Cherubplay

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Jake keeps holding the bear, clenching it in his hands. "Nah-ah.." He moans, feeling Dirk stretch him out with the tail. It kind of tingled but it kind of hurt, making his hole a little sore.

2015-11-20 06:56:10

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He kissed his neck lightly as he slowed down his movements, gently moving it in and out of him, nudging his prostate with each move. Slowly he started to help him sink down, using the tail to help it get deeper. "That's it... Look at that... Such a good boy"

2015-11-20 07:00:03

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Jake wanted Dirk to keep doing this forever, going nice and slow for him. It felt so good. "Ha- ah..!" The head of the toy pushes into him, forcing a pitchy moan out of the younger male.

2015-11-20 07:08:52

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"Look at that, greedy little hole, taking in everything it can, sucking it in, just like my cock" he told him lustfully and he helped him sink down further on the toy, constantly teasing him with the tail against his prostate. "Keep moving Jake, don't stop" he told him softly, loving everything that was happening.

2015-11-20 07:12:06

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Jake whines, slowly turning into a moan. "Dirk..." He moans before he can catch himself, so used to saying his name. Was he supposed to apologize or just stay silent? Jake rocks his hips, letting the bear fall as he rests his hands on the floor.

2015-11-20 07:31:51

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He spanked his hand down on the inside of his thigh. "Puppies don't talk" he said flatly, pulling away for a moment. He grabbed a ball gag before pushing it into his mouth. "You have to earn your voice back now" he said before helping him to bottom out quickly, slamming the toy into his prostate.

2015-11-20 07:36:12

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"Ag!" He squeaked, eyes opening slowly. Jake stayed still, waiting for Dirk to come back to him. Jake shakes his head slowly, opening his mouth slowly. "Ah~" Jake groans as Dirk pushes him down, forcing him to the base. He feels full. Really full.

2015-11-20 07:54:39

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He kissed his neck lovingly. "Look at that, you took it all in, just like I knew you could. So proud of you, good boy" he told him reaching round and picking up the teddy again. "Half an hour per, then the ring comes off" he told him before sliding the teddy back on and standing up.

2015-11-20 08:11:46

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"Mm?" Jake asks, laying down as he stares up at Dirk. Per what? Per Dildo? God that would be hard. Jake reaches past the teddy bear, pushing on the base of the dildo. "Mah~" He groans, dildo sliding into his ass a little deeper.

2015-11-20 08:43:48

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Dirk moved back to his chair, going back to work and watching Jake in the corner of his eye. "Good boy" he mumbled absently as he worked.

2015-11-20 08:46:45

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Jake pushes and pulls on the dildo, moaning around the gag in his mouth. Jake kind of liked being a dog. He didn't have to do much but not talking was proving harder than he thought. He fucks himself with the dildo in his right hand and uses his left hand to hold up the teddy bear. He couldn't wait to cum.

2015-11-20 15:34:05

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He quickly went to work, he had been putting alot off when he was training him, to he was happy to actually get some of it done. He wanted to see him learn everything he needed to.

2015-11-21 05:51:15

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Jake keeps fucking himself over with the dildo, stroking his cock. "Mmmuuh.." He felt good like this. The dildo and the tail in him felt amazing when they pressed against his prostate.

2015-11-21 06:11:32

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He wanted him to bliss out, he wanted him to feel every true emotion he could. And then he would let him cum. He finished off editing some videos before he turned his eyes to Jake. He wanted to watch him.

2015-11-21 07:27:42

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Jake whines around the ball, staring intently at Dirk. He wags his hips and closes his eyes. It felt so good to have to two toys in him, pressing against his prostate.

2015-11-22 01:04:07

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He leaned back into his chair, looking at him heatedly. "Show me just how much you want to cum" he said lustfully.

2015-11-22 10:48:26

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His toes curl as he spreads his legs farther, moaning around the gag in his mouth. It felt so good and he wanted to cum so bad, feeling his cock head rub against the inside of the toy. "Muh~!" Jake bucks his hips up into the toy.

2015-11-22 19:03:06

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"More Jake, I want to see you on edge, I want to see you loose your mind to this" he said lustfully, standing up and walking over to him slowly. he walked behind him, helping his hips move faster but not taking over. His hand moved to the tail and suddenly vibrations started buzzing up through him.

2015-11-23 02:11:27

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Jake lets out a mix between a moan and an angry whine. His cock was aching, squeezed inside the bear. "Ah!~" Jake screams, vibrations flooding through him. He felt like he was going to cum, knowing he couldn't until Dirk took off the ring.

2015-11-23 02:48:26

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"Such a good puppy, you look so happy, look at that tail go... You wanna cum puppy? Fuck the bear" he said brushing his hair lovingly.

2015-11-23 02:50:20

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"Mh-hnn!" He thrust into the bear faster, letting, breathy, shaky moans. Fuck fuck fuck it felt so good. "Aeh... " Jake looks up at Dirk, doing his best to plead with Dirk.

2015-11-23 03:05:30

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"That's a good boy, such a good puppy, you close? You wanna cum?" He asked stroking his sides softly. This was a good training for him.

2015-11-23 04:30:52

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"Mah!" Jake nods furiously, humping furiously at the teddy. He just wanted to cum. He squeezes his eyes shut, tears welling in his eyes. "Ah..."

2015-11-23 05:03:57

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His hand flicked forward and unclasped him, "Cum, cum for me" he said licking his neck softly. He was so proud of him so far.

2015-11-23 12:31:40

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He lets out a shaky moan, thrusts speeding up before they stop altogether, letting the bear sit on his hips. "Ah-h.." He pants loudly, forced to breathe through his nose.

2015-11-23 15:49:30