Pushing Limits

Story Info
He guides her into her first gangbang.
4k words
4.31
80.7k
20
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Standing in front of Dylan, naked, he has her arms raised above her head, not tied there, but they may as well be because she knows not to move until he releases her. He is taking his time to tease her, standing every nerve on end. He walks around her, pinching a nipple here, running his hand over there, talking to her. "You're my slut, and you like it, don't you? (spank) This pussy belongs to me, it is mine. (hand brush) These nipples are mine too. (pinch)" He stands behind her, close enough that she can feel his breath on her skin and his hard cock straining against his jeans. She focuses on making sure her knees do not buckle and tries her best to stand still.

"Do you trust me?" he half-whispered into her ear.

She nodded slowly, swallowing the lump in her throat. Whenever he asked that question, she knew he was going to be pushing her limits even farther. She doesn't know why this makes her nervous; he has taken her to heights of joy and pleasure she has never seen before.

"I'm going to take you somewhere today. You're going to follow directions and be a good slut. You will not speak unless asked a direct question. You will be respectful at all times. Do you understand?"

"Yes Sir" she barely squeaked out as her mind raced. Where would he be taking her? What will she be doing there? Breathe, she told herself. Just breathe.

"Before we leave, I want you to be a good slut and service my cock. Take off my clothes." She turns and disrobes him, neatly folding each piece of clothing and placing it to the side. When she kneels to pull his underwear down and off, he pushes her shoulders to tell her he wants her to stay there. He takes his underwear from her, and stands over her. He puts his cock in her face for her to adulate, but does not give her the command to service him, just gives her time to want him even more. He can see the desire in her face as she struggles to remain as she is and not touch him until he gives her permission.

He leans back a bit, giving her the space to lift her face. She asks, "May I suck your cock, Sir?"

"You forgot your manners, slut. You did not say please. Stand up and lean over the bed." As she leans over, he begins to squeeze the cheeks of her ass. He pulls a hand back and waits, letting her anticipation build some before branding his handprint across each cheek. He continues spanking her, hard, wanting her cheeks to still be reddened for later. "Now get down on your knees and lick my balls." She quickly moves to the floor and begins by circling her tongue over them, taking each one in her mouth to suckle. She runs her tongue over the spot he likes, hoping to please him that she remembered. He pushes her head back and places the head of his cock on her lips. She kisses it softly, and begins to circle his thick head with her tongue. She runs her tongue over the head and his shaft before slowly taking his cock in her mouth. He's so big that she has to start slowly and let her mouth adjust to his size.

Before long, she is sucking his cock in earnest as he moans his appreciation. His hands on her head urge her on as he enjoys her mouth on him.

He pulls her back by her hair and she releases his cock from her mouth. "I need to fuck my pussy." She fights hard to contain her pure joy at the thought of his amazing cock inside her. He arranges two pillows on the bed and has her lay on them with her ass just hanging off. Pulling her legs up and open wide, he quickly rolls on a condom before placing himself at the opening of his wet pussy. He likes that he makes her so wet. He pushes just his head inside her, watching the pleasure on her face change to frustration as he holds himself there.

"Play with your clit while I fuck you slut. I want you to make yourself cum with my dick inside you." He watches her hand creep down, spread the lips, and begin to circle her wet clit. After watching her for a few seconds, he pushed himself all the way inside her. She gasped in surprise and pleasure. He fucks her slowly, watching her, allowing her time to build her arousal, and just enjoying being inside her. He reaches forward to play with the tits and nipples that belong to him, pushing her further toward the edge of her orgasm.

He can feel her orgasm start to build as she tightens around his cock, and he begins to fuck her harder, enjoying the feel of her throbbing orgasm erupting around his cock. As she comes down, he pulls out and tells her to turn over so that he can fuck her from behind. When she gets into position, he slams his cock into her and fucks her hard, building his own release. He'd like to take his time, but he knew they needed to leave soon so he allows his orgasm to build before pulling out, tearing off the condom and shooting his cum on her still-reddened ass. He liked the look of his handprint and cum on her ass, so he tells her to hold still as he takes another picture to add to his collection.

