’t I?”
“You did.”
“That makes you mine.”
This last word is released as a growl.

Using the leash. she keeps me by her side the rest of the night. Her hands explore my body from time to time. This lasts until every guest has gone home and we are alone once more.
“You’ve been such a good boy toy tonight. You deserve a reward.”
“I can’t…”
“You are still my prisoner. You must do as I say, right.”
“Yes, Mrs. Richards.”
“Let’s start there. Since you are my boy toy, I think it only fitting you call me Mommy.”
“But…”
“Do it.”
“Yes, Mommy.”
The words send tingles through my body.
“Good. You will notice the cuffs are under your costume sleeve, and the collar under your neckline. They will stay on when you take your costume off. Now.”
“T…take it off?”
“Right now.”
Shaking with nerves I do what Mommy said. I was wearing nothing, but my underwear and the bondage gear she put on me.
“Undies too. I want you wearing nothing Mommy didn’t give you.”
I slip them off and toss them away. Smiling wickedly, she grabs my leash and pulls me as close to her as she can. She grabs my ass with her hands and presses me tighter.
“We’ve got one more party here tonight. A private affair. A very private affair.”
She grabs my leash and leads me back to her bedroom.
“Lay on the bed.”
She doesn’t have to tell me twice. She opens her chest and pulls out more toys. First is a metal rod with leather shackles on the ends. She fastens the shackles to my legs forcing them as apart as they comfortably go. She ties some rope to the middle of the pole and anchors it to the footboard of the bed. She takes the shackles on my hands and secures them to the hook on the headboard.
“It’s not just decoration anymore. Now you really are my prisoner. You can’t leave unless I let you. I promise that’s not happening tonight. Probably not this weekend. I’ve got a lot of games to play with you.”
She slips off her boots and gloves. Then she drops her panties. I gulp once more. She slowly slides me into her.
“Perfect fit.”
She slowly begins to ride. The next several hours are nothing but a blur of the hottest, wildest sex I’ve ever had. Not that I have a lot of experience to compare it to. Whenever I was about to cum, she’d stop and let it die down before starting again. As the sun rises, she starts to undo her corset.
“Who am I?”
“Mommy.”
“Again. Shout it.”
“Mommy!”
“Again!”
“MOMMY!”
“Who are you?”
“Mommy’s boy toy.”
“Again.”
“Mommy’s boy toy!”
“Again!”
“MOMMY’S BOY TOY!”
“Are you ready to cum for Mommy?”
“I’m ready.”
“Again.”
“I’m ready!”
“Again!”
“I’M READY!”
“If you cum for Mommy that means you love Mommy and want to be with her. If you cum for Mommy that means you love Mommy and surrender to her completely. If you cum for Mommy that means you love Mommy and want Mommy to keep you prisoner. To own you. To never let you leave. You want to be Mommy’s forever.”
“I do! I do! I do!”
“Then cum!”
I explode inside her before collapsing onto the bed, in a state of bliss and total surrender. She tosses the corset aside but leaves the cape on as she drops down and shoves her tit into my mouth. Instinctively, I suckle Mommy’s nipple.
“Mine.”
I sigh happily as my life begins.

This was a fun read, enjoyed this.

Just saw this on DA!
Great Job! I loved it... can't wait for more.

Story 2
Howdy, Micah (F/M)

