First time used...
Mistress has always had a thing for anal play so now and again Mistress likes to use puppy anally for Her enjoyment and has a few toys she likes to use on him. One of the toys Mistress likes to use is called the “Ice Maiden”, a vibrating butt-plug which has a series of bumps increasing in size till you reach the base. Mistress also has a strap-on which She bought specifically to use on Her puppy.
One time back when Mistress had just gotten the strap-on, puppy was ordered to bring his collar and cuffs to Her. Kneeling down before Her, She buckled the collar on and then locked it with a small brass padlock, before putting the cuffs on him and locking each of those in place. Her puppy was then ordered to strip and go onto all-fours on the bed. Mistress ran a length of chain from the cuffs to the head of the bed to “stop you from wriggling away” She said.
Behind puppy, Mistress reached into her bag and brought out the Ice Maiden and a bottle of lube. She coated the toy with a generous helping of the lube and lined it up with puppy's butt. The lube felt a little cold as the first two or three bumps of the toy slid in with relative ease. It felt nice as it slid in, gradually filling puppy's butt as it did so. The fourth and fifth bumps however took a little more coaxing to get in. Mistress told puppy he was going to be a good boy and take all of it for Her. She went slow, sliding it in and out, gradually stretching puppy's butt and getting deeper inside of him. The vibrations helped out a lot as well and puppy let out a long low moan as the fourth, then finally the fifth bump, slid inside. It felt so filling having it all slide inside. Every little move puppy made wiggled the plug around inside of him, making him moan and Mistress' cock drip with pre-cum. Mistress kept telling puppy how much of a good boy he was but that She wasn't finished yet, pushing the toy deep into his butt and telling puppy to hold it there while She got prepared for what She had planned next.
Mistress was putting on the strap-on. Mistress hadn't used it on puppy yet as at this point She had only just bought it. Once she had it on and the straps tightened to Her liking, She showed it to puppy. Her puppy remembers thinking that it was HUGE, a good 7 inches, much bigger than the Ice Maiden and about as wide as the last bump at the head of the dildo. Mistress positioned Herself behind Her puppy and slowly removed the Ice Maiden, which has been buzzing away in puppy's rear. Her puppy remembers moaning so loudly as she did this and hearing his Mistress giggle, amused at how open his butt was. She even went as far as to insert a finger into it which puppy could hardly grip onto if he clenched his muscles.
Another healthy dose of lube was applied, this time to both the strap-on and to puppy's butt. Her puppy moaned as he felt his Mistress grab his butt cheeks and line up the head of the strap-on dildo against his butt-hole. Moaning louder as the head of the strap-on popped inside with little effort. Slowly Mistress pushed the dildo deeper into Her puppy. Her puppy was breathing heavily by this point and didn't think he would be able to take all of it. Her puppy gasped when he felt his butt-cheeks meet Mistress' thighs as the full length of the strap-on was buried deep into puppy's butt.
Mistress kept reassuring puppy of how much a good boy he was being taking it all for Her. Her puppy felt full, as if the head of the dildo was up in his stomach and his eyes about to bulge out of there sockets. Mistress started to slowly slide it in and out of Her puppy. The pleasure was intense, like nothing Her puppy had felt before. It felt so good, yet at the same time was so good that it was almost too much to take. Mistress ordered puppy to fuck himself on Her strap-on, which he did pulling hard on the cuffs and chains as he did so picking up the pace a little. Her puppy was moaning loudly and pushing his face into the pillow by this point and puppy could hear Mistress was moaning too, telling puppy how much watching the strap-on fill his butt was pleasing her. The pleasure became too intense though and after a good few minutes of being used with a strap-on for the first time, a very out of breath puppy begged Mistress to stop. Mistress ordered Her puppy to take it a little longer and after much more begging She relented. Her puppy moaned loudly as She slowly removed the dildo from puppy's now very gapey butt but not before she teased Her puppy some more by popping the head of it back in and out a few times just for good measure.
Mistress unlocked the chains securing Her puppy to the head of the bed and lay next to him. Her puppy curled up into a ball next to Her. She stroked his hair and told him how proud She was of Her puppy for taking it so good for the first time. Her puppy felt a little embarrassed he had taken the entire strap-on on his first try but Mistress rewarded him by letting him cum later that night.
Mistress has used the strap-on on Her puppy a few times since then but he will never forget his first time.
Signed, Mistress Bella's pup.
This is the collar
This photo shows his ankle cuffs as well as the leather bound cane against puppy's bum
This shows his cuffs and his mittens, and a bit of his doggy bone gag.
