I woke with aches all over, which was my normal it seemed. My cock was straining in my cage, with morning wood. I hoped if I could get it to calm down enough to piss it would take care of some of the ach. I rolled over and sat on the edge of the bed. Jolt of pain from my ass woke me up fast! All of the night before raced through my mind! I had taken Sir’s cock, TWICE! As I walked to the bathroom, I felt every step! How was I going to sit at work all day?
As the day went, I almost enjoyed the ache in my ass. I did manage to do work out at the gym, my buddies giving strange looks, because I was quiet, stuck in my head. I had texted Sir a lot over the day, even sent him some none requested pics. Which seem to please him a lot. I talked to the girl and set of a dinner date, which was going to be a sex date too! I was looking forward to it but not the same as time with Sir. Which I found to be a bit of a mind fuck!
I didn’t see Sir or the girl that night. Stayed home with my thoughts and my dick straining in my cage!
I managed to get through the week, and I was meeting up with my girl tonight. Dinner and back to her place for some sex! This will be the first actual sex with a girl in a long time. First since Sir. But it had been a bit before too.
It’s Saturday! Date night Saturday! It’s a big day! I went and got a haircut and hit the gym! Ran home and showered. Now I have to meet Sir to get the key for my cage.
He dropped me a pin location to meet him at. As I’m driving, I realize it’s another off road that doesn’t look like it is used much.
As I pull up, I see his truck is already there.
I get out and go around to his truck as he is getting out.
“Thank you for meeting me Sir! I’m thankful for the opportunity to take my girl out tonight.”
“You did earn it f. I keep my word. But the rules of the evening will be followed. Remember you only earned one time. If there is to be more sex. It will cost as well.”
“I understand Sir! Sir knows best!”
Sir reaches into the cab of the truck and pulls out a small bag. “Good answer f. Take this home and when you get there FaceTime be before you open it. We have to get you ready.”
This is not what I expected. I just thought the key. But I took the bag. “Thank you Sir. I should be home in 15 minutes. You can expect my call by 20 minutes from now.”
I turned and headed to my car.
Traffic was a bit more than I thought. I was walking to my door, and it was already 19 minutes since I left. So, I called Sir as I unlocked the door!
“Right on time. You have a minute to get undressed and kneel on the floor with the bag f.”
“Yes Sir!” I said as I was toeing off my shoes and undoing buttons. Pulled off my clothes and kneeled down on the floor just inside the door!
“Ready Sir!”
“Open the bag and take everything out.”
I reached into the bag. Took out a small cooler type of box. A small butt plug. Where is the key?
“Open the cooler f.”
So, I did. I looked in. There was the key, frozen in something. I lifted it out and held it in my hand.
“Suck yourself free f. The key is frozen in my piss. If you want it, you must earn it.”
What the fuck!? I have never been into piss! I looked at the phone at Sir. He just sat there watching me. I looked at the time! I had to get this moving! I took a couple of deep breaths and put the key in my mouth! I tried not to think about what was happening!
“That’s a good little faggot! I knew you would love this idea! I see your cage twitching, even if you don’t want to be enjoying it. Your cock is!”
I mumbled a “Thank you, Sir!” Around the ice in my mouth.
It didn’t take too long to actually suck it down. The flavour was mild. I knew I would be thinking about this in the days to come.
Finally, I had the key free and unlocked the cage and slid my dick free! It was instantly hard! Raging hard! I went to wrap my hand around it. When I heard Sir clear his throat!
I looked at the phone.
“Ahh Sir may I touch my dick?”
“You may touch. You may stroke it 5 times. You may not cum until your sex with your date.”
“Yes Sir. Understood Sir!”
My God it felt so good to feel my dick again!! I can’t believe how much I missed it! I took my time with those five strokes!!
“That’s good f. Now take off lace. But it in your pants pocket tonight. Lube up the plug and slip it in!”
I untied the lace and unwound it! That also felt strange! I was so used to it being there! GOD it felt weird!!
‘’May I touch my balls Sir?” God I really wanted to touch them!
“Those are my balls, f! Since you referred to them as your own, no you may not touch!”
“Sorry Sir! Your balls feel great Sir! Thank you for the correction, Sir!!”
Next, I lubed up the plug and turned my ass to the camera so he could watch. I have had one in enough times to now it wasn’t a big deal.
“Nicely done f. Now the plug stays till the naked part of the date. Get ready for your night. Text me with updates and for instructions.”
