​Hell of a Round Two - Sex Stories

​Hell of a Round Two

​Hell of a Round Two Matt woke with a start when he heard a knock on the door. He shot his head up, Anastasia was lying by his side, starting to stir. “Ana, Ana!” Matt said loudly, causing her to sleepily open her eyes. ​​She rubbed them with her hands. “Mmmmwwwhaaat?” She groaned as she stretched. “Your mom is here! Go to the bathroom, make sure you don’t have any . . any . . .um, residue. I will get the door!” Matt jumped out of bed and yanked on some boxers, and then his thick oversized bathrobe. He walked to the door. “Coming!” Matt yelled, turning around to wait until Anastasia actually went into the bathroom and shut the door. “Hey! So sorry I am a half hour late. The roads suck.” Janet said as she came into the foyer and stood on his weather mat. “Think nothing of it. I am working from home today anyway. Did you want any coffee or something?” “No no, I have inconvenienced you enough. Where, where is Anastasia?” Janet asked when suddenly the toilet flushed. “Oh, silly me.” Janet said with a laugh. Anastasia came out looking pretty good for someone who just woke up. Matt was staring at her puffy lips, looking for any sign of his dried, sticky semen. She was clear and gave him a quick hug as she walked past the pair of them and out the door to her side. “Thanks Matt!” Was all she said. Her only words after bringing him to orgasm the evening before. Matt actually felt a little hurt. He felt like she should acknowledge their relationship had changed in some little way. ...

... “You are such a sweetie!” Janet said as she got on her toes to kiss Matt briefly on the cheek. “Anytime Janet. Anytime.” Over the next two weeks Matt had dinner with Janet and Anastasia 5 times. Every time Anastasia spent most of the time lost in her phone. She barely contributed to any conversation. Matt couldn’t believe she could just forget it like that. God he hadn’t spent a day not thinking about it. He loved to replay the image in his mind’s eye of Anastasia’s eyes clamping shut tightly and her face and nose squinching up when his cum shot into her mouth. She had no idea it was coming. The naiveté was the part that made it hot. That Matt hard. That he used as material every night. Those thick lips, that perfect skin, those sparkling eyes and all in such a petite package. Matt would give anything to go back and experience the whole thing, from start to finish. Then, fate struck, as it is wont to do. There was a knock at the door at about 7:30 pm. “Hey, sorry to do this again, but they called me again from the Brown Palace. I made almost $250 in tips last time. I really need this. She is dressed for bed and has been fed. I gotta run. Thanks!!” Janet was already on her way up the stairs. “Hi Matt,” Anastasia said nonchalantly as she sauntered into the room. She was quite the tease this time Matt thought. Or was it just the difference in the way he was looking at her? She had a light blue headband pushing her hair back, lip gloss on her big lips, making them shine. She was ...