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Chapter 227
by
Jjaymes94
What's next?
The Hotel Room
Ron and Summer entered their hotel room, the light were all turned off. Summer walked in and noticed flower petals on the floor and hundreds of candles lit and the room had a bunch of red accents. Summer was surprised to see all of this, it seemed Ron was too, “I’m so sorry, I didn’t realized this was the room they gave us… I don’t know what this is all about…” he said. Summer chuckled, “that’s okay!”
The hotel room was more like a suite. It was decorated as if it was for a newlywed couple. Flower petals on the floor leading to the bed in the center of the room, more flower petals all over the bed, lit candles lighting up the room and some smooth jazz playing at a low volume. There was a bottle of champagne on a table in front of the bed with a note that said ‘Enjoy your stay!’ Summer noticed some chocolate strawberries and helped herself. Ron helped himself to the bottle of champagne. They checked out the room, their shopping bags were piled neatly in the corner. The bathroom looked extravagant with an amazing looking shower and giant bathtub.
“I have an idea, why don’t I run you a nice bath?” Ron asked Summer. “That sounds wonderful!” She said. “I’ll take a quick shower and then get the bath situated for you, go have some more strawberries, put on a robe and I’ll call for you when it’s ready!” Summer left the room and found a nice comfy robe in the closet, she undressed and put it on.
It wasn’t long until Ron called Summer into the bathroom which now looked like the bedroom. The room was lit by candles and there was flower pedals everywhere. The room felt nice and toasty. Ron was standing in there with just a towel around his waist. “The water is a great temperature,” he said as he helped Summer disrobe, her body now fully on display. Ron helped her in to the tub. “Now relax as long as you like, I’ll be out there if you need me.” He said. Ron left her alone to bath and relax by herself.
Summer was probably in the bathtub for an hour, it was extremely relaxing for her, she didn’t have a care in the world. The bath water cooled so she decided to get out, she dried herself with a towel and wrapped it around her. She headed out of the bathroom.
Ron was laying on the flower covered bed completely naked but as casual as ever. “Hey how was the bath?” He asked her. “Amazing!” She said, she sat on the bed next to him, she was comfortable with him. He scooted closer to her and wrapped his arm around her and she leaned her head on his shoulder.
“I have another lesson for you if you’re up for it…” Ron said, “it’ll be something completely new to you,” he continued as he rubbed her arm sending a tingling sensation through her body. He started pulling at the towel wrapped around her body, Summer still didn’t say anything, thinking about what he said. Ron got Summer’s towel off the front of her and was grabbing her boob while also stroking his cock with his other hand. Summer watched as Ron’s cock more than doubled in size.
Ron’s cock seemingly had a pull towards it, Summer found herself going towards it, as if acting on instinct she opened her mouth and started sucking his cock. “I guess that’s a yes,” Ron smugly said. He tossed away the towel that was once wrapped around Summer.
Ron and Summer were now completely naked together on the bed, Summer giving him head in one of the most romantic settings possible. Ron managed to get her off his cock to roll off of the bed, Summer was unsure what he was doing. Ron got to the bottom of the bed and pulled her by her legs so that she was laying on her back and her ass was right at the end of the bed. Their thighs collided with a smack and Ron stroked his cock right above her pussy. Summer watches but didn’t say anything.
Ron smiled at Summer before getting on his knees to eat her pussy. She started moaning and shut her eyes for the pleasure his tongue was giving her. He had Summer squirming in a very good way. Ron even surprised her by slipping down to lick her ass! That’s when she opened her eyes and noticed the mirror on the ceiling. She couldn’t help but stare at herself. Ron brought her to orgasm while she watched herself in the mirror, she really liked that.
Ron got himself up again and started stroking his cock right above Summer’s pussy. She watched intently as Ron brought his cock down towards her and started to rub the tip of his cock on her clit. Then he continued down rubbing his cock against her slit collecting the wetness getting awful close to her entrance. Summer was still enjoying herself but also watching Ron closely. He did a couple more passes before she felt the need to speak up.
“Ron. I’m a virgin. I’m saving myself for my marriage remember…” Summer said is somewhat of a stern tone. “I know… I know… I was just collecting your wetness…” he said as he continued to tease her slit with his cock. “For what?” She asked. “Well for anal of course!” He said as he gently but firmly pushed his cock into her asshole. He managed to get the head of his cock in her ass. Summer winced in pain, although just the tip, Ron still had an exceptionally large tip. This was Summer’s first feeling of being penetrated besides her mouth.
Ron knew that she was in discomfort, “Don’t worry honey, I’ll take it as slow as possible,” Summer was all tense now, her body was trying to get used to his size. Ron slowly moved his cock in and out, trying to push farther as best as he could occasionally stopping so she could get used to the size and stop hurting.
Ron slowly made progress penetrating Summer’s asshole. While he was doing that her also played with her clit and tits. Summer was experiencing pleasure and pain all at once. It took about an hour but Ron was finally able to fit his entire cock inside her ass without it hurting her, he body was now used to the massive size of his cock.
“Now that the hard part is over, now it’s time for the fun part,” Ron told Summer. Ron removed his cock from her asshole completely and then slipped his cock in once again but this time he slid with ease all the way down until his balls touched her. Summer has never felt more full, it was a sensation she has never felt before, a sensation she could really enjoy, being filled.
Ron picked up the pace and now was steadily fucking Summer’s asshole. She let out a small moan with every complete thrust, she was loving it. Even though Ron’s cock was in her ass she could feel it pushing on the walls of her vagina inside her bringing her to orgasm, her legs shook vigorously and she screamed out it pleasure, “oh my god! Yes! Yes!” She yelled out.
Ron pulled out of Summer’s ass, “I need you to make it more wet,” he said. Summer happily got off the bed to suck Ron’s cock. Once wet enough he had Summer get up turn around. He inserted his cock in her ass once again and fucked her in the standing doggy position. His thrusts were so rough he basically walked her towards the bed until he had her leaning over it.
Summer was taking it like a champ and loving every minute of being ass fucked. Ron brought her to another orgasm, her ass squeezing on his cock made him explode deep in her ass. Ron laid on top of Summer still inserted in her, they were both out of breath.
What's next?
Sharing is Caring
A story about being a generous roommate
Dean and Brooke have been dating for quite some time now, completely comfortable together. They love to experiment in the bedroom and try anything. Richard is Dean’s nerdy roommate, they have know each other most of their lives with their parents being friends and neighbors. Dean feels bad for Richard because he has had no luck with the ladies. A virgin nerd who use to live in his parents basement until Dean was convinced by his own parents to have Richard move in with him. Dean figures he could help Richard out once more and share Brooke with him and tap into another sexual fetish of his... win-win? Right?
Updated on Jan 28, 2026
by Jjaymes94
Created on Sep 12, 2020
by Jjaymes94
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