After they both clean up and he re-dresses, he senses that she is waiting for him to tell her that she may also get dressed. He pulls out a large shirt and tells her that this is what she will wear as they traveled. "You've also earned some panties, since you served me so well." He hides his mischievous smile at the look of shock on her face, but he knows she will not disobey him. She pulls on her panties and the shirt and he allows her to button only four of the center buttons, leaving the top and bottom slightly opened to any that would want a peek. As they leave through the garage, and head out to their destination she fidgets with the shirt, trying to cover as much as she could. It was mid-afternoon on a work day, so he knew there would not be very much traffic. He stayed to the right of any large vehicles that might see she wasn't fully dressed. He knew chances were very small that anyone they knew would see them, but of course he let her sweat it out anyway.

The further they drove away from his neighborhood, the more she felt both relief and a surge of nervousness. She was happy to be away from anyone she knew that would see her dressed this way, but also nervous as to where he could be taking her. Before long, they were driving down a residential street somewhere close to downtown, she thought, before he pulled into a gated driveway and stopped to roll down his window and punch in a code. As he drove around the long, curved driveway and out of sight from the main road he could almost feel her nervousness. If she had been allowed to speak, she would have been speaking in hyper-drive. "There are other dominant men here, and I have allowed them to play with you. Yes, more than one. I have known them for some time, trust them, and have already spoken with them about limits. They are good, clean guys and will wear condoms... Are you going to do this for me or do you want me to leave? You have 30 seconds to think it over and give me an answer. Do not answer until I tell you to."

Her thoughts reeled in shock. She didn't know what to expect, but it wasn't this. He knew she wanted to be with two men at once, but more? Sure, she has fantasized about it, but could she really do it? Above all, she wanted to please him. She knows he liked to watch, and she trusted that he would protect her. Could she really just let go and be such a total slut for him?

"What is your answer, are you going to do this for me?"

"Yes Sir." It was all she could say... all she needed to say, and she knew it.

"Remember everything that I told you earlier. You will follow their commands just as you would follow my own. Except that I want you to keep your eyes down. Do not look them in the eye unless they tell you to. You can always look at me, and if you want to stop, all you have to do is ask. Understood?"

"Yes Sir."

"Good slut." He got out of the car and walked around to her door to open it. As she got out, he pulled her into a hug to reassure her. As he released her, he commanded her to walk with her hands behind her back, pushing her breasts out. They walked to the front door, as he rang the doorbell he winked at her. "Remember to have fun!" was all he had time to say before the door opened.

They entered the foyer as the men greeted each other, and she focused on keeping her eyes down. Even if they had spoken to her, she wouldn't know what to say. That is, if she could even speak. They had spoken ABOUT her though, and she listened to that.

"So this is your slut?"

"Yes, Tom, this is her. She's eager to please. I'm sure you'll enjoy her."

"I like her big tits. You drove her over here dressed like that? Wow. You should put a leash on her."

"I see leashes being for those that are unruly. She is not, and I have no reason to expect her to be, so she doesn't need it." (She was happy that he was pleased with her, and to hear him defend her.)

"Good point, man. Let's go to the playroom." (Playroom? *gasp*)

As the men led the way, he turns to smile at her and it calms her. He has such a beautiful smile. When they enter the "playroom," three other men stand to greet one another. Four, plus Dylan, makes five... oh my, what did I get myself into? Can I really do this? She starts to shiver a little.

As he talks to these men, she sees Dylan glance at her every so often. He's checking on me, good. I know he will keep me safe. He always has a way of making her feel safe even when she is stretching beyond her comfort zone, or perhaps especially then. From their conversation, she gathers that the other men are named Matt, Mark, and Bill.

Dylan turns toward her. "Take off the shirt."

She takes a deep breath as she raises her hands to unbutton the few buttons that are clasped on the shirt. As she unfastens the last one, one of the men -- the one who answered the door, Tom - interrupts.

