Real Cock Talk

“Holy shit, Gavin…that was-” Chloe began, still catching her breath, before being interrupted by Gavin’s pained gasps.

“Ow, ow, ow,” he groaned, rolling onto his stomach, his buttocks pushed up making it very obvious what the problem was. Chloe’s strap-on was still wedged in his asshole, jutting obscenely from between his cheeks. “Chole, it’s stuck.”

“Calm down, it’s probably not stuck; your ass is just trying to close up because you’re panicking,” Chloe consoled him, bouncing onto her knees and shuffling to his side. She parted his cheeks to see his hole squeezing around the head, the thickest part of the cock, the rest having slipped out naturally. “I just need you to relax.”

“Can you get it out?” Gavin asked demandingly. “I can’t go to the hospital with this sticking out behind me. My mum has told me stories of what doctors pull out of people’s asses. I won’t be another one of those stories. I won’t.”

“Relax, relax,” Chloe chanted, watching as Gavin’s hole tightened around the bulbous head and hearing him wince in pain. She reached down and took a firm grip of the shaft, her other hand rising to rest at the top of his cheeks. Even though she didn’t move it, she heard him cry out in pain just from feeling her touching it.

“Ah, whatever you’re doing, I can feel it,” Gavin grunted, looking over his shoulder, and seeing that Chloe wasn’t moving. “Are you gonna take it out? Ok…ok…just do it. Just like a band-aid, right? Quick and painless,” he assured himself. “Quick and painless.”

“I can’t do that,” Chloe had to say, frowning sympathetically. “If I just pull it out, I could rip something. But I will be able to take it out if you re-lax,” she emphasised, trying to think of a way to take his mind off the thick object lodged in his ass. “How are things with you and Victoria?”

“You’re asking me that at a time like this?” Gavin grumbled, burying his head in the bedsheets. “Fine, I guess.”

“Is fine better or worse?” Chloe asked, her fingers soothingly stroking the base of his spine.

“Uh, better, I think,” Gavin relented, answering, trying to think of the right words, but all that kept flashing in his brain was the pain from the fake cock in his tight asshole. “She not openly getting fucked and taunting me with it anymore, so that’s nice.”

“Think you two will ever get back together?” Chloe asked, watching his asshole.

“Isn’t that a weird thing to ask after you just fucked me in the ass with a strap-on?” Gavin asked, wincing in pain almost immediately after.

“Don’t think about that,” she insisted. “Just answer the question.”

“Alright, alright, I…I don’t know, I think it depends if she can ever forgive me,” Gavin admitted, swallowing. “I told myself I was doing something for us, because I was insecure and didn’t know how to handle myself in a relationship, but I was just being insensitive and selfish.”

“At least you can see that now,” Chloe comforted him. “So, what about Ashley?”

“What about Ashley?” Gavin countered. “She wants to get back with Zack. There’s never been anything between us except mistakes and misunderstandings.”

“Sure, but she and Zack are broken up now, aren’t they?” Chloe kept the questions coming quickly. “Maybe something more could happen now.”

Gavin shook his head against the bedsheets. “I don’t think so. And even if it could, I don’t think right now would be the right time. Maybe she’ll get back with Zack. If not, she needs time to get over him. Right now, if we dated, it’d feel like she was settling or being pushed into it just because we always seem to be in the same places at the same time.”

“Well, who’s left then?” Chloe pondered aloud. “Heather, Madison…and me?”

“Actually, Madison said something to me yesterday that I’ve been thinking a lot about. When she heard about me fucking Ashley and Zack fucking Victoria and how we used to date, she mentioned how incestuous our relationships had become,” Gavin relayed, allowing himself to chuckle. “I know, that’s rich coming from her, but I do think she has a point. We’re in this cycle where we just keep going around and fucking the same people and all it’s doing it creating more and more baggage and barriers. Maybe we need to start looking outside the group, you know.”

“Outside the group…” Chloe weighed his words. “You mean…like Kendra?”

