I was in my office working when I heard the garage door open and close. Ms. L was home. Ms. L came in walked straight over put two fingers under my nose and said "breath deep little boy", oh my god how I love the smell of her pussy, Ms. L then tapped her phone against my cage and smiled. As she approached the door to leave, she stopped, looked back and told me to wrap up my day in 15 minutes "we are going to have some playtime, Mommy is very excited about this afternoon". Instantly I could feel my cock begin to grow and press against the metal. I knew to wait for further instructions.
Playtime, I love playtime. What did she have planned? I never know what to expect, I think she likes it that way. I think I probably like it that way too.
After what seemed like more than 15 minutes, Ms. L's very distinct tone made my phone almost jump, my heart raced, playtime at last.
Her text read "Be at my door in 5 minutes, no sooner, no later. When I say 'come', you will open my door and you will slowly crawl to my bedside with your eyes down to the floor and you will keep them there until you are told otherwise." I raced to my room to prep for playtime. I quickly got undressed except for my playtime panties and my cock cage, I put on my collar and cuffs and headed for Ms. L's room. As I approached her door I knew to be on my knees when she allowed me to enter.
The anticipation of seeing her was killing me, what would she be wearing, would she be wearing anything? Would I get unlocked? How would she use me? Would I finally be allowed to have an orgasm?
At last I heard that one beautiful word "Come". I reached up an turned her door knob. I lowered my head and pushed the door open with my head and began to crawl crossing the threshold and into her bedroom. She has taught me that entering her room was a privilege not to be taken lightly.
"Come to Mommy my good little boy." "Mommy has a surprise for us." I continue to crawl to where I knew she would be, where she always stood during this routine. The anticipation was difficult to take as I continued my journey across her floor. I could still feel my cock attempting to swell...and then it happened, I saw her toes and then her feet but to the right...there was a second pair of naked feet...without thinking, my hands cupped my cage, I looked up and said "what the fuck is..." and before I could finish my right cheek was burning from Ms. L's slap to my face. "that is not acceptable behaviour, so many mistakes, you looked up without being told, you spoke without being asked, and you used profanity in front of me. You were also rude to my guest".
I tried to defend myself and began again to speak...again my face received her hand. I dropped my head and looked at her guest's feet.
"There will be consequences for your actions today and I should punish you right now, but you will not ruin my playdate. Now my little bitch...eyes up. This is Richard. He and I are going to play and you have a choice. Your first option, I can unlock your little penis". She then pointed to a stool at the end of the bed which was new. "you can sit on that stool and masturbate and ejaculate as many times as you like while you watch my playdate. You may not speak or interrupt just watch. The second option, you won't be unlocked, you can take the stool outside my door and wait until we are finished. All you will be able to do is listen. So, what will it be, what is your choice?"
The choice was easy. I hadn't' been permitted to have an enjoyable orgasm for almost two weeks and now I was given the chance to have as many as I want while watching Ms. L get fucked and licked and god knows what else. Without thinking I almost yelled "Option one" I could see she wasn't pleased. I tried again "Option one please Mommy." Her stern look turned to a pleased smile. I had most likely prevented a third slap to my face.
"Good" she said.
Wait, I thought, this was too easy, specially after displeasing her earlier. I started to regret my decision, here was this man, a complete stranger, listening as I addressed her as 'Mommy", seeing me naked except for my cage and panties, about to watch as my "Mommy" unlocked my cock, about to witness me masturbating while he fucks my wife. I sensed I had made a big mistake...and then my suspicion was confirmed. She laughed and then said "oh but there is a condition to option one." My heard sunk, my balls tightened.
From behind her back Ms. L brought out a stopwatch and dangled it in front of me. "You my little baby boy have five minutes to complete a task. "Using your mouth and hands you have five minutes to make Richard cum" I started to protest until she raised her finger and said "Be careful". And with that I heard the click of the stopwatch, time had begun. Fuck, fight or flight, my heart raced. I was incredibly torn on what to do. I desperately wanted to sit a masturbate and to finally an orgasm, but on the other hand, sucking another man's cock while she watched. I thought to myself, she's kidding...I can't possibly do what she's asking. Then she said "there is the stool and there is the door".
And with that I did something I never thought I would ever do, I crawled over to Richard and reached out for his cock but right before I made contact with his growing cock I heard the click of the stopwatch again. "Before you begin, I will give you one chance to ask Richard nicely if you may suck his cock, if I am satisfied with your effort I will restart the clock to five minutes, if not you only have 4 minutes and 8 seconds left."