Rich White Boys

11

Chris swallowed hard, being awfully seduced by the way Ricky bent over.

"We'll get it out." Chris assured. He got Ricky a towel and bundled him up, drying him off before laying him back down in bed.

Chris propped Ricky's hips up on a few pillows, the angle helping to expose his hole.

"How'd this happen?" Chris asked, knowing it shouldn't have slipped all on its own.  Ricky shrugged, rather embarrassed by his impulsive and needy actions.

Ricky flinched as Chris began to pour lube directly into his little gaping hole, pulling it open and trying to see if he could reach the plug.

"Does it hurt?" Chris asked, scared Ricky would be in pain if he couldn't get it out. Ricky shook his head and spread his legs a bit, letting Chris reach into him.  Ricky let out a soft moan as Chris' finger tips ran over his prostate, Chris freezing.

"Did you push the plug in while trying to have more play time?" Chris asked, stretching Ricky out a bit more and fumbling around for the plug.  Ricky nodded, blushing a bit.

It took nearly 10 minutes for Chris to stretch Ricky out enough to get a hold on the plug and be able to pull it out since it ended up falling and getting stuck fairly deep in him.

"Thank you." Ricky scooted off the pile of pillows and laid back down in bed, pulling his toy box close. He found the vibrator and started to lube it up, Chris getting up off the bed.

"I'll give you some privacy... Let me know when you're done and I'll get you a plug that won't slip in." Chris laughed softly and kissed Ricky's forehead, handing him another handkerchief.

Chris slipped out of the room and Ricky got to work, imitating what Chris had previously done on him before he decided to push the "on" button.

Ricky flinched from surprise and lost his grip on the toy, his hole clenching and pulling the vibrator in.  He tried to grab it again, but he couldn't get a grip on it with the amount of lube on his fingers.  Unfortunately, he ended up pushing it in further, lodging it in sideways against his prostate.

He almost instantly hit his climax, letting out a loud moan as he was overcome with pleasure.  The pleasure turned to pain as he was effectively milked dry, his body overwhelmed and unable to rest.

Chris heard the moan from the hallway and let himself into Ricky's room again, surprised to see tears in his eyes as he withered in bed.

"It slipped." Ricky mumbled as his muscles tightened again and the vibrator was shoved into his prostate, forcing another painful orgasm.

Chris rushed to turn Ricky on his stomach, prying him open again and reaching in.  Every minute or so, all the work he had done to get the toy out was undone by another orgasm that racked Ricky's whole body and caused him to clench again.

Ricky was sobbing and hiccuping by the time Chris got the little silicone toy out.  Ricky closed his legs tight and threw the toy back in the box, putting the lid on it and shoving it away from himself.

"It's okay..." Chris tried to soothe Ricky but Ricky was in too much pain. Chris carried Ricky to the bathroom yet again and laid him in the lukewarm bath water, washing all the fluids off him.

"Can you sit here for a second?" Chris asked. Ricky nodded and sniffled, Chris giving him another soft kiss before getting up.

Chris had a stash of toys that he had bought and never used, and amongst all the massive dildos and scary looking vibrators, he had an enema bulb.

"Can I wash you out? There's a lot of lube in you still?" Chris asked, kneeling by the tub again.

"Will it hurt?" Ricky asked, still hiccuping. Chris explained that no, it wouldn't hurt but he would feel better after it and Ricky agreed.

Chris spent over an hour cleaning Ricky and helping him with his skin care before dressing him in a pair of silky panties and a thin, tight, long sleeve onesie with snaps down the front. 

When everything was cleaned up and the toy box was out of sight, Chris put Ricky to bed, making sure he had a stuffie to snuggle with.

"W-will you lay with me...?" Ricky begged Chris as he got up to leave. Chris felt obligated to agree.  Ricky abandoned the stuffie and wedge himself under Chris' arm holding onto his waist.

Chris felt horribly guilty. He knew he had unintentionally traumatized him as a result of picking pretty toys over practical toys.  While it was hard to truly loose something in a female orifice, it was much easier for an inexperienced male to loose their grip.

It didn't help that Chris had picked small toys for Ricky. He thought that it would be less intimidating for him since he was so small, but clearly small just meant less material to hold.

While Chris laid awake, Ricky asleep on his chest, he put together an online order for Ricky.  He picked out different types of panties and a few lingerie pieces to make up for the accident along with some more anal friendly toys. He made sure everything had either a wide base or a loop to hold onto, the finishing touch being a pastel pink plug with a long skinny base that would nestle perfectly between Ricky's little cheeks.

Once the order was placed, Chris adjusted Ricky's body a bit, getting comfortable next to him.  He prayed Ricky wouldn't tell Matthew about the incident, but he knew Ricky's mother would understand it was a mistake.

Just as Chris was beginning to fall asleep, Ricky's hand found his own, pulling it up to his mouth where he began to suck. Chris didn't have the energy to stop him, so he just let Ricky suckle, knowing he needed every bit of comfort he could get.

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