It didn't take April long to think of a suitable punishment for me. My pitiful performance at the bet deserved to have some consequences, and consequences there would be.

"It's obvious that you still lack a proper sense of will power," April scolded me. "And so for your punishment, you will not be allowed to relieve yourself for two weeks."

I assumed that by relieve myself, she meant, you know, that. Surely she wasn't talking about using the bathroom. I stared at her, my jaw agape. "Is that all?" I asked. Two weeks didn't actually sound so bad. A lot of guys suffered for an entire month every November. But if I knew April, I knew it wasn't going to be as simple as all that.

"Okay," she continued. "Here's the hitch. Every night, before bed, I'm going to take you as far as you can possibly go. All the way to the edge. I will keep you there for fifteen minutes. And you will not, I repeat - NOT - be allowed to release. If you do, the two weeks starts over and two more days get added. So let's say you fail on day 8 or whatever. You get that one, and only that one. The timer starts over, and now you have to go 16 days. If you fail again, 18 days."

My innards were exploding with excitement at her idea. She continued.

"In order to ensure that your will is tested to the max, I will be wearing my best outfits. Gloves will be included, and I will be wearing at least three-inch heels all day, every day. Even on our days off."

I closed my eyes as I could feel myself throbbing down below.

"Don't think I didn't notice you kinda have a little bit of a thing for feet, or shoes, or whatever it is. Point is, I'm gonna take advantage of it." She gingerly tapped her heels on the kitchen floor. "Consider this Day One."

Normally, April only wore her three (and above) inch heels maybe once or twice a week. Even those, she would always keep them on until bedtime. Wearing them every day, though, was going to be as much of a punishment for her as it was going to be for me.

The end of Day 1 was brutal. I braced myself for impact as I lay back on the bed. April wasted no time in applying her silken hands to me. It shouldn't have been very difficult for me to stay in control, as I had just relieved myself the day before. But the thought that I was going to have to endure this once a night for the next two weeks or longer was just too exciting. I really didn't want to disappoint April by letting myself go on the first day, so I was absolutely going to do the best that I could. It's just that I only had so much will power in me, and if she worked me too hard, I wasn't going to be able to help it. I was just taking it on faith that she wouldn't cheat. She knew me well enough to know when to back off, but the way I was feeling right now, she wasn't going to get to have very much fun.

"I assume," I forced out through shaky breaths as she worked on me, "that pre-dribble is fine."

"That's fine," she conceded, "just no orgasm."

"No orgasm," I repeated back to her. She nodded as she continued to softly and slowly roll over my shaft again and again. The worst was when she would just barely graze over my tip again and again with the tips of her fingers. It drove me crazy. The other thing she would do is just barely swipe the backs of her fingers up and down the underside of me, all the way down to my balls. She had me on the cusp of orgasm within a matter of minutes. I forced myself to relax and time my breathing as best I could. Just think about anything in the world. I had to last this fifteen minutes, and despite my requests, April refused to let me see a timer of any sort. I just had to endure it until the time was up, with no knowledge of how much time was left. I reached up to wipe away some drool that I had unknowingly let go down the side of my chin.

Minutes turned to hours as I struggled to keep my composure. Every single night for the next two weeks was going to be like this. I couldn't help but think I could just let myself go, and start again tomorrow. After all, 16 days wasn't that much worse than 14. If anything, the biggest reason I had not to release was that I would also be dooming her to two extra days of the three-inch heels. And I know she didn't want that. Then again, maybe she did? There was no telling. It was only by taking my mind into tangents like this that I was able to at least partially distance myself from my aching cock. But even then, even when I was able to distract myself, April could tell, and she would usually compensate by working me harder, just to keep me right up on the edge for as much of the time as possible.