"Allow me." he says with an impish grin as he pulls the shirt down to her elbows, but not off. He begins to grab her breasts and pull at her nipples. "Oh yeah, I could have a lot of fun with these." He ties the sleeves of the shirt so that her arms are bound behind her back. The other men, except the one that she belonged to, all joined in grabbing her here and pinching her there, groping her pussy through her panties and lightly spanking her ass cheeks. She looked over at Dylan as he took a seat for the "show," he had such a pleased look on his face that she couldn't help but try to enjoy herself, knowing how much it would please him to do so.

All of the men had started to disrobe as they continued their pawing. Tom went over to the side of the room, apparently looking for something. When he came back, he had something in his hands, but she couldn't see what. He grabbed her breasts again but this time bent down to suck one of her nipples as he squeezed and pinched the other one. He was sucking the nipple harder than she'd like, trying to make it as big as he could before attaching a clamp to it. She gasped at the shock of the pinch to her nipple. The clamp was uncomfortable, but not painful. She looked to Dylan to see if he was okay with it. He nodded his assent, and she settled and tried to adjust to the clamp's hold on her. Meanwhile, Tom was sucking her other nipple so that he could attach the matching clamp. The clamps had a chain between them and as he stepped back to admire his work, he pulled the chain with him. The pull of the chain also pulled on her nipples. An interesting sensation... again, uncomfortable without being too painful, though she knew it would be if he pulled too hard. As he continued to pull, testing her limit, she wanted to step toward him to alleviate the pressure on the chain, but she knew that would be frowned-upon. Instead, when it got to be too much, she gasped aloud and the man stopped. "Nice sensitivity. I like that."

"I heard she loves to suck cock. I want to try that out!" said one of the other men (Matt). He untied the shirt sleeves to free her hands. He removed the shirt and her panties. She knew from his comment what he expected from her, so she knelt down in front of him. He presented his cock to her, and she set to work licking him, teasing him with her tongue before taking his cock in her mouth. The third man (Mark) came over and brought a cushion for her knees. After she adjusted it under her knees, she continued her blow job of Matt while she began stroking Mark's cock. Tom, who was still toying with the chain attached to her nipples presented his cock, too. She stroked his cock, as she turned to lick then suck Mark. She was starting to feel a little overwhelmed with so many cocks in her face, when Bill joined in as well.

She has fantasized about this so many times, and couldn't believe it was really happening. It overwhelmed her... the reality of it. She moved from cock to cock, licking and sucking all while stroking other cocks when she could. Whoever was not having his cock served, was playing the chain on her breasts, causing her to moan.

They were all fairly big cocks. Not as thick as Dylan, but still big. Her mouth was becoming sore from all the sucking, but she was having fun and didn't mind it so much. Matt complimented her blowjob, and when it was his next turn in her mouth, he grabbed her head and really pushed himself deep into her mouth. "Her throat is amazing!" he exclaimed to the other men. Each man took his cue and started doing the same thing when it was their turn.

After a couple rounds of this, it seemed they knew her mouth needed a break. They escorted her over to what looked like a construction sawhorse, but with a wider top and it was padded. They bent her over it, with her breasts (and chain) hanging off one end, and her ass sticking up on the other end. "Man! Are these your handprints?" Dylan nodded as Bill rubbed her ass cheeks. He spanked her so as to add his handprints to the cheeks of her ass and the other two added theirs to her ass and thighs as well.

Bill began probing her pussy with his fingers. "She has the wettest pussy I've ever seen! She must really be a slut, enjoying all this attention." She was glad they couldn't see her blush.

She heard him pull on a condom and then felt him position his cock at the entrance to her pussy. He pushed his cock inside her slowly. "Man, it's like putting your dick in a warm sauna! She has one meaty pussy." He began fucking her, while Matt came back around to her face. "I want some more of that mouth."

She had long fantasized about doing exactly this: sucking one cock while being fucked by another. She was in pure heaven. She hoped that Dylan was enjoying the "show" he created, watching her enjoy servicing these men. The man in her pussy increased the speed and force at which he was fucking her. She sensed he was about to cum, so she tightened her pussy around his cock. He groaned and exploded inside her, she could feel his cock quiver the last of his orgasm as he slowed before pulling out of her.