“Thank you, Sir. Be in touch soon!”
I hung up and looked down at my still raging cock! I had 45 min to get ready and pick her up! Wondered if my cock would ever go down! I hope I can concentrate on my date with the plug in and I don’t cum in my pants before the main even!
By the time I was picking up my date. I was down to a semi. I was afraid I would leak through my underwear! I was surprised I didn’t hate sitting through dinner with the plug in! I think my balls not being tied was the most distracting thing! Even without it there it was still making me think of Sir! Talk about a brain worm!
I was trying really hard to concentrate on the conversation! But my mind would wander. I few times I even put my hand under the table into my lap and squeezed my junk! Even though I knew he couldn’t see, I still felt guilty.
I was surprised Sir hadn’t texted during the evening. I had sent my locations, and each had been read. So, I sent one leaving the restaurant and when we got back to her place. Then he finally responded.
“Ok f. I hope things have gone good so far. You may remove the plug. You have 45 minutes before you need to be back in your car. Once you have cum in the condom. Go into the bathroom and record on your phone as you empty it into your mouth. Just because you are not with me. Doesn’t mean you don’t eat it. Then send it as you are leaving. Remember I have your contacts and lots of pics they would not like to see!
“Yes Sir! I haven’t forgotten, Sir!” How am I going to do that!? My mind was racing. I excused myself to the bathroom while she got us some wine. I pulled out the plug and wrapped it in some tissue and slipped it into a pocket! My dick was back to being semi again!
I set the timer on my phone for 35 minutes since I used some time in the bathroom and to make sure, I wasn’t late!
I undid some buttons as I went to the couch and sat down. I had to move this along!!
I didn’t touch the wine. Just went in for the kissing! I think she was as primed as me. She didn’t question it. We quickly moved to the bedroom! I would normally be humping everything, but my dick was so sensitive! I didn’t dare! I wanted to actually make it in her!
We were naked on the bed, and I was between her legs trying to get her there once before I got myself in her! I looked at the clock trying to keep an eye on the time I had left.
I got the condom on and got between her legs and sunk in! My brain short circuited! It felt amazing even with the condom! But I hadn’t come in too long! I usually jerk off before a date! That plug kept me primed all night! I wasn’t going to last very long! I tried to think of anything to keep me distracted!
My alarm went off! I thrust into her again!
I have ten minutes! Fuck
I just got where I wanted to be!
But without much warning! I felt my cock swell and start to fill the condom!! No white! If felt great but no everything going white! Like with Sir.
But it was enough to get her there. She was cuming too. So, two for her one for me.
As soon as she stopped gripping my arms I pulled out and rolled out of bed. Used the excuse to silent the alarm as a reason to grab it one hand. Holding the condom with the other. I went into the bathroom and locked the door. Set the phone up on the counter and hit record.
I took the condom off my cock and held it up. I have never tried to get the cum out before. I should have given this some thought before now!
But I put the open end to my mouth tried to push it inside out into my mouth! It worked pretty well. Threw it in the trash washed up and grab the phone.
She was in the ensuite when I came back, and I started to get dressed.
She came out and looked startled to see me dressed! I made some excuses and headed for the door!
I hoped she wanted to see me again after this, but it would take some sweet talkin!
As I walked to the car, I was texting sir and sent the video.
As I closed the door a response came in with instructions!
~Good boy f, I am pleased you remained true to me and my instructions! You have 30 minutes to get home and shower and be kneeling on the floor with lace in your hand and video call me!
~Yes, Sir understood! I am glad you are pleased!
I put the phone down and started the car! As a text of “what the fuck” came from the date! Fuck
As I drove home my mind was all over the place, yes it was good, if rushed, but there was no “white” like Sir! I remember that crosse my mind already. It seems to be a point for my brain! As, I was thinking about all that I was on auto pilot as I drove home and showered. I was ready and calling Sir with a minute to spare!
“Very prompt f, good boy. I do hope the night was all you needed it to be.
“Thank you, Sir, I am grateful for the time I had with my date. But I must say, Sir was always on my mind, I actually missed the lace!”
“Glad to hear it. So now you can put lace back where it belongs, maybe a bit tighter then usual as a reward. No cage for now. I want to see the dick for a while.”
“Thank you, Sir! As you wish Sir!” and I tied the lace back on, we ended the chat, and I went to bed hoping to be able to sleep!
