1. The Wingman - Part 3


    Date: 8/29/2015, Categories: Masturbation, Author: grumpydesign, Rating: 1, Source: LushStories

    Alan was restless. The hand-me-down couch wasn't the most comfortable makeshift bed he'd ever laid on. Funny how it was very comfortable when Cassie was cuddling with him not long ago. With all of his history with the big break up and long distance relationships since then, Alan wasn't sure what to do. As much as he thought he was being a gentleman to let her sleep in his bed instead of roughing it in the living room, Alan liked the idea of still being close to Cassie. His mind started getting sidetracked with over thinking, hoping not to make her feel weird being in the same bed as a man she only met a few hours before. Many, many pros and cons ran through his mind making him not settle down enough to relax and fall asleep. Still he just tossed and turned hoping maybe he'd find a sweet spot of comfort. One of the bedroom doors opened. Alan looked up trying to make out if Karen or Andy were stepping out for a breather. Dear God, he thought, please don't let them think that having sex in the living room is an option. I don't make enough money to need therapy for life. The padding sound of foot steps came around the corner. A tall silhouette walked over to the couch. Reaching out a hand, the silhouette touched Alan's shoulder. Alan rolled over to see Cassie kneeling down next to the couch. "As nice of an offer as sleeping in your bed was, I can't get comfortable knowing you're out here on the couch." "It's ok. I promise. I don't want to make you feel weird having me in the same ...
    bed with you." "That's sweet of you, Alan. The thing is I don't think it will be very weird anymore. At least not for me. I'll leave it up to you. Just know that if you want your bed instead of the couch, I'd like it if you joined me." Leaning in, Cassie gave him a light kiss on the cheek. Making her way back to his room, Alan could make out the streetlights illuminating Cassie's body in the dark. Even with his t-shirt and gym shorts on, Cassie still looked like a gorgeous amazonian woman. Even though he tried not to stare at her, he noticed that she didn't really look in the direction of his room, she just kept her eyes on the couch as she disappeared again behind the door. With a sigh, Alan left the couch and walked to his bedroom door. Cassie was sitting on the bed when Alan entered the room. Alan's venetian blinds were down but open to let the light through, painting his room in horizontal bars of gold. Cassie smiled at Alan's decision, making the room brighten tenfold. "Glad you decided to join me," she said as she pulled back the comforter. "I'm surprised you wanted to share," Alan said climbing into bed next to Cassie. "This will be a test, I think. You've been a lot of fun to hang out with all night. Now if you can be a gentleman tonight, then you definitely have my respect." "Well I hope I can pass with flying colors. It's not everyday that a girl comes to my apartment to hang out with me and then get excited to watch 'Spider-Man'. That was major cred points." "Well ...
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