Click here to read the previous parts of the story.
---
"Rocky! Hey!"
Rocky turned his head to see Erica coming towards him with a big smile on her face. They shared a quick hug and she remained close as her smile seemed to get bigger.
"You know where Ally is right now, don't you?" he asked.
Erica nodded. "I do." She reached out to rub his arm in a surprisingly gentle, reassuring manner. "How are you doing?"
Rocky briefly debated pretending that everything was just fine. He didn't know Erica all that well, after all, though they'd shared a remarkably intimate text exchange not that long ago.
"Not great," he admitted.
Erica turned towards the Starbucks just down the street and said, "Why don't we talk about it? They have those nice outdoor tables. We could talk quietly."
Rocky agreed and she took his hand for a moment and gave it a gentle squeeze, offering yet more reassurance. They walked into the Starbucks, ordered their drinks, and then found a table outside.
"So, tell me what you're feeling," Erica said.
"Anxious. Nervous. Scared, maybe."
"Any excitement?"
Rocky looked away and then down at his drink, though he was just staring at a plastic white lid.
"I hope there's at least a little bit of excitement in there," Erica said. "I mean, Ally seems to think you'll be excited along with all the other stuff."'
He looked up. "She does?"
Erica popped the top off her drink and took a sip. The foam left behind a thin mustache on her upper lip and Rocky smiled.
"What?" she asked.
He rubbed his own lip. "You've got a bit of a mustache."
Erica wiped it away with her sleeve. "Thanks," she said with a laugh.
"So, sorry, Ally told you that some of the other stuff excites me?"
Erica nodded. "You know she talks about this stuff with me and Bruce."
"I do."
"So yeah, she told me about how you like watching her have fun with a toy that's...well, that's a lot bigger than you."
Rocky felt a touch of excitement, though he wasn't sure if it was because he was reliving the memory of his girlfriend fucking a toy while talking about his inadequate cock or if the excitement was because Ally had shared those details with her friend.
"She also told me that she sucked on the toy after it had been inside her and that she offered up some dirty talk about doing that same thing for Adam," she continued.
Rocky nodded.
"She said that you liked that, that it turned you on to hear about her potentially giving Adam a blowjob."
Erica seemed excited by the prospect, though Rocky couldn't quite wrap his head around why that would be the case.
She leaned in, smiled, and said, "Do you think she has his dick in her mouth right now?"
Rocky shifted in his seat. He wasn't entirely sure how to proceed with Erica. It seemed clear that she was experiencing a bit of tangential pleasure from Rocky and Ally's adventures in small penis humiliation and cuckolding, or pre-cuckolding given that nothing had happened other than a few dates between Ally and Adam.
"I don't know," he replied.
Erica reached across the small metal table and rested her hand on top of his. Her fingers moved over his skin and Rocky was a little embarrassed that her touch felt so good.
"When did she leave for the date?"
"Two hours ago."
"Is that why you're out and about? You couldn't stay in your apartment? You just kept thinking about the fact that your girlfriend made it clear that she's going to suck off that cute nerd with the big cock?" Erica asked.
Rocky nodded.
Erica's fingers pushed under the cuff of his shirt and moved halfway up his forearm before she slowly pulled back. She grabbed her drink, leaned back, and crossed her legs. Rocky noted that her sweater seemed tighter as she leaned back and that her breasts were really quite fetching under the soft white wool.
"You're staring," she said.
"Shit, sorry."
Erica laughed softly. "I don't mind. I was probably a bit mean to you right then, so I suppose it's fair that you ogle my tits a little."
Rocky was embarrassed. He leaned back and sipped his drink as he tried to gather himself and calm down a little.
"You are thinking about it, right?" she asked.
Rocky nodded. Of course he was thinking about it. His girlfriend was on a date with another guy and she'd made it perfectly clear she intended on giving that guy a blowjob at some point during their date.
"Do you know what they're doing for the date?"
"Lunch," he answered. "She said she didn't know anything beyond that, though."
Erica smiled. "Well, I suppose Adam could fuck it up. He could ask her to pay for lunch or try and feel her up right there at the table. Maybe he'll bring her to some hugely nerdy thing afterwards and she'll get turned off by all the fat, pimply-faced guys staring at her. Maybe she'll come back from her date in the mood to suck your little dick."
Rocky would have been insulted if her words had been delivered with even a hint of cruelty. They weren't, though. Erica seemed to be having the time of her life and he couldn't help but feel just a little bit turned on by the whole thing.
"Does it bother you that Adam's objectively less attractive than you are?" Erica asked.