I balled up my fists in an attempt to distract myself as my fluids began to dampen her gloves. A few more minutes of slippery massage followed, with me manually breathing, my mouth agape the entire time as I forced myself to hold back. God, it was so hard. At what I assumed had to be about the six-minute mark, she removed her gloves. Now was when I would normally lose all control, but April knew this as much as I did, and so she gave me about a half a minute to cool down. That half a minute might as well have been five seconds. April reached to me and applied her hands to me very slowly. She knew how hard this was going to be for me, so she took it easy. Didn't change the fact that she hadn't touched anything with her bare hands all day, and now those soft, tender, sweaty hands were on me. My insides exploded again and again with need, which I had to ignore as she gracefully glided from bottom to top and back again, very softly. I don't know whether the gentleness was making it better or worse. There was a certain language the slow motion of her hands exuded that told me how much she loved me, and I desperately wanted to let my love come out for her. It was pulsing, and it was pulsing so hard. April finally pulled away just as I slammed into the edge of my will, holding back and hating every second of it as the full-throttle heat consumed me all the way to my raging tip. I needed to come, god I needed to come so badly. 

"Okay," she softly spoke. "You got five minutes left, honey. You're doing great. Catch your breath." The sound of her voice never ceased to give me the tingles, and all of those tingles for whatever reason felt the need to congregate around my lower midsection, giving me an avalanche of goosebumps and a devastating hit to my will power. I also couldn't help but notice that as she said this, she was undoing the straps on her shoes. Not a big deal, I guess. Can't fault her for wanting to get comfortable, since we were a matter of minutes from going to sleep for the night anyway. Little did I know.

As her shoes fell onto their sides on the floor, April adjusted her position so that her legs were up on the bed. She started to lie down so that her torso was away from me, and that's when it hit me what she was about to do. It was something that we had only talked about doing before, never actually tried. 

"Oh god, please," I begged of her. I had wanted this for so long, and now here she was finally going to give it to me, but I wasn't going to be allowed to release. When she said I had only five minutes left, I was confident that I was going to make it. I wasn't ready for a phase two, and I sure as heck wasn't ready for this. By the time my mind was able to comprehend and sift through all of these thoughts, I could already feel the flushed, damp soles of her tights on me. The soles of her feet were so hot, I don't know how she survived staying in those shoes all day. She was surprisingly good at curling her toes around the perimeter of my anguished member. The scorching heat from her feet seeped into me at an alarming rate, completely obliterating any semblance of concentration I could muster. Within a mere few seconds, every last square inch of my body betrayed me. I fell past the point of no return. I couldn't help it. She was so hot. I don't think an earthquake could have even stopped me. I felt the monsoon of my orgasm wash over me, instantly spewing and bursting all over her cute little feet. She continued massaging and bathing me with her tender, tired feet, toes tickling me on the underside as I continued to erupt and spill every last bit of me all over her, all over myself, and all over the bedsheets. Had it just been a routine jack-off session, I could have maybe gotten away with just wiping up the remains, but this time, I was a fountain, and as long as my body continued to gush, I wasn't going to try and stop it. April giggled at how utterly out of control I was as I gasped for air while still pumping a deluge of my broth anywhere that it needed to go. How in the world was I still going.

April kept her sweaty, soaking feet on me the entire time, not letting me go until I was fully done. Which I wasn't. Pleasure coursed through my body as she yanked and squeezed more sweet, sticky pearls from inside of me. When those would dribble down the sides, her toes would sop them up, absorbing them into the searing, slippery concoction that sluiced between me and her. Wet, squelchy sounds would fill the room as her feet would then move downward, ready to pump the next batch up and out of me. My outpouring of love for this girl just didn't want to stop. But inevitably, it did finally start to slow down. I was a little bit surprised that April was willing to play along and help me out with this orgasm, considering I wasn't supposed to be allowed to have it. My question would be answered soon enough.

"You get that one for free," she whispered. The fact that she was quoting The Truman Show made what little bit of a boner I had left die out, but there it was. 

"16 days, starting tomorrow," she continued, still whispering. She scooted in and started to kiss me, giving no mind to where her splattered feet were going. I worked on undoing her necktie as we made out for several minutes, at which point I was already ready for round two. "It's okay," she reassured me. "I wanted you to come so bad."

"I needed to," I pleaded to her. "I know, I have no excuse. I'm sorry."

"It's okay. Rest assured you're going to pay. But for tonight, I'm just... happy."

I couldn't help but smile at her as I reached down to pull up the front of her skirt and get started working her out.