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Chapter 206
by
Jjaymes94
What's next?
Dean and Summer’s Anniversary
The day started out normally, Dean had to work during the day and Summer was at her place because she worked last night decently late. She took off today so that they would be able to have dinner and hang out since she usually worked into the night.
Dean sent a text to Summer wishing her a ‘happy anniversary beautiful!’ He knew she wouldn’t be up for a bit to respond but wanted her to wake up to his text.
While at work Dean was thinking about how excited he was for Summer to give him a handjob later, it has been a couple days since he last masturbated so he was hornier that usual.
Summer texted him back later in the afternoon saying how excited she was for tonight, ‘Can’t wait to see you’ she texted him. Summer decided that she would go to Dean’s place and wait for him after work then they could go to the restaurant together, Dean agreed to the plan. He texted, “I love you!” Summer responded, “I love you more!”
As soon as the clock hit the end of the work day, Dean practically sprinted out of work and rushed home as quickly as he could, he couldn’t wait to see Summer.
Dean pulled up to his house and rushed inside. He swung the door open to see a completely naked Summer standing in the living room. This was a sight he has only seen once before. His cock hardened at the sight of his hot fiancé, he was speechless as his eyes examined her body.
“Well aren’t ya gonna come in?” Summer asked with a smirk on her face. Dean was still standing in the doorway. He quickly shut the door and came in the house. He made his way over to Summer giving her a big kiss, they started making out. Dean could feel Summer’s hands start to finagle with his pants, she was quick, his pants found the ground in a hurry. She started grabbing and pulling at Dean’s cock, he could already feel a difference from her last handjob with him.
Summer pulled away from Dean and pushed him down on the sofa so he was now seated. She got down on her knees in front of Dean, one hand jerking him off. She leaned in, her face getting really close to his cock, she opened her mouth as if she was getting close for a blowjob. That’s when she started to drool letting her spit get on Dean’s cock making it nice and wet for his handjob. She leaned back after getting his cock nice and wet and continued to jerk him off. Dean was in heaven, it felt so good, he watched Summer, his once innocent girlfriend, now looking like a pro.
Summer reached up with her other hand trying to use both hands on Dean’s cock but quickly found out that wasn’t possible and took her other hand away continuing to jerk him off with her one hand.
Dean watched as Summer’s hand went up and down his cock with her very large tits in the background. He glanced upwards and saw Summer staring him in the eyes making direct eye contact. She spit on his cock and stroked him more.
Dean could feel himself getting close, this was all too much for him. Then Summer opened her mouth, “Hey baby, you like it when I stroke your cock?” Summer was usually quiet when she jerked Dean off in the past, it surprised him. Summer leaned in closer to his cock, her mouth was very close to the tip. “I want your cum… will you cum for me?” She said still looking into his eyes.
“Oh fuck,” Dean said, he was not expecting that. Summer leaned back and put her boobs very close to his cock. “What? You gonna cum for me already, baby?” Dean moaned and shut his eyes trying to concentrate on not cumming so soon. Summer just was way too good with her hands now. She reached up with her other hand and gentle squeezed his balls which made Dean look at her, she had a devilish smile on her face. “I’m gonna cum!” Dean said looking at Summer.
“Please cum for me!” Summer said while stroking his cock faster. Dean couldn’t hold on any longer, “Oh fuck!” His cock exploded all over Summer’s bare chest for the first time covering her tits. Summer continued to milk his cock until he settled down from his orgasm.
Dean couldn’t believe how amazing the handjob was, she improved tremendously. Summer got up and started to clean herself off. Dean watched her in all her naked glory.
“So how was that?” Summer asked while cleaning Dean’s cum off herself. “That was amazing honey, the best I ever had!” Dean said. “Oh yea?” Summer smiled, “I knew my practice would pay off!”
“Yeah…” Dean said while thinking about Summer jerking Ron off. “You ready for dinner?” Summer said while grabbing her clothes to put on. “How many times did you practice?” Dean asked. “Oh did you want to do this now or after dinner?” Summer asked.
“Uh…” Dean said, he didn’t know if he wanted her to talk about it now or after dinner. Summer was dressed now and she reached into her bag and pulled out a notebook and opened it. “You want to hear everything?” She asked.
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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