Patty and I met a few days later, at her house for dinner. Ben was there as well, so we had a real typical evening. I was relieved Patty and I didn’t have to talk about our little kinky experiment. I did wear my chastity cage though and had the keys ready in my pocket, so I could hand them over quickly if she would ask me to. But she didn’t.

The only reminder of our kinky evening was when we were in the kitchen together. She smiled at me and asked bluntly: “Did you jerk off the other night?”

I felt as if I got caught and briefly considered lying, but I didn’t want to lie to her, so I just said: “Yes, I did.”

I would have liked to elaborate and explain why or to apologize, but we had little time and Ben could walk in any minute, so I didn’t.

“Hmmm,” she said, wrinkling her nose. “We’ll talk about it later.”

Later that evening, just before I went home and Ben was in the bathroom for a minute, Patty quickly asked me: “Are you wearing your chastity cage?”

“Yes, I am.” I somehow felt proud to be able to say yes.

“Give me the keys,” she said, putting on a stern face, but with a playful twinkle in her eyes.

I had them with me, but if I gave them now and went home without them, I’d be stuck in the cage.

“What? No,” I said. “I’m going home in a few minutes.”

“I’ll come by tomorrow evening, then you’ll get them back. I promise. But please give them to me now.”

“Why?”

“I want you to really think about cumming the other night when I said you weren’t allowed to. Come on, it’s just one night. Now hurry up and give me the keys before Ben returns from the bathroom.”

My head raced. Did I want this? My mind had it’s doubts, but my cock obviously wanted it, since it started growing immediately. And I had fantasized about someone holding the keys for me, so I decided I should take the opportunity and go for it.

I playfully sighed and rolled my eyes, took the keys out of my pocket and handed them to her. I held on for them for a second just as she wanted to take them and said: “Please don’t make me regret this.”

“I won’t,” she said. “I’ll be at your place at 6, I promise.”

That evening it felt really strange to be wearing my cage and not having the keys. I’ve worn my cage often enough by now, but not having the keys, and more importantly, knowing Patty had them, made a real difference. It turned me on at all times and it felt a bit scary as well. I wondered about Patty a lot. I loved to see her opening up to her dominant side, finally acknowledging it apparently and I loved the constant state of arousal I had been in since I’d show her my caged penis, but it worried me as well. Had we started something of which no return would be efficient?

I had a horrible nights sleep. I kept waking up with a raging hardon and the cage squeezed my cockhead while the ring pulled my balls up halfway to my erect dick, which was really uncomfortable, to say the least.

Showering with my cage on felt kinda hot. It turned me on knowing Patty has put me in this predicament and I let myself soak in that amazing, warm and submissive feeling while doing the best I could to clean my penis inside it’s confinement.

During the day, while at work, I felt really sexy somehow, secretly wearing my chastity cage without anyone knowing. This was the first time ever wearing it to work, having only worn my cage twice when going outside, both times briefly while doing some groceries. My cock stayed limp most of the day, but I kept oozing precum at all times. Also, it was really hard to focus on the work I had to do. I was really looking forward to seeing Patty tonight, not just to collect my keys. I wanted her to know exactly how she made me feel, so slutty, so submissive, although I doubted I would actually tell her or if she’d even be interested at all.

I just hoped Patty would actually show up tonight. She did have a habit of changing her plans at the last moment, which normally was just a little annoying, but tonight I really wanted to see her. And I did really want my keys back. This game was hot, but I didn’t know how long I could keep this up.

But she didn’t cancel. She was right on time actually.

“Do you have the keys?” I asked as soon as she entered.

“Yes. You can have them back later tonight. Stop obsessing about your penis. First let’s just make dinner, okay?” she said.

Knowing she didn’t leave the keys at home and that she would give them back was enough to ease my mind and we made dinner together, as we often did. I loved cooking with her, we at all times had fun and we had the best conversations when our hands were busy. And somehow we could cook together without getting in each others way or even without talking much about it, as a meal just magically appeared while we talked. I never have cooked with someone like that, but we at all times seemed to be able to do it.

After dinner I made coffee and we settled on the couch.

“So, you jerked off the other night?” Patty said, casually addressing the topic.

“Yes. I was trying not too and just edge a few times before going to sleep, but I was so horny after our little… well… experiment, that I just came.”

“What’s edging?” she asked.