Rocky nodded.
She smiled. "I wouldn't have guessed that she'd pick him, if I'm being honest. I would have figured she'd go for a burly firefighter. The kind of guy she wouldn't really want to date but would be more than happy to get fucked by. The kind of guy that could pick her up, toss her into his bed, and make her feel like a plaything in the way that a woman sometimes really wants. The kind of guy that would own her tight pussy for a night and send her home to her small-dicked boyfriend feeling sore and fully satisfied."
Rocky nearly fell out of his chair when he felt Erica's foot between his legs. "What are you doing?" he asked as he slid the chair back so her foot would fall to the ground.
"I just wanted to see if you were turned on."
"Well, you shouldn't do that."
She laughed. "Why not? Ally knows about the texts we sent. She knows that you like when I tease you about all this." Erica pulled her phone from her pocket and set it on the table. "In fact, she texted to let me know that Adam took her to Top Golf after lunch, that she told him she didn't really know how to swing a club and that he was more than happy to get behind her and help her out, that she could feel his cock pressing into her ass as they swung together, that she couldn't stop thinking about having him in her mouth."
Rocky hadn't received any texts from his girlfriend. He was a little annoyed. Then there was the jealousy, angst, and arousal coursing through him as he thought of Ally and Adam having a great time at Top Golf.
"Did she really say all of that?" he asked.
Erica brought up the messages and handed Rocky her phone. Ally had sent a picture, too. It was a selfie of her and Adam at Top Golf. He was behind her. His arms were around her waist. He was kissing her cheek.
Rocky felt Erica's foot between his legs again. Anyone walking by would have seen it, too, but she didn't seem to care. Instead, she massaged his cock for half a minute, luring him to a fully erect state as he stared at the picture of his girlfriend out with another guy.
"Do you think it's the big dick that gives Adam such confidence?" Erica asked.
Rocky looked up from her phone. "Do you think he's confident?"
She laughed. "That's why she likes him. He's confident as hell. He oozes it. That's the most attractive quality a person can have, Rocky. That's why she's dating a guy that's not as good looking as you. He's so fucking confident that she doesn't care that much about what he looks like. That and the fact that she's desperate to get her pussy stretched."
Rocky took a moment to consider the question of confidence and cock size and came to what he thought was a very sensible conclusion. "You know, I imagine that it's using the big cock that gives him confidence. I mean, let's say he ends up fucking Ally..."
"He's absolutely going to fuck your girlfriend, Rocky. It's a damn near guarantee unless he does some insanely stupid to fuck it up."
Rocky took a deep breath as a wave of arousal washed over him. "Let's say he ends up fucking her and he gives her the kind of orgasm she thinks she's going to have. I would say that making a beautiful girl like Ally have a great orgasm would be more than enough to fill a man with confidence."
"And does that mean that a little-dicked guy like you doesn't have any confidence?"
Rocky glanced at her breasts again and felt embarrassed for doing so. They looked really good, though, and Erica was damn near as beautiful as Ally. "I think I'm pretty good with my tongue and I've used a toy on her a few times. Maybe it's weird, but I actually feel pretty confident."
Erica's foot returned to his crotch. She massaged his cock again. He stared at her breasts while she did so and he did it quite obviously.
"You do seem confident," she said. "And with good reason. Ally really likes you. She's a little bit out of your league and she really, really likes you."
Rocky knew that both things were true.
"Do you think I'm out of your league, Rocky?"
"A little," he answered.
"I agree."
He was hard as a rock and getting something akin to a footjob in public. His heart was pounding in part from the arousal and in part from the way Erica was looking at him. It felt seductive and a little dangerous and he wondered if she was about to propose something he would absolutely have to say 'no' to.
"And yet my pussy is wet," she said.
Rocky fixed his gaze on her face and watched Erica smile.
"That's right. Teasing your little dick has my pussy all wet. Isn't that something? I guess Ally and I share something in common."
She pulled her foot from between his legs and Rocky felt a touch of disappointment. Erica reached across the table and grabbed her phone. She scrolled and then placed the device in front of him.
Rocky looked down and read the texts between Erica and Ally. His eyes went wide as he did so.
"What do you think?" Erica asked when he finally looked up.
"Is this real?"
She nodded.
"Then...then I'm in."
Erica took her phone and stood up. "Come."
Rocky looked between his legs.
She laughed. "No one's going to notice that your little dick is hard, Rocky. You don't have to worry about it."
She was probably right, which was both embarrassing and arousing. Rocky stood and Erica offered her hand. She pulled him close and kissed him on the cheek.