We all have our own unique Halloween traditions. My brother loves to work in the haunted house scene. My coworker is really into costume contests. My parents love their old horror movies. Me? I love to carve pumpkins. I don’t mean I make measly little jack-o-lanterns. No, I carve detailed faces and scenes into the seasonal gourd. I cut them up and reassemble them into crazy creations from serpents to people. Basically, anything you’ve ever seen on Food Network’s Halloween Wars. I build several for my place and others for friends and anyone who asks. I never charge them a cent. I do it because I love it.
That was until this year. It’s Halloween night and I haven’t carved a thing all month. Hell, I haven’t even decorated. I haven’t had the spirit this year. Not since Emily. If she had just dumped me last month that would have been fine. I mean I’d still be hurt but not this hurt. I was planning out this year’s displays when she let me have it. Told me she thought I’d outgrow this stupid childish hobby one day. That I was wasting my life and she needed a real man. Not a little boy.
So here I am on my couch in my jeans and hoodie trying not to think about what was going on outside my door. Someone chooses this moment to knock on said door. I sigh and grab the candy bowl. I open the door and almost drop said bowl. A lasso is tossed over me and sinches tight, pinning my arms. Standing there, holding it, is the most beautiful girl I’ve ever seen. I have thought so pretty much my entire life. I became best friends with Karl Nasir back in the fourth grade. That’s when I met his big sister Khloe. I have been crushing on her ever sense. Not that I would ever tell her that. She’s been too good a friend to make things weird between us.
Now here she is, in my doorway. She’s dressed as a cowgirl, but not like any cowgirl I’ve ever seen. For starters her outfit is bright pink. The brim of the hat, her sleeves, and chaps have fringe hanging from them. The Sleeves were unconnected to any shirt, stopping at her elbows. Her boots are small and connected to chaps that only reach her knees. I call them chaps because I can’t think of a better word for her leggings. The rest of her ‘costume’ is a pair of booty shorts and a bikini top. All of it has a metallic shine to it. She’s dyed her long hair blonde.
“K…Khloe?”
“Howdy, Micha.”
“What… what’s going on?”
“What’s it look like? I’m kidnapping you.”
“W…why?”
“Look at this place. There’s not a single pumpkin here. How can Pumpkin Boy celebrate Halloween without any pumpkins?”
I blush at her little nickname for me.
“That’s for kids.”
“No, that’s that bitch talking.”
“Khloe!”
“She broke my boy,” she says, stroking my cheek, “but I know just how to fix you.”
She reaches into my pants pocket and pulls out my key. I blush again, this time at the strange new intimacy of her interactions. She locks up and begins dragging me down the street. I look back at my parents’ house. Another reason Emily dumped me. So what if I still lived at home? I go to community college. I can’t exactly afford a monthly rent and classes right now.
“Where are we going?”
“Halloween party.”
“I’m not in costume.”
“Sure you are. You’re the city boy this sexy ass cowgirl is kidnapping.”
“Really into this kidnapping motif, huh?”
“Kinda have to be when you’re going to a femdom party.”
“A what?!”