“K-Kendra?” Gavin gasped, surprised.

“Yeah, I saw you checking her out at the door,” Chloe teased. “When you thought a hot girl had shown up, just for you.”

“I...I…I wasn’t, I was just…shocked, that’s a-“

POP

The head of the cock slid out of Gavin’s relaxed asshole with ease, audibly filling the newly formed vacuum with air. His asshole remained wide for several seconds, gaping at Chloe’s impressed face, before sucking back in, almost right back to its original tightness as Gavin rolled over onto his back as both hands slid down to his buttocks and gingerly massaged his cheeks.

“See, I told you all you had to do was relax,” Chloe joked, giggling as she waved the fake cock back and forth in her hand.

“It’s a little hard to do when that thing is in your ass and all you can think about is the pain,” Gavin argued, though he was relieved to have it out. “Thank you though. I’d never have been able to look my mum in the eye again if I had to go to hospital because of this.”

“It wasn’t all bad though,” Chloe noted, sliding up beside Gavin and lifting a hand to his face. She scooped a fingerful of their cum and squirt mixture that painted his face and brought it to her tongue, tasting their combination. “You clearly enjoyed it.”

“Yeah that part,” Gavin confessed, though right now all he could remember was the pain that came after. “It was weird. Like a good weird; it felt like there was a phantom hand stroking my cock and fondling my balls even though nothing was actually touching them. I could feel this immense pleasure flowing into my whole body from right where the cock was hitting deep inside my ass. I’d be lying if I said it didn’t feel good.”

“Yeah, sometimes I just look at this thing and think maybe I’ll never need another man again,” Chloe teased, holding the strap-on up before her eyes again.

“I wouldn’t go that far,” Gavin said, though he felt no threat to his manhood. “Yeah, the feeling it gave me was nice, but it was still just this cold, hard, inhuman thing inside me. I certainly wouldn’t have enjoyed it as much if you hadn’t been on the other end of it, moaning and getting off too.”

“That’s true too,” Chloe agreed, biting her lip. “There’s nothing like the natural heat and stiffness of a real cock. And feeling of it cum inside you is something that this,” she waved the cock once more. “can never replicate. Maybe we need to find you a real cock, so you can see the difference for yourself.”

“Whoa, whoa. This was one thing, because it was you, but getting fucked by a real cock means having sex with another man,” Gavin sat up, looking at Chloe to see if she was serious. “Maybe this is a grey area, but there’s no way that’s not gay.”

“First of all, I’ll be here the whole time, no matter what, so it’s more like a threesome,” Chloe reassured him. “But who cares if it’s technically gay? It matters more what you want to do. You’re the one who described it as cold, hard and ‘inhuman’? Are you telling me that you’re not curious what a real cock would feel like compared to this?”

“I mean, yeah, I mean, I guess in a purely scientific, intellectual sort of way. I enjoyed this when I wasn’t sure if I would and it’d be interesting to know if a real cock would be more or less pleasurable,” Gavin remarked thoughtfully. “But, have I ever looked at another man and thought, I’d love to ride that, then no, never.”

“And I think that’s absolutely valid. If you’re curious and you want to try it, I’ll be with you through the whole thing. Just like with this, I’m never going to make you do something you’re firmly against. If it’s something you want to explore though, I’ll happily facilitate that.” She watched him carefully. “So, before we go any further, are you sure you want to go ahead?”

“I can’t believe I’m saying this, but yes, Chloe, I want you to help me find a real cock to compare with the strap-on,” Gavin closed his eyes as he said the words. Sighing, he reopened them and added. “Now, I suppose I need to decide which friend I want to ask to fuck me, completely changing our relationship forever.”

“Before we go down that rabbit hole, let me get you a towel,” Chloe said, rising from the bed and slipping on a pair of slacks and pulling a loose t-shirt over her head. “You look like you’re wearing a very wet, very gloopy beauty mask.”