"We're going to have so much fun," she said.
---
Rocky had unlocked his door when Ally texted to let him know she was on her way up. He hopped off the couch as soon as he heard the handle turn.
"Hey there," Ally said as she shut the door and leaned against it.
Rocky stared at her lips without thinking about it. She smiled and he let his eyes wander over her body. She looked incredible in a remarkably short and lacy red sundress with straps so thin it was obvious she hadn't worn a bra.
"Hey," he replied. "How was your date?"
Ally pushed away from the door, approached Rocky, and kissed him softly on the cheek. "Exceptional."
He ran his hands over her shoulders and down the smooth skin of her arms. Their fingers entwined and Ally squeezed tightly before kissing him again, this time on the other cheek.
"I suppose I should ask how your date was."
"It wasn't a date," he replied.
She smiled. "I know, Rocky. You don't need to be nervous. I told Erica it was okay. I told her I thought it was exciting, to be honest."
Rocky had seen the texts. He knew Ally had given her friend permission, but he still felt nervous about having gone back to Erica's apartment.
"How did she taste?" Ally asked softly.
"Good. How did...how did he taste?"
She smiled playfully. "How did who taste?"
"Your date."
Ally's lips neared his and Rocky thought of them wrapped around Adam's cock. His heart pounded as the lips that had pleasured another man were moments away from being pressed against his.
Then Ally stopped, smiled, and stepped around him. Rocky looked over his shoulder and saw her take the sundress off and drop it onto the floor on her way to the bedroom. He followed behind his girlfriend and caught up just as she took a seat on the bed.
"He's a good golfer, you know," she said.
"Who is?"
Ally laughed. "My date. He's a good golfer, at least based on what he showed me at Top Golf. He managed to teach me a little, too. He said that he'd like to take me to a real course on a date."
Rocky took his shirt off as jealousy reared its ugly head. He took a deep breath and kicked off his shoes before stripping off his pants.
"Look at that little bulge," Ally said with a smile. "So cute. So much smaller than the bulge in Adam's pants. I could feel it as he stood behind me to help me swing. I could feel it as we kissed in that same position. Even better, I could see it when he sat down to watch me hit the ball." She bit her lower lip. "I'll admit I had a little trouble concentrating, Rocky. I hadn't seen his cock - outside of the pictures, of course - at that point but the bulge in his pants was so big I actually get wet just looking at it. My mouth literally watered."
Rocky walked over and Ally spread her legs. He stepped between them and she leaned in and softly kissed his chest while stroking him through his underwear.
"Did you enjoy having Erica sit on your face?" she asked.
"Yes, I did."
Ally looked up at him. "I know how you feel, by the way. The jealousy. I felt it. I didn't regret letting Erica use your mouth for her pleasure, but I felt the jealousy. I wanted to give you something nice, though. I wanted to let you eat her wet pussy while she teased you about your little dick."
Erica had delivered quite a bit of verbal teasing as she rode Rocky's face to multiple orgasms. She hadn't touched his cock, though, and he suspected that was because Ally had forbidden her from doing so.
"I'm grateful that you let her ride my face," he said.
Ally's smile was sweet and soft. "Yeah?"
He nodded and she stood up and kissed him. She did so voraciously and with a wealth of tongue. He thought almost exclusively of the fact that her lips and tongue had pleasured Adam's cock, that she'd worked to make another man, that she'd sucked and licked vigorously and that she'd done so because Adam had a big dick and a big dick deserved to be sucked on in a way Rocky's dick didn't.
"I like that you're grateful," she whispered. "I actually got a little turned on hearing you say that."
Rocky picked her up and crawled into the bed. He set Ally down and kissed her again. He was massively aroused and there was no reason to deny that, to run from that reality.
"I like that I'm kissing you so soon after you sucked Adam's cock. Maybe that's crazy, but it's true."
"It's not crazy," she replied. "It's you, Rocky. You're a man that likes to hear that his dick is too small to satisfy me. It makes some sense that you're also a man that likes to kiss your girlfriend after she's blown someone else." Ally caressed his face and asked, "And after Adam fucks me, will you be the kind of man that wants to put his tongue inside me?"
Rocky nodded without even thinking about it because he didn’t have to. Yes, that was exactly the kind of man he wanted to be.
Ally kissed him again and then rolled Rocky onto his back. She straddled him and took his stiffness into her pussy. Rocky closed his eyes and moaned at the sheer and unexpected pleasure of being engulfed in her wetness.