We arrive at the party a short walk later. I’ve been trying to avoid eye contact with everyone and anyone. I barely register the guy my age dressed as a superhero with a collar around his neck. I can’t help but notice the busty older redhead holding his leash.
“Just as I promised, Ms. Richards,” Khloe tells her.
Promised?
“Excellent! Oh my, he’s even cuter than you described. You’re a very lucky girl.”
“Yeah, I am.”
“His pin is right over there.”
She drags me along before I can even finish saying, “my pen?”. We arrive at a small area surrounded by an old school Rugrats style playpen. The space is full of pumpkins of varying sizes, some pumpkin carving tools… my pumpkin carving tools, and a worktable.
“What is this?”
“At the end of the night there’s going to be a pumpkin auction.”
“Auction?”
“That’s right. People are going to be bidding on what you make here tonight.”
“I told you; I don’t do that anymore.”
“Lie to yourself all you want; you can’t fool me. I know you too well.”
She leads me inside to the worktable and removes the lasso. She then uses it to tie my leg to that of the table.
Seeing my reaction she says, “all subs must be restrained.”
“I’m not a sub.”
“I kidnapped you. I’m telling you what to do. You’re going to do it.”
“Oh yeah? What makes you think that?”
I haven’t teased anyone like that in a while. It felt good. Of course, it was always easy with Khloe.
“Because I’m telling you what to do.”
I blush at her flirtatious smile. I have to admit she’s right. I’ve always been all too eager to jump in when she asks for help, just for a chance to spend time with her. Just to get a friendly pat on the head or a kiss on the cheek.
“That’s why we’re here, by the way.”
“It is?”
“I loved having someone who would do anything for me. It awoke something deep inside me. A need that took years to finally name and embrace. Once I did, I made a decision. I knew what I wanted.”
“Wh…what was that?”
She leans in so her mouth is right next to my ear.
“You.”
I gulp and feel myself getting an erection. She gave me a little kiss on my neck.
“You get a kiss for each pumpkin you carve. Now, get to work.”
Now I’m firing on all cylinders. All those ideas I had back in September come rushing back. I grab my tools and get to work. In no time I’ve turned it into a curled up baby dragon with the stem even being converted into the tip of the tail.
“Good start,” Khloe says before kissing my right cheek.
I blush and get back to work. By the time I finish there are eight ranging from small to large. I slump onto a stool to rest.
“Look at you sweating. It has to be so hot with that heavy hoodie on. Here, let’s get that off.”
She pulls it off and tosses it aside.
“Your shirt’s all stained.”
“It’s ok, I don’t think…”
She yanked it off too.
“Hey!”
“What? Can’t a domme show off her sexy sub?”
She stands behind me and begins rubbing my back and chest. She even plays with my nipple.
“What has gotten into you tonight.”
“Nothing. Yet. Though that will change.”
She runs her hand over my crotch for emphasis.
“Khloe!”
The busty red head, who over the night I’ve come to realize is the hostess, stands before our little set up.
“Let the bidding begin! Let’s start with this little dragon, shall we? Do I hear ten? Ten? Anyone gonna give me a ten?”
“Fifteen!” someone shouted.
I watched in shock as the total went up and up until it finally ended at fifty fucking dollars!
“Don’t forget to thank the artist,” Khloe called.
“Thank you, this is simply beautiful. You have a wonderful talent.”
“Alright, let’s move on to the next piece: this lovely ghost. Do I hear twenty?”
Soon enough all eight pieces are sold, and a nice bit of money has been earned. People like my work. People really like my work. It’s not stupid. It’s not childish. It’s art. Why are my eyes so wet?
“You’re welcome,” Khloe whispers into my ear.
“Your fifty percent will be in your account by tomorrow,” the redhead tells her.
“How long have you been planning this?” I ask.
“Since the fifteenth,” Khloe explains. “When you still hadn’t carved a single pumpkin I knew I had to step in.”
“Well, thank you. Can I have my shirt back now?”
“Fuck no.”
She unties my leg, and I stand up. She tightens the lasso over me again and loops it around my body a couple of times before dragging me out the door.
“Wait, why is the money going in your account?”
“Mistress controls the money.”
“You act like this is little game is going to be going on past tonight.”
She smiled wickedly and just kept on walking. In fact she kept on walking right past my apartment.
“Khloe, where are you taking me?”
“Home.”
“We just passed my house.”
She just keeps smiling and walking. I soon see where she intends to take me. Her apartment. I should have known. Once inside she slams the door shut and locks it tight.
“God, I’ve been waiting all night for this.”
“For… for what?”
That predatory look in her eye has me worried. She shoves me onto the couch and yanks off everything I’m wearing save for my briefs.
“K…Khloe, we…we don’t have to…”
She runs her hands all over my body.
“You want me almost as bad as I want you. Admit it.”
“I … I do.”
She straddles me and begins kissing my chest.
“I have been lusting after you since we were in high school.”
“You… you have?”
“Since you awakened the domme inside me. Since I saw that copy of Beloved Abductress in your bedroom. When that little tart Emily stole you from me before I could make my move, I knew I wasn’t going to put it off anymore. I knew she wasn’t right for you, and it would end sooner than later. I had to have you. I couldn’t let our friendship or your friendship with my brother get in the way. You are mine now and I will never give you up.”
“K…Khloe…”
She yanks down my underwear and then her shorts.
“Ready?”
I wasn’t sure I was, but I couldn't bring myself to pass up a dream come true.
“Ready.”
She slipped me inside her and began to ride. I hold on for as long as I can but all the teasing and excitement of the night have paid their toll. I explode inside her. Quickly.
“Sorry.”
“Don’t worry, Baby. We’ve got all night.”
She climbs off and yanks me after her to the bedroom.
“I’ve got some toys that will help.”
She opens the bedroom door.
“Let me show you where I’ll be keeping you from now on.”
“Keeping me?”
“I’ve kidnapped you, haven’t I?”
“Yes…”
“Have I demanded ransom?”
“No…”
“That’s because I don’t want money. I’ll use the money from your yearly pumpkin sales to help support us. In fact, there’s nothing on this Earth I would trade for you.”
As she says this, she steps in leaving me in the little hallway.
“Khloe… what are you saying?”
“Isn’t it obvious my little sub? I’m keeping you all to myself. Forever more.”
She yanks me into the bedroom, closing and locking the door behind me.

