An Unexpected Evening with Sir

Last night was completely unexpected. I woke up yesterday morning, made Sir His coffee as usual, and I kneeled in front of Him. Eventually I was granted permission to make myself my own cup of coffee and sit next to Him on the couch. I lifted my hair for Him to put my collar on, as He does every morning. After it was firmly in place I felt more myself, ready to dedicate another day to Him.

“My Pet, I have to commend you. You’ve been such a good girl this week. You’ve followed all of the rules, met all of My requests, and have gone the extra mile to please Me recently. How about we have an evening out tonight? We will have a traditional date.”

At first I was speechless. Sir keeps me strictly in line, and the nature of our relationship has hardly called for us to go out in public together. I would not really call Him my “boyfriend,” and see Him as a master figure over anything else. Having an actual DATE gave me the butterflies; my nerves were wrecking me.

“I would love to go out, Sir. Where are we going to go?!” I tried to hide my giddy tone; but I’m sure it was more than apparent, as Sir chuckled quite a bit before giving a reply.

“Be ready by 7 p.m. sharp. You are to wear a form fitting dress, your collar, no bra, and no panties. Wear your hair and makeup however you wish. Do you understand?” He said with a firm yet curious tone.

“Of course, Sir.”

“That’s My good girl. I will see you at 7,” and with that He got ready for work and we went our separate ways until it was time for our date.

My nerves ran absolutely wild all day, having no idea what to expect for the evening. I completed my daily chores, and my mind wandered the entire time. I found myself constantly looking at the clock, counting down the minutes until the big evening.

I find myself constantly aroused by the thought of Sir, but yesterday was different. The mystery and not knowing what the evening was to hold drove me into madness in a way that transcended sex alone. I’m forbidden to touch myself without Sir’s permission, and I was dying to reach down and feel the glistening nature between my legs. I resisted the urge all day, hoping this evening that it would pay off to wait.

After the day passed at a dragging pace, I got ready for my night out by showering, putting on some makeup, and fastening my hair into a high ponytail. I wore small hooped earrings, and of course my collar. I have to admit the collar looked a little out of place with the dress I picked out for the evening. However, it was going to look out of place with anything I picked out. It’s a rather thick leather band with a loop for a leash if Sir desires. It is pretty obvious what it is and the bond it resembles between Sir and I. This is what Sir wanted me to wear, so I will oblige.

I showed up at Sir’s place, not sure if I was feeling butterflies or uncontrollable arousal for Him. He let me in the door and I could feel His eyes on every inch of me while He gave me a thorough examination from top to bottom.

“You look absolutely stunning this evening, My pet,” He said, and I could not help but beam a little on the inside, which further made me wetter with desire for Him. “Now bend over, we have a few more steps to get you ready for the evening.”

I walked over to where He was standing and placed myself over the top of the couch and placed my arms down, presenting my ass to Him. I noticed that my dress rode up exposing me without any extra assistance and blushed with embarrassment, knowing I would have to watch how far I bent over tonight. While these thoughts were processing in my brain, I felt it. Sir had placed a plug very snug in my ass. I thought to myself, “okay, He wanted to play before we went anywhere. I’m always in the mood for Sir’s cock.”

“I didn’t want you to wear panties, because I have some for you,” He said deviously and held up what looked like a piece of lace, with something unusual standing out about it. It looked to be a G-string with a hard piece built in. I looked at Him inquisitively, and He described that it was a built in vibrator that He could control with a remote. He reached in his pocket and turned it on the highest setting, and I curled up around the arm of the couch, not able to control the sudden pleasure that hit me. Just as abruptly as He turned it on, He ended my pleasure and left me wanting more. He then walked over to the door and held it open for me, raised His eyebrows, and teasingly said “after you” gesturing out the front door.

After ten minutes in the car Sir still had not told me where we were going, and what was more on the forefront of my mind was that He had not used the vibrator on me again after the initial surge. He left me wanting pleasure so much before we left the house, and now He was just making casual conversation about the weather. The weather??? Who cares about the weather… I’m forecasting a heavy downpour into these vibrating panties.

We finally pulled up at a restaurant, and Sir got out of the car and opened my door for me and told me to get out. I didn’t recognize where we were or what part of town we were in. Hopefully we were somewhere that we didn’t know anyone. Like I said, my collar was REALLY out of place and that was just the beginning of how embarrassed I was feeling, knowing about the plug and vibrator.

Things proved to be pretty uneventful until the waiter approached our table taking our drink orders. Just as he was saying, “can I get you two started with a drink” and made eye contact with me, I felt it. The vibrating started again. Slow and steady, but I know my face immediately changed.

“Uhh… what do you have?” Why did I say that?! I should have gone with a safe bet like water. Everywhere has water.

“Well ma’am, what are you in the mood for?”

It was like he knew. I very well could not tell this unsuspecting gentleman that I was in the mood to throw everything off of this table, pull Sir down on top of me, and I didn’t care if the whole packed restaurant watched.

“Water. Water would be great,” I said trying to act natural yet avoiding eye contact. Sir ordered a whiskey neat. The vibrator was still going at a low hum; not audible to outside ears, but I could feel it slowly rumbling through my pelvis. He sipped His whiskey and looked at me with a smirk while I sat uncomfortably in my seat.

“Don’t forget the rules, you’re still going to ask permission if you’re pathetic enough to cum in the middle of this busy restaurant where all of these people will see you and hear you… because I know you can’t keep quiet.”

I was definitely irritated that He put me in this predicament, but at the same time I was wildly turned on. I had not even though of what was going to happen when I couldn’t help cumming, and now a small wave of panic set in realizing He was going to drive me to that point. I was trying to ignore the growing desire attempting to take over me, but the longer it went on the harder it became to ignore.

Luckily He ordered my meal for me, knowing I was not going to make it through another interaction with the waiter without difficulty. We maintained idle conversation until our food arrived. I wish I could recall what the topics were, but my mind was focused elsewhere.

It was becoming increasingly difficult to concentrate and I was becoming restless in my seat. I kept shifting side to side, leaning forward, leaning back (and suddenly remembering the butt plug presence), and spreading my legs and bringing them together again after realizing I was in a crowded restaurant. When the waiter arrived with our food, the vibration came to a stop. I stared across the table at Sir, completely not amused at His choices of timing the vibrator with events of the evening. I had just come to grips with the fact that I was going to cum hard in front of this entire restaurant not caring what anyone thought. Now I was just annoyed that I didn’t get what I want, but I had to trust that Sir had a plan.

We ate while the sexual tension grew exponentially by the minute. After our meal, He informed me that we were moving to the bar for a cocktail. While walking to the bar, I felt it again. Even more intense than what I endured at the table. A shiver went through my entire existence, and I felt my body lurch forward against my control. We sat down at the bar and Sir ordered Himself another whiskey neat and me a vodka soda with two limes, just the way I like it. The bartender made casual conversation with us while he was making our drinks, and I realized I could not contain the building pleasure anymore. I whispered in Sir’s ear, asking if could cum, and He just chuckled and said…

I don’t know what He said. I was too busy having an explosive orgasm, filled with a lot of gasping, moaning, and gripping the bar for dear life. I know this left me in trouble with Sir and left the bartender very confused and embarrassed, but I absolutely could not hold it in any longer. I could feel the eyes of the other bar patrons’ eyes on me while the pleasure overcame me. I hope the punishment I endure was worth the public orgasm at the hand of my Sir.