"Adam took me back to his place about the same time Erica took you back to her place. He offered me a drink, but I turned him down. We sat on his couch and chatted a little. We kissed a little. He lowered the top of my dress to play with my tits. He rubbed my pussy a little through my panties, too. I knew I was going to suck his dick the moment I agreed to go back to his apartment, but he was so good at turning me on that I very nearly asked him to fuck me."
She rocked her hips back and forth, bathing him in her wetness.
"I stroked him through his pants. I stroked his gorgeous bulge, Rocky." She closed her eyes, leaned back, and grasped her breasts. "I stroked that massive cock of his and I swear I got so fucking wet just touching it through his jeans."
Ally was barely fucking him, and yet Rocky felt like he was already on the verge of an orgasm.
She opened her eyes, looked down at him, and rested her hands on his chest for a moment before leaning down and kissing his neck. "Then I got on my knees. I took his pants off. I took his underwear off. I got to look at his big cock for the first time. I got to wrap my fingers around it. They don't fit, by the way. He's so thick that I literally can't fit my fingers all the way around his dick. I got to stroke him. I got to kiss the head. I got to lick the shaft."
Ally must have noticed that Rocky was close as she lifted her pussy from his cock and laid next to him. She teased the head with her index finger, rubbing it back and forth over the underside while kissing his neck and moaning like she was getting fucked.
"I like him more than I thought I would," she said. "He's smart. He's nice. He's funny. He's cute. Pretty nerdy, but there's something charming about how much he enjoys all the nerdy stuff he's into."
Rocky was struck by a massive wave of jealousy and Ally countered it by gripping his cock and stroking him a few times.
"I like you more," she whispered. "Don't worry. I like you a lot more. It's just nice that the guy that's going to stretch my pussy also happens to be someone that I enjoy spending time with."
Rocky turned his head and saw her smiling. She kissed him. Her tongue penetrated his mouth in a manner he found enthralling.
"I like sucking his dick more, though," she said softly. "Much, much more, which is weird, because his size makes it a little uncomfortable. I can't quite explain it, but there's just something so hot about sucking on a big cock. Maybe it's just knowing that it's going to feel so good when he fucks me."
"Is he going to fuck you?"
"Yes, absolutely. There's no question, Rocky. He's going to fuck me, and not just once. He's going to fuck me over and over. He's going to give your girlfriend everything you can't. I mean, when I was just on top of you I could barely feel you inside me. You're so small that the only way to enjoy sex with you is for me to be on top so I can grind my clit into your pelvis. Otherwise you might as well not be inside me."
Rocky groaned. "And Adam...it won't feel that way with him?"
She kissed his neck and moaned so beautifully. "No, baby. It will feel so good to have him inside me. He'll be so deep. He'll stretch my pussy so good. He'll reach places inside me that no man has ever gone and that your cute little dick could never dream of going. He'll make me cum so hard that I see stars."
"Harder than I make you cum?"
She stroked him a little faster. "Much, much harder than your little dick could ever make me cum."
"Can I fuck you?" he asked. "Can I cum inside you?"
"No," she whispered. "No pussy for you tonight. You got a taste and that's all you get. You don't even get my mouth tonight. That pleasure is reserved for a nice big cock. For my big dick boyfriend, not my small dick boyfriend."
Rocky felt the pleasure surge in his loins. Everything tightened up in that intensely pleasurable way it always did right before he came.
"Once he fucks me, Rocky, I might not have any use for this pathetic little dick of yours."
He came as hard as he'd ever cum. He closed his eyes and cum spurted from his cock as Ally kissed his neck while moaning softly.
"Fuck," he said. "Fuck that's...fuck that feels so good."
When he was finished, Ally sat up on her elbow and rested her hand against her head as she smiled at him.
"Thank you," he said. "I'm...I'm grateful for the handjob, for the dirty talk, for how good you just made me feel."
"It was my pleasure. Now I think I'd like you to hold my dildo while I ride it."
"It would be my pleasure."
Ally retrieved the dildo from the nightstand drawer and handed it to Rocky. He held it upright and she straddled it and took the lifelike toy in her pussy.
"You know, this might be the last time you have to do this."
"When's your next date?"
She sank down onto the toy and moaned. "Next weekend, and I'm absolutely fucking him. Hopefully, multiple times. I'm not sure where we're going yet, but I know we'll end up at his place and his cock will end up inside me."
Rocky was jealous. Immensely jealousy. His girlfriend was talking about fucking another guy, though, so of course he was jealous. He knew he'd be turned on before long, though, and with any luck Ally would help him have a second orgasm before the night was over.