Size Matters - Part 7 (Patreon)

Click here to read the previous parts of the story.

“Are you okay?” Carter asked as Olivia tugged at the bottom of the impossibly tight, short dress she’d worn at Michael’s request.

“I’ve never worn something like this,” she answered. “I feel a little exposed.”

The dress covered everything but it fit like a second skin and Olivia felt like every man they walked by on their way to meet Michael took a moment or two to stare at her. Some at least tried to be polite about it while others seemed as though they were trying to fuck Olivia with their eyes. The fact that they’d left the comforts of the suburbs to meet Michael in the city meant a lot more people on the sidewalk and it seemed to mean that the men were a little bolder in how lascivious they were willing to be.

“You look great,” Carter said. “I know that’s not the kind of thing you usually wear, but you really do look perfect.”

Olivia saw her husband glance at her cleavage and she couldn’t help but smile. The dress did an impressive job of pushing her breasts up and together, offering a view that men couldn’t resist staring at.

“Does all the staring bother you?” Carter asked.

Olivia looked at her husband and smiled. “You noticed that?”

“It’s hard not to notice,” he said. “I’m pretty sure every single guy has taken a moment to stare at you. I can’t say I blame them – you look amazingly hot – but they’re definitely staring. I’ve seen a few look at me, too, like they find it hard to believe I’m with you.”

“If only they knew,” Olivia said.

“Knew what?” Carter asked.

“That I’m dressed like this because the other man I have sex with requested it,” Olivia replied. 

She heard a barely audible groan from her husband and wondered if it was driven by a sense of desire or anguish. Michael had requested that Carter accompany her to their destination, though other than a street address he hadn’t been specific about what they’d be doing that night. Carter had seemed hesitant to do as Michael desired, but at Olivia’s urging he’d come along despite having no idea of what was about to unfold.

“Are you okay?” Olivia asked.

“To be honest, I’m trying not to get a boner in public,” he answered.

Olivia was tempted to pull her husband close for a long kiss that would absolutely guarantee a public boner. Then she saw Michael. Olivia let Carter’s hand go and ran as fast as her three inch heels would allow. She threw herself against the man that had elevated her sexual pleasure to unexpected heights and they shared the long, deep kiss she’d considered offering Carter.

For a few moments the rest of the world disappeared as Olivia gave herself to Michael. She pressed her body against his and opened her mouth so their tongues could dance right there on the street. She didn’t care about other people looking. It didn’t matter. Her body needed Michael and nothing else came close to mattering.

“It’s so good to see you,” Olivia said when the kiss ended.

Michael smiled as his hands moved over the small of Olivia’s back. Even his touch was arousing. It was all she could do not to grind her crotch into his right there on the street.

“It’s good to see you too,” Michael replied. “I’m glad you convinced Carter to join you.”

Olivia turned and looked at her husband, who was still standing where she’d abandoned him to rush to Michael. She couldn’t quite read the look on his face, though she suspected he was at least a little shell shocked at the notion of his wife running from him to kiss another man in front of dozens of strangers.

“Why did you want him to come?” Olivia asked.

“He’s going to watch,” Michael said.

“Watch us?” Olivia asked.

“Your husband is going to watch me fuck you, Olivia,” Michael explained.

“I don’t know if he’d be into that,” she said.

Michael grabbed Olivia’s ass and squeezed it hard. An involuntary moan escaped her lips as a rush of desire moved through her loins. Olivia felt a surprising urge to reach between Michael’s legs and play with his cock. She wanted to make him feel good, to get him to that place where he can’t help but plunge into her pussy and fuck her to a mind-bending orgasm.

“He’s going to watch or I’m not going to fuck you,” Michael said. “He’s going to watch or you’re going to go without the sex you’ve come to crave.”

For just a moment Olivia felt a sense of despair. Even the thought of being deprived of the kind of sex Michael offered her was too much to bear.

“Okay,” she said. “He’ll watch.”