Matt pulled out of her mouth, and slapped his cock against her cheek before moving around to her pussy. She heard him pull on a condom before sliding his cock inside her. "Oh yeah, I see what you mean." He gave his friend a high-five as he slammed his cock deep inside her pussy. Since her mouth was (temporarily) free, she turned to see Bill sit down near Dylan to enjoy the rest of the show. She looked at Dylan, his eyes showed lust and she knew this was turning him on. That made her very happy, and she was excited to see another cock coming toward her face. She took another cock in her mouth -- she wasn't entirely sure whose - as she was fucked from behind.

After Matt came and pulled out of her pussy, Tom pulled her off the sawhorse and pulled her by the chain attached to her nipples, toward a padded mat on the floor in the corner of the playroom. "I like to watch slut tits bounce while a slut rides my cock," he announced. He lay on his back and rolled a condom on before she mounted his cock. She couldn't help letting a groan escape her lips as she felt his cock deep inside her, and then again and again as he removed each clamp from her breasts. He massaged them as she rode his cock and looked up to see another cock coming toward her mouth.

She took Mark's cock in her mouth as she rode Tom. She thought that this was harder because she had to really focus on what she was doing in order to serve each man well. And by this time, she was so aroused that it was getting very hard to focus. A cock in her pussy, her breasts tingling and being played with, and another cock in her mouth... she was pretty sure this was WAY better than any fantasy she ever had.

Mark gripped her head and pulled her toward his cock. She managed her breathing in order to take him as deep into her throat as she could without gagging. He stiffened and she realized he was about to cum. She panicked... did he know he couldn't cum in her mouth?? She remembered Dylan told her that he discussed limits with them. Still, she couldn't help but be alarmed as the cock in her mouth neared closer and closer to his orgasm.

Tom must have sensed her panic because he pushed her breasts up, offering them to his friend. "I bet these would look nice covered in jizz." Mark pulled out of her mouth just as he began exploding all over her tits. Not sure what the etiquette is when riding one cock, covered in another man's cum... she held her breasts up and rubbed them together so that it would not drip. Tom grinned as he watched her, while Mark brought her a hand towel to clean herself.

Thinking to herself, she contemplated that she was almost "done." Though she was extremely aroused and enjoyed being a slut for Dylan, she felt she had been thoroughly fucked and was feeling tired. She was so lost in her thoughts, that she didn't notice Dylan coming up behind her. When he touched her back, she almost jumped. He pushed her forward so that she was more horizontal to the man that was still inside her pussy.

She was shocked to feel him position herself against her ass. She started to sit up, but he firmly pushed her back down. He kept his hand on her back, first to make sure she stayed and second, to reassure her. To say she was freaking out would be putting it mildly. Though she had always been curious about double penetration, she just didn't think it would work well. In addition to that, he had never taken her ass before, and she was very frightened at the idea because he was so big. She talked to herself. Trust him. He has never hurt you, only brought you to places you never thought you could go.

He very slowly began pushing his cock into her ass. She gasped, and struggled hard to find breath. She was reeling from the day so far, and this... this was... what was the cliché? Icing on the cake? No, this was much better than that. Tom must have known this was coming, because he patiently waited; only slowly moving his cock in her pussy.

She did everything she could to relax herself, and Dylan took his time, allowing her to adjust to his size before pushing further a little at a time. When he was all the way in, he stayed there for a moment, letting her feel all of him before he slowly pulled back and started fucking her ass. She felt dizzy, like every nerve-ending in her body was on fire and she wasn't sure if she could take it all in. He fucked her ass slowly at first, and then picked up the pace. Never too fast or rough, just perfect she thought and she half-giggled to herself at the storybook connection in her mind. (Goldilocks would have freaked out!)

It was an amazing feeling to have two cocks inside her, one in her pussy and one in her ass. Tom must have thought it was pretty good too, because she felt him tighten with release underneath her. After he came, his cock softened and popped out of her pussy. Now it was only Dylan, and she could relish him inside her.

She closed her eyes, focused on him and him alone. She sensed him becoming rigid with his pending orgasm and felt the greatest happiness as she experienced the shudder of him coming inside her ass. Afterward, he remained there, still allowing her to feel him inside her.

12