"God, I don't think I've done this since you moved," Amy struck a lighter and inhaled smoke from the bong she held by the neck. She coughed clouds of smoke as she passed it off to Cyrus.
"Could've fooled me," chuckled Cyrus before taking his own hit.
Amy was still trying to clear her throat before getting out, "I can't believe I let you talk me into that."
"Since when was asking one time considered talking you into it?" Said Cyrus, placing the bong and lighter on the coffee table in front of them.
"Shut up!" she slapped him playfully on the chest and rather than retracting her hand she instead slid it up his shoulder and squeezed gently. She pulled him in closer and she leaned in and they shared their second kiss of the evening. The first had been in Cyrus's car after dinner. It was just a peck then, initiated by him to make sure the date was going well. This was different though; it was longer and filled with desire.
When the date started Amy told herself this was all just part of the plan. Margo told her just to treat it like a regular date after all that's what it was to him. The plan that she an Margo came up with, well actually it was really just Margo's plan, was to get him naked and embarrassed so that it would be easier to convince him to wear the cage. Sure, it was easy on paper but incredibly nerve-racking to actually do in practice. Amy was also a little worried that Cyrus wouldn't find her attractive enough to cum prematurely though Margo said she'd give her $300 if he didn't, she was that confident.
She finally withdrew from him. Each looking into the others eyes Cyrus asked, "Do you wanna go to the bedroom?"
What did I just say? That was the exact opposite of what Cyrus was supposed to say. What he had meant to say since this date started was something like, thanks for the great dinner or I think I'm ready for bed. Sure, it wasn't a terribly explicit question but how else could it be interpreted? He held on to the hope that maybe she'd just say no in someway. Painful yes, but a lot less painful than if she were to later on reject him for his manhood or lack there of.
For a few brief seconds he clung to the hope that Amy wouldn't be interested. She broke eye contact with him, look to the left, and said "sure," with a slight shrug.
"Cool," he really wished he could have said something better than that. Taking a nervous leave, he took her by the hand and started leading her in the bedroom. Cyrus opened the door slowly and with a gesture invited her to go in first. He took notice of how her ass swayed as she walked over to the bed and took a seat.
"Are you coming?" She padded the empty space next to her.
"Yeah," Cyrus winced, he felt a familiar sensation on his crotch, though probably not the kind you are thinking of dear perverts, "I just got to use the bathroom really quick. Be right back."
"Okay, I'll just get ready then," she responded in a soft voice.
Cyrus started heading towards the bathroom. He checked his pocket for his keys and remembered He had left them on the coffee table next to the bong. He ran to grab them, then mad his way into the bathroom and locked the door behind him. Cyrus actually had no need to relive himself. He unbuttoned his jeans and lowered his pants and underwear. At this point he knew there would be no hiding his embarrassing micro penis or avoiding the shame of an early ejaculation from his old crush but at least she didn't have to find out the extent of his sexual problems.
He looked down at the small silicone cage around his cock, put the key in and turned and slid out the internal lock. As Cyrus slid the cage off his cock he started thinking about how much it had been bugging him all night but it was worth it. The alternative was risking having public embarrassment and even though he didn't feel quite the same about Amy as he did in high school, he still thought she was one of the most beautiful women he knew. He popped his balls through the ring and then removed that too. Every time he did that, he was reminded of how his average sized testicles made his dick look even smaller. He put the two pieces back together and relocked it and hid it away in the medicine cabinet.
Upon closing the cabinet, he stared at himself in the mirror and reflected on his evening with Amy up to this point. He had been scared at first and was worried that the date would go terribly but it didn't, at least not yet. While the idea of going on a date with his high school crush head reignited the flames, actually going out with her extinguished it. What had once been just a teenage boys crush had now been replaced by a more tempered enjoyment of her company. They have hung out before of course but something about those old emotions prevented him from seeing her entirely as just a regular girl. The Amy he saw now was somehow more beautiful yet also more approachable.
As Cyrus pulled his pants back up he thought about how he could still say no. There was no rule that said he couldn't go back if he already said yes but deep down he knew he at least wanted to see if she'd give him a chance. More than anything he was hoping to at least be able to please her in his own way.
Cyrus realize that he was beginning to psych himself out so he turned on the faucet and splashed his face with cold water to bring him back. He took a deep breath and headed back to Amy.
