I was casually watching TV when I heard whining and whimpering coming from Ollie's "room". Ollie, just like me didn't originally want to be here... But I know he will eventually come around just like I did. He at first was screaming kicking and crying when he first came here but... Mistress very kindly.. corrected his behavior, so I haven't heard him whining in quite a bit..
So naturally I disobeyed Mistress orders to "not go in there when he is whining" so he "doesn't learn that whining get what he wants" but punishments be damned I'm curious and...
"Mgh!"
Ollie is squirming, whimpered, whining
I look down and... Ohh!! I see... Ollie is having a... Personal problem
I close the door and ask
"Do you want help?... With that"
I point at his boner clearly poking out of the skirt Mistress made him wear.
I must say he does look very cute wearing it, he is also wearing puppy ears that are a light brown and have white fur. Mistress likes dressing us up from time to time.
He takes his time to answer but soon he nodded his head with a
"Please!"
I couldn't refuse
I got on the floor before saying
"I'm taking this slowly, since this is your first time doing anything this sexual with us"
He nods adorablely, still whining
"Red means stop, yellow means pauses ok? This goes with Elvira to"
He nods again and say "okay~" last part ending with a whine as a gentlely grabbed his dick as it twitched in my hands
"Mistress must of been really playing with you to get you this hard" I paused and looked up at him
"This can be our little secret~"
I say knowing damn well I'm going to get up purposely caught,
I gentlely stroked his dick, gradually going faster as he whined and whined and I got slower just so I can hear him beg
"Please please please go faster, ahh!"
He begged so adorablely that I had to faster,
And I went faster and faster till he was almost at his orgasm then when he was about to cum and-
"What are you two doing in here?"
Mistress said with a bit of anger in her voice
I quickly let go of Ollie's dick, hearing him whine from being edged was almost as good has hearing him cum
"Kitty I thought you knew better then to play with puppy without proper instruction to do so! Tsk.. tsk.. pet"
I felt pleasure go down my spine as soon as mistress said that
"I'm so sorry mistress!! Please don't punish puppy, punish me instead!"
I get in my knees in front of her begging her to not punish Ollie, and to punish me instead. Deep down, I knew I wanted her to punish me, and she did to. This is a little game we play, a game we both win but puppy didn't need to necessarily know that yet
"Oh I am going to punish you kitty cat"
She paused before saying
"But for puppy..."
We stood there quietly looking up at her
She has beautiful long black hair with stunning brown eyes
So pretty you could get lost in them forever
"Ahh I know"
I looked at her with excitement in my eye
"Continue"
We both look at her confused
"I don't want to interrupt you, so go on....continue"
I followed orders her orders, I gently grabbed his dick again and started to stroke it, I heard his adorable moans and whimpers again as I stroked it faster and faster. He sounded like he was already about to cum. As he whined and cryed saying
"Please go faster!"
I went faster and faster as he begged so sweetly
"Ahh! I'm cummin' I'm cumming~"
I looked at mistress and she nodded so I continued
He came all in my hands, so I stopped
"Ah! I didn't tell you to stop did I? No? Continue then, go on~"