I call next.
Just tell him how excited you are to try chastity with him, especially before sex (or during, if you get brave). He'll eventually lock it to get you hot. And you only need him to "try" it once.
A couple of evenings ago, my wife and I got to playing in the bedroom, knowing that the guy she has been fucking on the side specifically told her that he did not want her to cum for a couple days leading up to their next encounter. He wanted her to be frustrated and beyond aroused when they met up. As neither of us had cum in days, we were both getting pretty sexually frustrated. I had been making passes at her all day, grabbing her ass, squeezing her tits, rubbing her nipples, etc. at every possible opportunity. To her credit, she continuously shut me down saying that she wasn’t allowed to fuck me, let alone cum.
As the night drew in, she decided to take pity on me and said even though she couldn’t cum, and I couldn’t be inside her, she would still make me cum since I was getting so restless. As we lay in bed she started slowly stroking my already hard cock. I could immediately tell that the simple act of stroking me was already making her wet. Her breathing began to be more labored, and her stroking speed increased quickly.
Knowing what this was doing to her, I felt bad and told her that since she couldn’t cum herself she could try giving me a ruined orgasm, so that I maybe get just enough release to be able to focus on work the next day but am left still sexually frustrated. It was a concept completely new to her, but immediately she loved the idea when I told her that it was basically just her taking me right to the edge and then abruptly stopping all stimulation just at the right moment. She neither agreed or disagreed on what she was going to do and instead lowered her perfect, kissable lips to the head of my cock and took it into her warm, moist mouth. The sensation was amazing, as always, and I immediately began moaning my appreciation. As she took more and more of me into her hungry mouth, my need to cum increased dramatically. She sensed this, and started increasing her intensity and started stroking my hard shaft with her hand in rhythm with her lips. I was about to go over the edge, so I quickly grabbed her head and hand and stopped her, saying I was too close. She gave me a very short reprieve and continued her ministrations with even more fervor.
I stopped her one more time and attempted to a third time, but when I went to pull her off of me she resisted and only took more of my throbbing cock down her throat and stroked me harder and faster. This was it. The point of no return. Realizing she had decided she wanted me to have a full orgasm, I resigned myself to enjoy the feeling of a full release. To feel my cock tense up and my cum erupt out of me and into her sexy little mouth, as I’ve done so many times before.
“Fuck, I’m gonna cum!” I gasped, breathily heavily and moaning. To my horror, right as I started to say this, she pulled her warm, moist mouth off of my cock and released her hand immediately. The sudden absence of all stimulation on my member hit me harder than I had ever imagined it would. I was so sure that she was going to give me a full orgasm. There was not one idle thought in my mind that suggested she was going to try to give me a ruin. I watched helplessly as my cum emptied out of my engorged cock head, with only a very minor accompanying feeling of pleasure. It was the most sexually frustrating moment I think I have ever experienced, and I have to say that I hate that I loved it. When the “orgasm” subsided, she idly played with my pooled cum with her fingers, rubbing it around in circles at the base of my dick.
Part of me wanted to scream, to grab her by the hair and shove her back down on my still erect cock and force her to finish what she started. The other part of me was enthralled by the sexual frustration that she had delivered and didn’t want the feeling to go away.
In the end, I relished in the feeling of being denied release by her and accepted it. The next day was the day she was meeting her side guy, so we locked the cock cage on me before heading to work and she took the key with her to be sure I would be in it all day.
I sat in the limousine, my hands locked behind my back in handcuffs, not exactly the way I'd pictured riding in such a luxurious vehicle, as the woman who captured me made a call on her cellular phone.
"Hi Sydney," she said. "It's Jill. I've got him. He's all locked in handcuffs and I tied his feet once I got him in the car. We're on the way to you now so you can get the bounty. See you in a few hours."
She hung up as I glared at her. She smiled.
"Don't look at me like that," she said. "I'm not the one who had a fugitive warrant for my capture. It's not my fault I captured you, Mr. Griffiths. It's you who couldn't get away from me."
I blushed, shameful, enraged at myself. She'd approached me at an art exhibit, a very public event, and announced she knew who I was and that she worked for a bounty hunter who'd been contracted to capture me and bring me to face the warrant several states over. I'd asked her to take me somewhere private to handcuff me, but she'd refused and taken me into her custody right there, in front of dozens of people. Dozens more witnessed her walking me through the large art museum and out to this limo, and she'd sat me down, belted me into place, and tied my feet before calling in that she'd caught me.
"I really thought you were going to try to run," she said with a smile. "But I guess getting chased and caught was more embarrassing than surrendering to me to get arrested. Tough call, but I'm sure glad you didn't make me run. For that, I won't gag you for the drive."
She laughed at my dour expression, and patted my cheek mockingly.
"Cheer up," she said. "It could have been worse. Now you get to stare at me for the next few hours while I take you to my boss, and then to jail."
Source: coveredupbondage
Stephanie couldn’t believe this was happening, there must have been some sort of mix-up. She was in the hospital with a sprained knee…the nurse gave her some pain killers that completely knocked her out. When she came to, she was locked in a padded room all bound up in a straitjacket. Surely at some point someone would realise they made a mistake and release her, she thought to herself…
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