Jake had no idea what he was walking in on when he joyously entered the house, the ladies sat on the sofa legs tucked comfortably under them slowly working on their second bottle of red wine with streaks of newly shed tears drying on their cheeks. They had been lamenting over his mom's friend love life or actually the lack of one; she had divorced from an unhappy marriage some years ago and had struggled since in finding a man, though a few had flirted in and left shortly after.
"Hey ladies," he said happily after entering.
"Oh honey, it's so nice to see you and so nice for you to come home and visit your mom. One could only wish for such a man, such a mensch." His mom's friend said giving him an enormous hug and kiss on his neck. Though just one of his mom's best friend he considered her an aunt as she had been a regular figure in is his life for as long as he could remember.
Jake had not been home in some time, he was forty going on forty one and ran his own company in Florida, however a conference brought him into town and he took advantage to see his mom and go out with some old friends. He was coming home now after spending the evening over cocktails with a few friends.
"What's the matter ladies, you look like you guys have been crying, and it appears that you have also been drinking," he said as he picked up and shook the almost empty second bottle.
His mom looked at him and also got up and gave him a big loving hug, holding him tight not realizing what her breasts pressing into his chest actually did to him. For Jake had harbored a crush on his mom for as long as he could remember and used the thoughts of her voluptuous body as fuel for many a masturbation sessions. He loved and respected his mother and would never do anything to disrespect her but there was nothing that she could ask him that he wouldn't do; and that would be put to the test that evening.
"Oh nothing honey, we are just talking and letting out some pent up tears. Sometimes us ladies have to do that and it doesn't mean that there is anything wrong." She said. "Now go up to your room and leave us be, I'll make you a big breakfast in the morning and we'll catch up."
Jake happily jogged upstairs to his old room and fired up his laptop to check his emails before bed. His room upstairs shared a bathroom with the guestroom and he usually left his bathroom door open. He checked his emails then got ready for bed. After stripping down to nothing and getting into bed he began massaging and gripping his member thinking that jerking off would relax him even more before slumber.
Gripping and pumping his cock with just a slight bit of pre-cum lubricating the tip he closed his eyes in anticipation of his hot cum ready to gush onto his tummy. Suddenly footsteps clumsily began stomping up the stairs.
"Crap," he said aloud as his fantasies died as well as his hardness. His penis slowly faded to flaccid.
His lights were off and he was naked in bed when he heard his mother putting her friend to sleep in the adjacent room.
Then he heard their conversation.
"It's ok honey, you'll get it again." His mother said quietly.
"No, I won't," she protested "I'll never again feel a man inside me," she sobbed "Just plastic and rubber dammit!" mom's friend said too loudly.
The next thing Jake heard sent his manhood sky high.