“Oh, that’s when you stop stimulating just before you cum, at that moment you feel you are going to cum, but you don’t.”

“What? Why would you do that?” she asked. She clearly never heard of the concept.

“Because it’s hot. It feels great and if you cum, most excitement will disappear immediately, so by not cumming you keep the excitement and you can do it again immediately. And again, and again.”

“It just seems frustrating to me,” she said, wrinkling her nose. “If Ben would stop right before I cum I’d be pissed off for sure.”

I chuckled. “Maybe it’s more a sub thing then. I like edging, but sometimes it’s really hard to bring up the self control to stop in time and not just blow my load.”

“Still, I said, no jerking off,” Patty said. She tried to look stern but failing that look. She clearly found this sort of play amusing.

“I know, I’m sorry.”

“You should be,” she said.

“And what about you? Did you have sex that night?” I asked, moving the focus of the conversation from me to her.

“Yes, I did.” She grinned. “Ben is getting a little better at it. It seems like you were right and he just needs some practice. He will have to practice quite a bit more though.”

She’d told me Ben had been a virgin when they met two months ago and back then she wouldn’t stop complaining about him not knowing what to do with his penis. She had been about to break up with him because of that, but I had convinced her to give it some time, and she did.

“That’s good to hear,” I smiled. “Did he make you cum?”

Him cumming way too quickly had been an problem as well in the beginning, often leaving her unsatisfied and frustrated.

“Yes.” She blushed slightly. “Twice even.”

“Good for you,” I said, while I felt my cock stir at the wondered of her getting fucked right and getting off.

“But don’t change the subject,” she said, now succeeding better at her stern look. “You jerked off and came while I explicitly told you not too.”

“I said I’m sorry,” I whined, exaggerating.

“I’m very disappointed in you Conrad,” she said. I was surprised that her tone of voice actually made me feel quite guilty. I could handle her being mad, but I really didn’t want to disappoint her.

“How can I make it up to you?” I asked, spotting a efficient move towards some more play. Maybe I shouldn’t have, but I was getting really turned on and just wanted to have some more fun with her.

“I’ll think of something,” she said. “Did you at least enjoy it?”

“Yeah, I did. I was so turned on, I really needed to cum.”

“And when I give you the keys later, are you going to jerk off again tonight?”

“Yeah, I probably am,” I confessed as I felt my cock starting to leak precum again.

“No, you’re not,” she said determined. Somehow she managed to look down on me while sitting at the same level as myself, at least, it felt that way.

“I’m not?”

“No, I’m not letting you. Promise me you won’t jerk off tonight.”

I felt conflicted for a second. I wanted to cum, but I wanted to please her more. “Okay, I promise,” I finally said, not being sure if I would be able to keep that promise.

“Oh, I know how you can make it up to me,” Patty exclaimed, like she had a genius idea.

“Really? How?”

“I’ll tell you in a minute,” she said. “First, I want you to go to the bedroom and take off your clothes. All of them.”

I was getting more and more turned on but felt a little nervous, not knowing what she had in mind for me. I just nodded and made my way to the bedroom.

I was a little embarrassed returning to the living room, butt naked and with my cock gently throbbing in it’s cage. She’d seen me like this before, but the last time I was at least wearing my cuffs and collar and without those I even felt even more naked. Also, her making me strip in the bedroom and returning made me really feel I was being bossed around by her. I found that really, really hot.

“Good boy,” she said and she smiled at me when I entered. “Go sit over there where you’re not so close to me and I can see you well,” she added, pointing to the large chair. I silently did as I was told, while I quickly glanced at her hot legs.

“In a minute I’m going to give you the keys to your chastity cage,” she said. She looked at me like a teacher instructing a mediocre student and I suddenly felt quite small and vulnerable, and I was a bit scared, since she sounded like she had something humiliating in mind after giving me the keys. “And when I give you the keys, I want you to unlock your cage and show me that edging thing you talked about.”

I blinked my eyes. “Wait, what? You want me to jerk off? Right here?”

“No, I want you to show me how you edge.”

“You do realize that involves me jerking my cock until I almost cum, right?” I asked, just to make sure she understood I would be performing a sexual act in front of her.

She grinned, but still sat up straight, as if that would establish more dominance. Which it did actually. “Yes, I know that. I want to understand the fun in that edging thing, so I really want you to show me.”