Story 3
The Best Kind of Wicked (F/FM)

I steel myself. I’m not here for some damn Halloween party. I’m here for the woman who ruined my life. I’m here to confront my kidnapper.

My girlfriend Hanna and I were always a little kinky. We shared a perverted sense of humor. That Halloween, in fact, we dressed as Hansel and Gretel. We got a real kick out of the faces people would make as we made out. We took a short cut down a little side road passing by an old cottage. A window opened on the second floor and the witch leaned out.
That was not a mere insult. She was dressed as the Wicked Witch: black dress, black hat, green skin, the works. Instead of being old and ugly she was maybe in her thirties and hot as hell. Her dress did little to hide her massive melons.
“Happy Halloween!” she shouted down.
“Happy Halloween!” we called back.
“Wouldn’t you like to come in for a cold drink or… something, my pretties?”
“Well, waddaya think? Shall we stop by?” I asked.
“Damn, look at those jugs! She’s bigger than I am! Yeah, OK, Brian. Let’s go. I think I could use another drink. Maybe she just knows you got a very big dick and wants to play.”
“Ha, ha. I don’t think so. OK, let’s go in then.”

I shutter at the memory. I notice I’ve been shivering for awhile now. I was wearing nothing but my high school jersey and shorts both of which I had outgrown, and it was getting late. I doubt that’s why though. It’s more likely the fear and anticipation of tonight’s event.
She’s here. She’s dressed the same as last year. She’s going into Ms. Richard’s party like she does every Halloween. At least that’s what all her socials say. Someone chases after her. Two people. A guy and a girl. They’re dressed as little German children? Did she plan this? Does she know I’m here? Is she mocking me? Is this a sign from God? It this just a coincidence? I have no idea. I need to find out.
I head inside. A busty older redhead is greeting guests while holding the leash of a collared boy dressed as an X-Man. This must be Ms. Richards. I pass her and head to the back. I search for a while passing a guy in a hoodie carving pumpkins while a sexy ass pink cowgirl makes all over him. I don’t see my former kidnapper anywhere.
I’m in the back of the house now. All I see are bedrooms. I’m grabbed from behind and roughly yanked into one. I’m tossed onto the bed and before I know it I’m hogtied. She’s sitting there looking at me.
“Hello again, my handsome Hansel.”

