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Chapter 205
by
Jjaymes94
What's next?
More Practice?
Dean and Summer sat on the phone in silence for a bit. Summer sounded like she insinuated that she needed more practice and Dean wasn’t sure what to say. He finally broke first, “Do you think you need more practice?” He asked.
“Well practice makes perfect, right?” Summer said in return. She was saying to Dean that she wanted to jerk Ron off again. “I mean, I could hear how much you liked my story…” she giggled, she could hear that Dean was masturbating. “Er… I uhh,” Dean knew he was caught, “I did like hearing about it… but you can’t be forgetting details next time…” he said. He could hear the excitement in Summer’s voice when he let the words ‘next time’ slip out of his mouth. “I won’t forget any detail, I promise!” She said excitedly. “Would it be okay if I practiced up until our anniversary? I want to be the best that I can for you,” Summer asked. Dean was surprised, she didn’t just ask for another time, she asked for multiple times before their dating anniversary which was in less than 2 weeks.
“If you really think it will help…” Dean said not sure what he was getting in to, “Just practicing handjobs… right?” He asked. “Oh of course! I wouldn’t dream of doing anything else, just yet, I’m not ready for more,” Summer responded. She was talking so fast he wasn’t sure he heard her right, ‘just yet?’ If Summer was willing to do more than just handjobs then that would mean he would finally get more than handjobs… Dean’s imagination ran wild for a second but he caught himself.
“Do you think you will have time? I mean I know your work schedule is pretty busy this week, I’m barely gonna see you and also planning our wedding, it’s less than a year away now!” Dean said. “I know, I know, I’ll just have to find time!” Summer said optimistically, “Did you want me to tell you all the details after every time I practice or…” she started saying. Dean interrupted, “You could tell me all about it after my ‘present’ on our anniversary… it could be like a bonus present…” Dean said. “I like that idea!” Summer said.
They only talked for a little longer as it was getting late. They said their goodnights and hung up their phones. Dean wasn’t tired, all he could think about was Summer and his neighbor, Ron. What has he gotten himself in to? Was this another Master Plan or something entirely different. Summer is very inexperienced sexually, will this break her of that shell? Dean believes that they have a very strong relationship and he trusts her. What could go wrong?
It was around 10 days until Dean and Summer’s 6 year anniversary from when they started dating. Summer had a busy work schedule so she would only see Dean a couple times and stay over only a couple times as well.The 10 days came and went by just like any other week, nothing notable happened or at least seemed to happen. Dean was curious on how many times Summer practiced her handjobs with his neighbor, Ron. He wasn’t sure how she found any time, all her extra time she usually spent with Dean and he didn’t see Summer any less than normal, was it all a ruse? Summer certainly didn’t act any different, it was as if nothing was happening at all… or was she just good at hiding it? It was Dean’s idea after all for her to share all the details on their anniversary. Dean thought he was probably worrying too much.
Dean was going to get a handjob today from his amazing fiancé, that’s all that matters.
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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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