I was incredibly turned on and nervous. She took the keys from her purse and threw them to me. Instinctively I caught them.

“Are you sure about this?” I asked, not sure if I asked her or myself. I felt really shy about showing her my cock. It was pretty small and I since Patty usually liked to brag about the sizes of her boyfriend’s cocks, I knew she liked them big. I felt like I was gonna disappoint her no matter what.

She nodded and smiled her friendly smile to me. “Yes, I’m sure. I wouldn’t tell you to do this if I wasn’t.”

My hand was shaking a little as I unlocked the lock. I took off the cage part, trying to keep my almost hard cock out of sight with my hand. Next I tried to take the ring off, but I was just to erect to get my cock through it.

“I think I need to wait a bit before I can take off the ring,” I stammered, still hiding my erection with my hand.

“Why?”

“I’m too hard to take it off.”

She chuckled. “Really? Show me.”

I hesitated.

“Come on Conrad, I’m going to see your peepee anyway. And I’ve seen a cock or two, you’ve got nothing I haven’t seen before. So stop being a baby and just show it.”

She was right and I pushed my embarrassment apart while letting my hands drop. My penis stubbornly stood up right, hard as a rock by now, veins popping out and pulsing with my heartbeat. The tight ring made it look more fierce that it usually looked. I glanced at Patty’s face, gaging what she wondered. She just looked to be really amused by what she was seeing, as if she trying not to laugh.

“Looks like you’re having fun,” she said teasingly.

“I guess I am,” I chuckled. “But when it’s this hard I can’t take off the ring.”

“Do you need to take of the ring? It seems to be pretty accessible.”

“Well, no, not really,” I said.

“Then don’t,” she said while leaning back on the couch and crossing her legs. “Just show me how you edge.”

I awkwardly grabbed my penis and started stroking it. It felt really weird. I’ve had sex before of course, but I had never demonstrated to someone how I jerk off. And especially not to my fully dressed best friend who still seemed like she had to keep herself from bursting out in laughter. I was utterly humiliating.

I was sitting up straight, slowly stroking my dick and really just going through the motion. After a little while I realized that would not work well, so I leaned back in the chair and closed my eyes, trying to concentrate on the feeling of my hand stimulating my throbbing dick.

After a minute or so, Patty must have noticed my awkwardness, because she said: “Conrad, it’s okay. You can just look at me. Just breathe and relax.”

I looked at her and the warm expression on her face actually helped me relax. She looked really friendly now, gentle and loving even.

I took a deep breath, and jerked a little bit faster, concentrating on the feeling. My dick was hard as a rock and I was really turned on. I felt some precum oozing from my dickhead, lubricating it.

I looked at Patty again and let my gaze wander across her body. She seemed to be mesmerized by the sight of me masturbating in front of her. I suddenly thought if she was getting wet, and that made the whole process easier, since I was betting she actually was.

I relaxed a little more and noticed my breathing intensifying. I wondered about Patty’s pussy, which I had never seen, but which was just a few feet away from me inside her tight, black pants. Was it tingling right now? Throbbing maybe? Oozing it’s wetness?

That did it for me. I moaned softly, increased the pace, and after about a minute I felt my orgasm rise from between my legs. I felt my cock strain and gave it a few more strokes until I was right at the point of no return and then forced myself to quickly let it go. My cock stood right up, looking like it would erupt and spill it’s juice, and I fought the need to cum for a few seconds before the edge rolled down again.

“Was that it?” Patty asked. “Did you almost cum?”

“Yes,” I said, smiling sheepishly, my heart pounding in my chest.

“That was so cool.” She just looked at me for a few seconds, leaning forward. “Can you do it again?”

“Yes. Should I?”

“Yes!” she said, leaning forward.

I grabbed my cock again and started jerking. I was still pretty close, so it just took 30 seconds or so before I felt an orgasm building again. I closed my eyes and felt the orgasm rise and rise and just in time I let go of my cock. Again, it looked all swollen, rock hard and ready to blow, but it didn’t.

“What, so quickly?” Patty said. She was leaning forward, her eyes twinkling.

I tried to catch my breath for a second. “Yeah, I was, and am, still pretty close to cumming.”

Patty giggled softly. “Do it again,” she ordered. “But this time keep looking at me.”

I was feeling more relaxed now about masturbating in front of her.