This was not the first time she’d got the jump on me. The problem is I should have known better. Not like last time. Last time I had no idea what we were getting ourselves into.
We sat on the couch as she fixed us drinks from the little island bar separating her living room from the kitchen. Neither of us could tear our eyes from the shape of generous ass under her short dress. It had clearly been painted too.
“What’s your name, my handsome Hansel?” she asked, handing me my drink.
“Brian.”
“And yours, you glorious Gretel?”
“Hanna,” she answered, taking her own glass.
Whatever it was it was as green as her skin.
“Well, you can call me Esme.”
She held up her own glass in a cheer. We did the same.
“Bottoms up!”
We downed them as one.
“Wow,” I said, “it’s very sweet.”
“Just like you, I’m sure,” Esme teased.
We joked and talked for a little while. The whole time I felt a heaviness fill my body. It was like I was slipping into a deep but much needed sleep. I must have truly fallen asleep as I awoke with a start. Everything was wrong.
The room was dark. I couldn’t move. I couldn’t talk. Judging by the feeling of wood against my ass and back I was clearly naked. What the fuck was going on here?
The lights flicked on. We were in some kind of brick basement. Esme was standing there smiling at us. Her smile could only be compared to the cat who ate the canary. I thrashed around only to spot myself in a full-length mirror on the opposite wall. I was strapped to an X-Cross. I was also hard as a rock.
Hanna was hanging from the ceiling by her bound arms. she two was naked. She was ball gagged like I was. Her bare feet were tied together.
“I’m glad you’re both finally awake. I didn’t want to start without either of you.”
Start? What did she mean start.
“I’ve got a thing for beautiful bare feet if you haven’t noticed, Gretel.”
“When I see them, I just have to eat them.”
She walked under Hanna and grabbed her feet.
“Just. Like. This.”
She shoved Hanna’s toes into her mouth and sucked away. I could only watch and listen to her loud slurping. Hanna’s moans of fear and frustration slowly turned into arousal. I saw her starting to get wet and her nipples harden.
“Want me to taste those too?”
Hanna nodded eagerly. What the fuck was going on here?
I watched in shock as Esme leaned in and licked Hanna’s womanhood causing her to spasm wildly. There was nothing else I could do but watch our kidnapper eat out my girlfriend and my girlfriend do whatever she could to assist her. Esme began rubbing Hanna’s nipples between her fingers.
“Have you ever been with a woman before?”
Hanna shook her head.
“Ever consider it?”
She nodded.
“Chicken out?”
Another nod.
“How about now? Want to try it now?”
She nodded eagerly.
Esme unhooked Hanna from the ceiling and tossed her over her shoulder.
“I’m going to take you home so you can explore your true desires.”
Hanna grunted and thrusted her head in my direction.
“I’ll bring your ‘boyfriend’ back when I’m done with him. See that giant dick of his? I need to play with it. A lot.”
She walked upstairs and closed the door. I heard it lock, leaving me alone for god only knows how long.

I’m snapped out of the memory as Esme flips me onto my back. Her hands explore my chest.
“God, I’ve missed you.”
I just glare at her.
“What’s wrong, Baby?”
“What’s wrong? You ruined my life!”
“And just how did I do that?”
“You kidnapped me!”
“For what, three hours? Five tops.”
“Hanna left me!”
“Who?”
“My girlfriend!”
“Oh, please she was just settling with you. We both know it. You told me so yourself. She’s here, by the way.”
“She is?”
“Yep, she’s here with her wife and mistress. She’s loving the sub life.”
“Well good for her,” I pout.
“I’m surprised you’re not.”
“I’m not into that.”
“We both know that’s not true.”

I want to deny it, but I know exactly what she’s talking about. My dick was still throbbing as I struggled on the X-cross in her basement. I had never been that hard for that long. Clearly her drink had done more than just knock me out. The door opened and closed again. I watched her lock the door and saunter her way down the stairs and right up to him. She let her fingers walk their way up his chest.
“I don’t think I’ve ever caught a more handsome fly in my little web.”
I growl at her.
“So tough,” she teased.
She unhooks the gag and pulls it from my mouth.
“Better?”
“Let me go.”
She flicked the tip of my dick.
“Not gonna happen.”
“You can’t keep me here forever.”
“Can’t I? Is that a challenge?”
“What is wrong with you?”
“Nothing. I’m just a woman who knows what she likes. Just as I think you do.”
“What’s that supposed to mean?”
She gave my dick another flick.
“I think you know.”
“That’s just from whatever you gave me.”
“It left your system while I was gone. It was just to see what I was working with. This…”
She ran her finger over the length of my rod as she spoke.
“… is all you.”
“You’re lying.”
“Well, one of us is lying. We’ll figure out who was lying to who later. Right now, I’ve got a new toy to play with.”
“Don’t you fucking touch me.”
“My, you are full of challenges tonight.”
She leaned down and kissed the top of my shaft. I shuddered at her touch.
“Interesting.”
“No…no, it’s not.”
She gave it a quick little lick. The shudder it caused was anything but little.
“Oh my god. Please…”
“Please what?”
She scratched the underside a little.
“Please stop?”
She blew on the tip.
“Please keep going?”
She walked two fingers around the base.
“You’ve got to be more clear.”
I couldn’t. All I could do was moan.
“Guess I’ll have to make the choice for you.”
She pulled my dick into her mouth and began to suck away.