Michael reached into his pocket and pulled out a hotel key. “Come to my room when you’re ready. Don’t show up alone, though.”

Michael kissed Olivia again and her knees went weak as a powerful sense of need swelled inside her. Her eyes were still closed and her mouth still open as he walked away.

“Where’s he going?” Carter asked a moment later.

Olivia turned around and smiled at the barely noticeable bulge in her husband’s pants. Perhaps he’d gotten excited watching the little show Michael had put on for him. Perhaps that would make it easier to convince him to witness his cuckolding.

“He gave me a key,” Olivia said as she looked towards Michael’s hotel. “He wants us to meet him at his room when we’re ready.”

“Us?” Carter said.

“Yes. He wants you to watch.”

Carter looked uncomfortable, though Olivia was certain she saw a brief flash of desire in his eyes. “Why?”

Olivia took Carter’s hand and gently squeezed it. “He didn’t say. He wants you to watch, though. He said he wouldn’t fuck me if you weren’t there, in fact. He gave me the key and said that if I showed up at his room without you that he wouldn’t give me what I needed. He’s not going to fuck me if you aren’t watching.”

Olivia heard the desperation in her voice. She heard just how badly she needed Michael to fuck her and it was a little embarrassing. She didn’t have control over it, though. Her body wanted what it wanted and there was nothing Olivia could do to stop her desire.

“Will you do it?” she asked. “Will you watch?”

Carter took a small step back. He glanced at her cleavage and then met her gaze. “I’m not sure I can. That seems like it would be…I don’t know, embarrassing. Wouldn’t it be weird for you?”

“No,” Olivia said. “And I don’t think it would be embarrassing for you either. You like hearing about what I do with Michael, don’t you? I’m pretty sure I’ve never seen you as turned on as when I tell you about what I did with him. Wouldn’t it be even better to watch? Wouldn’t it be hotter for you to actually see it?”

Olivia took Carter’s hand, kissed him on the cheek, and said, “Let’s go.” She didn’t wait for an answer. She started walking towards the hotel and he followed. She wasn’t sure if he wanted to follow her, but he wasn’t putting up a fight and Olivia was determined to have Michael’s cock inside her.

They crossed the street and walked hand-in-hand into the lobby. Olivia located the elevators and walked towards them with Carter’s hand still in hers.

“Are you sure about this?” Carter asked as Olivia pushed the button and they waited for the doors to open.

“Yes,” Olivia said. She wasn’t entirely sure because she didn’t know what Michael had planned. She was confident he wouldn’t do anything terrible to Carter, but she couldn’t be certain. Olivia was willing to take the risk, though. She was desperate for what Michael offered her and she couldn’t wait until his next trip. She had to have him.

The elevator doors opened and Olivia released Carter’s hand and stepped through them. She wanted him to make the choice to join her. She’d taken him that far but Olivia needed Carter to take the final steps. She needed him to choose to watch.

She offered her hand and said, “Please, come with me. Come watch Michael fuck me. Come watch him fuck your wife.”

Carter’s resistance seemed to break as Olivia pleaded with him. His posture softened and a look of desire crossed his face. He stepped into the elevator a moment before the doors shut and Olivia pressed the button for Michael’s floor.

She took his hand, pulled him close, and said, “Thank you.”

They kissed as the elevator lifted them to the 16th floor. Carter squeezed her ass just as Michael had and Olivia noted that it didn’t provide anywhere near the same thrill. She felt a little bad about that, but there was no denying her intense desire for the man they were about to visit. Carter simply wasn’t as good as Michael. He couldn’t provide her with the same pleasure and Olivia’s body knew it.

By the time they stepped off the elevator Carter had a throbbing erection and an excited look on his face. Thankfully, his lack of size meant the bulge wasn’t nearly as offensive as it could have been.

Olivia took his hand and led him towards Michael’s room. She used his key to open the door and stepped into the room with Carter behind her.

“Welcome,” Michael said from a chair on the far side of the room. “I’m glad you decided to join us, Carter.”