“Okay,” I said, grabbing my cock again, which was dripping with precum. I started stroking softly, looking at Patty, first into her eyes, then I let my gaze wander down, along her neck, her small tits below her white shirt. I sped up the pace, my cock making wet sounds as I jerked it, and I let my gaze slide to her slim waist. Patty just sat there, watching me jerk my cock.

I looked at her hips, hugged tightly in her black pants. Then those muscular upper legs. I briefly thought how they would feel and then, there it was, the arrival of my orgasm, quicker this time than the last.

I quickly stopped and sat up with a jerk, fighting to control my orgasm and to not cum. I was sure I was gonna go over the edge this time and had to squeeze my legs and buck my hips to keep myself from cumming. I fought to will my orgasm away and eventually I won the battle.

Patty laughed softly. “That looked more intense,” she noticed.

“Yeah, I almost went over the edge,” I said. “But I kept myself from cumming.”

Patty chuckled: “I wish Ben could do that.” I actually felt flattered by that opinion.

She gave me a few seconds to compose myself again and when she noticed my body relaxing again, she said: “Do it again and keep looking at me. I like it when you look at me. It turns me on.”

I grinned at her, leaned back again and resumed masturbating. The precum made my whole cock slippery and it slid through my hand without any resistance. My hole cock was super sensitive now and hard as a rock.

Now I knew it was fine to look at her, I just staired at her hips, her upper legs and the place where her lower belly disappeared between her legs in a sexy triangle. Knowing that she was turned on by this scene made it even better. I felt my body tense and I pumped my fist up and down.

All of a sudden she spread her legs aside and pushed her hand down between her legs, cupping her pussy over her pants. Almost immediately my orgasm jumped up like a genie in a bottle. I quickly let go of my cock, pushing my knees together and trying not to cum, but I was just a little too late. I froze in my fight to keep it down, hearing myself exclaim: “No, no, no!” and then I knew I lost the battle this time. I was slowly rolling over the edge as I felt cum flowing up my cock, tantalizingly slow. My rock hard cockhead oozed a long, slow river of cum. It ran down my cock and along the ring of my chastity cage.

Patty burst into laughter. “Hahaha, made you cum!”

“Fuck!” I said, as if I lost a bet. Then I laughed with Patty, seeing how it was actually pretty funny.

“Damn it!” I said. Cum ran between my balls and leg, down the ring of my cage, and started to run onto the chair. I used my hand to collect it, got out of the chair with my hand between my legs to keep the cum from dripping everywhere and awkwardly walked to the bathroom to grab a towel.

When I came back in, still cleaning myself up, my cock was still throbbing in the air.

“Wow, you’re still hard?” Patty asked.

“Yeah. That was a ruined orgasm. Sometimes I stay hard quite some time after that and sometimes I can even cum again pretty soon. It’s just that a ruined orgasm doesn’t give the feeling of release and satisfaction like a full orgasm.”

“I see. So if you call it ruined, does that mean you didn’t enjoy it?”

“Well, a little, but not as much as a full orgasm.”

“And if you ruin it, does that mean you could go again?”

“I probably could,” I said.

“Would you like too?”

“Sure,” I grinned.

“Too bad, I won’t let you. I have to go home. There is a cock I need to sit on for a while,” she said, grinning. “Do I have to lock your chastity cage again and take the keys, or can I trust you won’t jerk off anymore today?”

I actually had to think about it for a second, but then said: “No, I think I will be able to do as you ask.”

She looked me straight in the eyes. “Are you sure? I really don’t want you to jerk off again later.”

I grinned, realizing Patty really was starting to embrace her dominant side. “Yes, I’m sure,” I said.

What was the worst that could happen anyway, I wondered. Her ‘punishment’ today was pretty fun. But I did want to please her and had decided I would try to obey her whishes.

“Okay,” she said, as she grabbed her purse and got off the couch. Suddenly, with her standing there, all dressed up, I felt really naked and I covered my slowly shrinking penis with the towel I was still holding.

“I’ll let myself out,” she said, smiling lovingly at me. “Oh and Conrad, make sure you wear your chastity cage when we meet again, okay?”

My dick just got a little harder again. “Okay, I will,” I promised as she kissed me on my cheek, carefully keeping her body away from mine. I watched her hips sway as she headed out the door.