I had no idea how long we’d been doing this. I was too aroused to tell time, and the windowless walls of the basement didn’t help either. She was so masterful with her mouth that I hadn’t been allowed to cum even once during this ordeal. She pulled herself away and settled into a position that clearly said she was ready to take a little break.
“Looks like you’ve been pint up for a while, huh?”
“I… I don’t know what you’re getting at.”
“Quit playing coy with me, my handsome Hansel. Have you even had sex with that girl?”
“A little.”
“Was she ever… into it?”
I looked down as I spoke next.
“No. It felt like she was just obligated to do it.”
“Well now you know it wasn’t you. Any straight gal would love to get her hands on you and your big friend here.”
With that she went back to kissing, sucking, licking, and groping his dick. This lasted until she had finally had her fill. She drugged him and dropped his ass back home. The wallet left next to him in bed told him how she had found it in the first place.

Esme slips her hand down my shorts and starts playing with my dick. I moan at her touch.
“Now tell me how I ‘ruined’ your life. It seems to me the worst I did to you was leave you blue balled.”
“I failed out of college.”
“And how did I do that?”
“I couldn’t study. I couldn’t focus on classes. All I could think about was what you did to me.”
“Go on.”
“I’ve lost contact with my friends and family. I can’t talk to them. All I want to talk about is that night, but I know they won’t be able to understand.”
“I haven’t been able to be with any woman since that night. I can’t get hard just trying to have sex anymore. You’ve ruined me.”
“Sounds more like I awakened you. You still get hard. I feel it right now. So what’s doing it for you?”
I try not to look at her, blushing.
“Tell me.”
“When I was alone in the basement.”
“What was it about that situation that turns you on so much?”
“H…helpless.”
“What was that?”
“I liked being helpless! I tugged on those ropes keeping me on the cross. After a while I realized, I wasn’t trying to break free. I enjoyed being stuck there. I like being tied up.”
“As you should.”
“No, I’m a man. I shouldn’t.”
“Poor boy. There’s no shame in being who you are. Now tell me the real reason you came here tonight.”
“I just did!”
“That was the excuse you gave yourself. Now tell me the real reason you wanted to see me again so badly.”
“The challenge.”
“What challenge?”
“I said you couldn’t keep me in your cottage forever. You asked if that was a challenge.”
“I remember.”
“I’ve been thinking about that exchange for the last year.”
“And?”
“Maybe it is.”
“Go on.”
“I want to issue you a challenge.”
“Name your terms.”
“Take me prisoner again. I will escape before next Halloween.”
“I get full access to your giant dick.”
I blush.
“Deal.”
“I’ve never had a full-time slave before. I’ve always done one-night stands. Should be fun. Since you sought me out, I won’t have to worry about getting you home before too many people notice you’re gone. You only leave if you escape. I will never set you free. Understand?”
“Understood.”
“Let the challenge begin.”
She untied me.
“Leave your clothes, phone and wallet on the bed.”
I do as I’m told. She grabs my dick like a leash and leads me out through the party and out into the night.

One year has passed. It’s Halloween again. There was something I was supposed to do before today. Oh well, must not have been important. Not as important was what Mistress is doing to my dick right now.

Don't forget to gender tag this story