Chapter 2

Jennifer felt nearly out of control. While she knew she was hardly thinking rationally, several thoughts whizzed through her brain. "Why the hell am I doing this? Maybe it's because I'm just so angry that Ryan keeps doing this that I have to do something drastic."

Jennifer noticed Ryan moving to get up and reaching for his shorts and she told him to just sit down and watch. She leaned back and moved her hips forward as she slid a finger under the waistband of her lilac colored panties. Another seemingly random thought came to her mind. "Maybe I'm just so fucking pent-up from being alone and not having physical contact for so long." She felt a brief stab of grief as her late husband entered her mind, but she would not allow herself to go near that now.

Ryan had no choice but to sit back and watch. It was clear that his mother would not allow him to leave. He had expected her to be angry if she caught him again, but he could not have anticipated anything like this. So many times he had dreamed of being with a real female, not just someone in a magazine or on a computer screen ... maybe even one who was touching herself. Touching him would be even better. But this was hardly what he had in mind. As much as Ryan got very excited at the thought of his mother catching him masturbating, he didn't know why. He never entertained the thought of her doing it too, or doing anything sexual for that matter. But what he did know at this moment was that he would rather be anywhere else in the world.

"Is this how we do it, Ryan?" Jennifer looked at her son as her hand moved inside her underwear. "MMmmmm ... that does feel good." She realized that for some reason it actually did feel good to feel herself, even in such an incredibly crazy situation. She was totally surprised to find that she had actually gotten wet and that her fingers were able to slide over her vulva easily. She had no problem parting her labia, which is when she hit the real wetness. "Whoaaa ... oohhhhhh," Jennifer sighed, almost forgetting for a second that her son was watching. Meanwhile, Ryan couldn't help but try another protest.

"Mom, I can't watch this," he said nervously. "I'm really sorry and I won't do it again. I promise. Now can I..."

"No you cannot!" Jennifer interrupted, surprising herself at her intensity level. She was further shocked at what came out of her mouth next. "Not only are you going to watch me, young man. But you're going to join me. You still have my panties. Use them. We're masturbating buddies now, remember?" Jennifer could not believe she was following through to that level. But her mind quickly went back to the activity between her legs. She rubbed Ryan's underwear up under her shirt, caressing her breasts with it.

The thought of removing her shirt briefly crossed Jennifer's mind, but she knew that getting totally naked would be too much. That idea actually felt scary and she dismissed it as quickly as she had the thought of Ryan's father. But she did enjoy the way her son's briefs felt on her skin. She tweaked her nipples with them before moving back down her stomach. She looked at Ryan once again and saw that his hand had the panties wrapped around his penis, but he wasn't moving. She gave him a look that communicated she had meant business when she told him to join her. Ryan leaned back, feeling defeated as he returned to his stroking motions.

"Oh ... yesss..." Jennifer whispered as brought her son's briefs inside her own panties. She used the hand that had been diddling her pussy to spread her lips open and with her fingers covered in the white cotton of Ryan's underwear, she began to squeeze her clitoris. "Ohhh!" she sighed heavily, nearly crying out. She didn't want to even consider that she might actually be enjoying the way it felt to have the fabric against herself. That was too close to thinking that she might understand some of what Ryan was experiencing when he jerked off with her panties. This was another place she would not let her mind go. However, whether or not she was willing to analyze it, the feeling on her clit was a huge electric rush.

Jennifer looked at Ryan once more and felt satisfied that he was in fact joining in the jerk session. He was trying to look at her as little as possible. He glanced her way periodically, but mostly he looked at his parents' wedding portrait on the opposite wall of the living room, simply to have a focal point as he brought his cock back to life. Ryan tried to think of any other woman he had fantasized about, any TV Mom he had ever wanted to fuck, anyone but his mother.

Ryan felt a ray of hope as his favorite came to mind. He and Jennifer had often watched Gilmore Girls together and he considered the mother, Lorelai to be the number one MILF on his long list. He imagined it was her rubbing her cunt with his tighty-whities just a few feet away. With this new thought Ryan was fairly successful at blocking out what was really happening. He regained full erection as he envisioned Lorelai Gilmore with her hand in her panties, pants and bra on floor.