Carter squeezed Olivia’s hand, but otherwise he offered no response.

“Sit on the edge of the bed, Carter,” Michael said.

Carter sat as ordered.

“Come to me, Olivia,” Michael instructed.

Olivia obeyed without hesitation.

“How do you feel in that dress?” Michael asked.

“Sexy,” Olivia answered. “A little uncomfortable, too, if I’m being honest.”

“What makes you uncomfortable?” Michael asked.

“The way men stare at me,” she said. “I’m not used to that. I’m not sure I like that.”

Michael said nothing as his eyes roamed over Olivia’s body. He stared like the men on the street had. He communicated his desire without saying a word and she felt her confidence grow. Michael wanted her. He craved her, in no small part because she’d worn the dress he desired and she looked good in it.

“On your knees,” Michael said.

Olivia fell to her knees. She thought of Carter watching from the edge of the bed. What would he think of his wife willfully dropping to her knees in front of another man? What would he think of her following Michael’s command without hesitation?

Michael reached out and ran his thumb over her lips. “Did you miss me?” he asked.

Olivia nodded and he pressed his thumb against her lower lip. She took him into her mouth and sucked as Michael held her gaze. She felt a beautiful tingling sensation between her legs. She felt her desire growing. She felt a deep need for the man in front of her.

“What do you want?” Michael asked as he pulled his thumb from her mouth.

“I want you to fuck me,” Olivia said. “I want you to fuck me while my husband watches.”

Michael smiled and spread his legs. “Show me how much you’ve missed me,” he said.

Olivia crawled closer and worked his pants off. She tossed them aside and took his half-hard cock into her mouth. She gave a slow, wet blowjob to the man she craved. She gave Michael a thick, throbbing erection and felt a deep sense of satisfaction at providing him with the kind of pleasure any man would crave.

“How does it feel to watch your wife worship my cock, Carter?” Michael asked.

“It…I don’t know,” Carter replied. “I’m jealous. I’m turned on. I’m…anxious, I guess. I don’t know. It’s weird.”

Michael reached out and placed a strong hand on Olivia’s head. He applied pressure and pushed his cock into her throat, triggering her gag reflex. Olivia didn’t fight it, though. She let him have her throat as she knew he expected.

“Does she offer you her mouth like this, Carter?” Michael asked.

“No,” Carter replied.

“That’s a shame,” Michael said as he lightened the pressure and his cock moved out of her throat. “She’s gotten better at deepthroating and I’m sure she could take your cock with ease.”

Olivia felt bad for Carter. She didn’t go down on him all that often. It never really occurred to her to do so and for some reason it didn’t really thrill her to go down on her husband like it did to go down on Michael.

“Come over here, Carter. Lift your wife’s dress. I want you to feel her pussy,” Michael said.

Olivia heard Carter approach from behind. She felt her husband’s hands on her thighs. He worked the dress up over her hips and pulled her panties aside. His fingers slipped between her pussy lips. She groaned around Michael’s thick cock as he released his grip on her head.

“Is she wet for me, Carter?” Michael asked.

“She is,” he replied.

“Do you want to watch me fuck your wife?”

Carter’s voice was quieter as he said, “Yes, I do.”

For a short spell Olivia’s cocksucking was the only sound in the hotel room. She wasn’t going to stop pleasuring Michael until he told her to. It didn’t matter what else was happening. Something seemed to be playing out between her husband and the man that she’d been sleeping with but all she cared about was pleasuring the big cock in her mouth.

“That’s good, Olivia,” Michael said. “I want you to take your husband’s pants off.”

Olivia let Michael’s cock slip from her mouth and spun around to face Carter. He stood up and she took off his pants as instructed, freeing his erection. He moved to cover it with his hands but Olivia grabbed his wrists and said, “It’s okay, sweetie. Michael knows you’re smaller. I know you’re smaller. You know you’re smaller. It’s why I gave myself to Michael in the first place. You don’t have to be embarrassed.”

Michael stood up and unbuttoned his shirt. He looked at Carter and ran his fingers through Olivia’s hair. She moaned quietly as her desire for Michael’s cock grew. 

“Get in the bed, Carter,” Michael said. “On your back.”

Olivia saw the hesitation in her husband’s eyes. It seemed as though he wasn’t keen on taking orders from another man and she didn’t blame him. He gave in, though. He got on his back in the bed with his small, stiff cock pointing towards the ceiling.

“I’d like you to bend over the side of the bed, Olivia,” Michael instructed. “I want you to look down into your husband’s eyes. I want him to see your face as I fuck his wife from behind.”

Olivia stood and walked towards the bed with a smile on her face. She bent over at the edge and looked down at Carter, who wore a nervous smile.

“It’s okay,” Olivia said. “I know it’s a little scary, but I think we both understand that this is what you want, don’t we? You want to see him fuck me, don’t you? You want to witness the pleasure I’ve told you so much about, don’t you?”

Carter nodded.

“You may kiss him,” Michael said as he tore open a condom and rolled it down his cock.

Olivia leaned down and kissed Carter. His mouth opened and she let her tongue slip inside as Michael rubbed his cock against her pussy lips. Olivia moaned as the other man penetrated her. She moaned at the thickness of his cock. She moaned at having her needs met after weeks without Michael. She moaned as a wonderful kind of pleasure coursed through her body.

“You feel so good,” Olivia said as she looked down at Carter. “Your cock feels so good inside me.”

“What do you want, Olivia?” Michael asked.

“I want you to fuck me, Michael. I want you to fuck my married pussy. I want you to pound me, to make me cum like only you can do,” she answered in an increasingly desperate-sounding tone.

Olivia stared into her husband’s eyes as she uttered the words Michael wanted to hear. She watched Carter experience pleasure and pain. She watched the emotions play out on his face and imagined what was happening inside his body.

“Play with your husband’s cock, Olivia,” Michael said as he fucked her from behind. “Don’t make him cum, though. Tease him. Draw it out.”

Olivia ran her fingers down Carter’s stomach and wrapped them around her husband’s cock. She stroked him slowly and watched as the pleasure played out on his face. Any misgivings he might have had about witnessing his wife take another man’s cock seemed to disappear as she offered him pleasure.

Michael pulled out, smacked Olivia’s ass, and said, “Get on top of your husband in a 69. I want to give him the best view of his wife enjoying my cock.”

Olivia crawled into the bed and positioned her body over Carter’s. She wrapped her fingers around his cock and resumed stroking him as Michael moved behind her and rubbed his cock over her pussy lips. Carter’s face was mere inches from another man’s cock and she wondered if he was panicking or if he was still lost in pleasure.

“Do you want me to fuck her, Carter?” Michael asked.

“I do,” he said.

“Do you want to watch my cock fill your wife’s pussy?” Michael asked.

“Yes, I do. I want to watch. I want to see you fuck her,” Carter answered.

Michael slowly filled Olivia’s pussy. He took his time, seemingly to give Carter a very particular view of another man taking his wife.

“Kiss her clit, Carter,” Michael said. “Show Olivia how devoted you are to her pleasure by kissing her clit while my cock is buried in her pussy.”

Olivia stroked his cock faster. She knew her husband was likely hesitating. She knew he didn’t want to be anywhere near another man’s cock.

“Kiss her clit or I’m going to pull out and leave,” Michael said. “Kiss your wife’s clit or I will not give her what she craves.”

Carter groaned, but a moment later Olivia felt his lips against her clit. She felt him apply the kiss that Michael had demanded.

“Good boy,” Michael said. “Now you can watch.”

Michael grabbed Olivia’s hips and fucked her like she’d come to crave during their time together. He pounded her hard and fast. His cock filled her over and over while his hips slammed into her from behind.

Olivia felt as if she was being taken by Michael. It felt as if he possessed her, as if her body was his, as if she was a vehicle for his pleasure. It was that feeling that generated a kind of pleasure she’d never experienced before. She felt that way each time she was with Michael and she’d come to crave it. Carter never made her feel that way. Sex with him was different. It was pleasurable in its own way, but it wasn’t as good as what Michael offered her. That’s why she was on her hands and knees for him. That’s why Carter was watching from beneath her. That’s why she was moaning so loudly as Michael fucked her.

“Lick her clit, Carter,” Michael said. “Lick your wife’s pussy while I fuck her. Help her cum with my cock inside her. Help her experience the pleasure she craves with another man’s cock inside her.”

Carter’s tongue found her clit a moment later and Olivia unleashed a deep, sensual moan. The pleasure was overwhelming in the best way imaginable.

“It feels so good,” she said. “Michael…fuck me harder. Please, harder.”

Michael delivered and not long after Olivia had an astonishingly powerful orgasm. She surrendered to the climax and collapsed on top of Carter as Michael’s cock remained inside her.

“I think your husband deserves a reward,” Michael said.

“I agree,” Olivia replied.

Michael pulled out of Olivia’s pussy and moved to the other side of the bed. “I want you to finish him with your mouth. Suck his cock until he cums.”

Olivia swallowed Carter’s cock immediately. She heard her husband moan and felt his hands move over her ass and lower back as she worked him with her mouth.

“That feels good, doesn’t it Carter?” Michael asked.

“Yes. Yes, it’s incredible,” Carter answered.

“It feels good because I’ve trained her. I’ve trained your wife to be an excellent cocksucker. I’ve trained her to please a real man and now I’m sharing her mouth with you, Carter. I’m letting your wife offer you the pleasure of her mouth because you deserve a little bit of fun. You deserve to cum after helping her with your tongue,” Michael explained.

Olivia deepthroated her husband and Carter groaned in response. She played with his balls and felt his cock swell up. He was about to cum.

His moans got louder and faster and then Carter’s cock exploded in her mouth. Olivia sealed her lips around the tip and caught every drip of his cum.

“Kiss your husband, Olivia,” Michael said. “Feed him every drop of his cum.”

Olivia spun around and laid on top of Carter. He closed his lips and turned his head away.

“Kiss her, Carter. Kiss her or I will ensure it’s a long, long time before you enjoy your wife’s mouth again. She’ll do as I say. She’ll deny you. She’ll reserve her mouth for me and you’ll never get to feel that pleasure again. Is that what you want, Carter?” Michael asked.

Carter turned his head and looked into Olivia’s eyes. She couldn’t say anything, but she would have told him that Michael was right. She wouldn’t have had much trouble denying her husband blowjobs.

“Kiss me,” Carter said

Olivia pressed her lips against his and Carter’s mouth opened. She let her husband’s cum flow onto his tongue. She heard him gag and he coughed a little, but none of his cum spilled out. Olivia made sure of that. She kept her tongue moving, creating a bit of a foamy mess as they swapped the cum back and forth.

“Swallow your cum, Carter,” Michael said.

Olivia pulled back and watched Carter do as he was told. She watched her husband swallow his cum. She watched him follow Michael’s directions. All of it brought a smile to her face.

“I’m going to fuck your wife again, Carter. You can leave if you’d like, but I think you’ll find that your desire will return soon and you might enjoy watching me enjoy her body for the rest of the night. The choice is yours, though,” Michael said. “Either way, I’d like you to leave the bed so I can concentrate on doing as I please with Olivia.”

Carter rolled out of the bed and Michael took his place. He motioned for Olivia to straddle him and she did so. Michael’s cock was inside her a moment later and once more the bliss of getting fucked by another man filled her body.

She wasn’t sure if Carter was going to leave and in the moment it didn’t matter. All that mattered was the perfect, intense pleasure of having Michael’s big cock buried so deep inside her. All that mattered was pursuing the sexual pleasure only Michael could provide.