It was the night of my father's funeral and there had been a wake at the house following the burial. It had lasted well into the night and once everyone had gone home I found myself sitting in the kitchen drinking and talking with my mom.
Mostly we reminisced about dad. Mom wasn't all that weepy eyed and truth be told she was relieved that he was gone. That sounds cold, but it really wasn't. He had been sick for such a long time and she had been forced to watch him slowly waste away. She was relieved that his suffering was over and she was relieved that the rest of the family could now move on with their lives.
She was in the middle of describing something that she and dad had done when in their twenties when suddenly she stopped.
"Rob honey, may I ask you a very personal question?"
I chuckled and said, "You've been doing it for thirty-five years why ask now?"
"This is really, really personal honey."
"Okay, but I reserve the right not to answer."
"Why haven't you married? You are a great looking guy and I've seen the way women look at you, but even though you always seem to have a new girlfriend I've never seen you really serious about one."
Well, there are some things you can never tell your mother no matter how close you are and so I did what I had to — I lied.
"I've just never found the right woman mom."
The truth of the matter was that I had found the right woman, several of them in fact, but it was a Catch 22. I looked for a specific type of woman and I found plenty of them, but once I found them they were the kind of woman that I could never marry. For one thing they were already married and if by chance I would have found one who was single and who might have turned into the kind of woman I looked for I would have run screaming from her.
I couldn't tell my mother that or even if I could have I could have never explained it satisfactorily to her. And the one thing I could never, ever tell her is that it was her fault. I could just imagine her face if I were to say:
"It is all your fault mom. If you hadn't run with such a bunch of whorish sluts I wouldn't be the way I am and I would probably be married and you would have grand kids."
No, I couldn't tell her that so I settled for, "I've just never found the right woman."
"Well Rob, you are still young and there is still time. You will find the right one eventually" and she got up, kissed my cheek and went off to bed. I finished my drink and then I headed on home to my apartment.
I was in my bed staring up at the ceiling and for some weird reason my mind went to work on what it would have gone like if I had given mom an honest answer to her question.
"The reason I'm not married mom is because most of your girlfriends were round heeled tramps."
"And just how did that keep you from getting married?"
"Do you remember that Fraternal Order of Eagles dance that you talked me into going to on my nineteenth birthday?"
"Dad was out of town on business. There was Beth, her husband Mark, Dorothy and her husband Don, and you and me. Back then the legal age for drinking was eighteen and Dorothy and Beth though that it would be a kick to get me loaded on my birthday and they kept buying me mixed drinks. What they didn't know was that I didn't like hard liquor and that I was pouring the booze out and not drinking it. They drank theirs though and after a while they had a good buzz on.
"Somewhere along the way they got the idea that it would be fun to cock tease the birthday boy. They started taking turns dragging me out onto the dance floor and every time they had their backs to their husbands they would press their bodies into mine. I was young, the hormones were raging and two sexy older women rubbing themselves against me got me erect in a hurry and then it got worse. Once they felt the erection they constantly rubbed against it and whispered things like:
"Is that a roll of quarters in your pocket or are you just glad to be with me."
"Dorothy even asked me if I would go outside with her for some fresh air and take my dick out and show it to her."
"I hardly see where any of that would have kept you from getting married.
"Be patient, I'll get to it. Anyway, by the time we left the dance I had a huge case of blue balls. When it came time to get in the car Mark was driving and you and Don got up front with him and I ended up in the back sitting between Dorothy and Beth. We weren't even out of the parking lot before Beth put her hand on the bulge in my pants and started rubbing it. As soon as she was sure it was hard she started talking to you and her husband about the band and how good it had been and how their song selection had included so many of her favorites. While she was talking she unzipped my pants, took my cock out and started giving me a hand job.
At the same time Dorothy took my hand and took it up under her dress and put it on her pussy. She leaned over, nibbled on my ear lobe and whispered:
"Finger fuck me honey. Get me off while Beth gets you off."
"So there we were roaring down the highway with both women carrying on conversations with you and their husbands while playing around with me. The entire time I sat there scared to death that Mark, Don or you would turn around and see what was going on, but none of you ever did. Beth just kept talking to Mark and beating me off and soon I could feel myself getting ready to cum. Beth must have sensed it and she lowered her head and took me in her mouth. As soon as her lips clamped around my rod I blew.
"While Beth's mouth was busy on me Dorothy kept up the conversation with you guys up front. Beth finished draining me dry and as soon as she pulled her head away from me I went to stuff my cock back into my pants, but Dorothy pushed my hand away and took my limp cock in her hand. She worked at getting me hard again while she and Beth kept up conversations with you, Mark and Don.
"It was exciting as hell to have two married women, both old enough to be my mother, playing with my cock while having casual conversations with their significant others. Dorothy was a little bolder than Beth and as soon as my cock started stirring she bent down and started giving me a blow job. Beth sat there and watched as she chatted away with the three of you up front. About two blocks from our house Dot managed to get me to blast a load down her throat and I was just zipping up as we pulled into our driveway. It was one hell of a birthday, one that I damned sure will never forget."
"And that kept you from getting married?"
"That was the start of it. There is more, but first I have a question for you. Those were the girls you ran with and I've always wondered about that. The old 'birds of a feather flock together' thing."
She blushed and looked away as she said, "Honestly Rob, how can you ask your mother a thing like that" and I had my answer. I wondered if my dad knew or suspected. She moved quickly to get me away from questions about her:
"I still don't see how Dot and Beth kept you from getting married."
The day after the night at the Eagles Dot called me and told me that Don was out of town for two days and she needed some help to move some things and could I come over and help her. I jumped at the chance and why not? She had sucked my cock in a car full of people and with her husband not three feet away so God only knew what she might do if we were alone. She told me to be there at seven-thirty that evening and I told her I was looking forward to helping her. She giggled and said:
"I'll just bet you are you naughty boy you. And honey? Don't let your mom know okay? It will just make her nervous."
I got there at seven-twenty and when she answered the door she was wearing a pair of high heels and not a stitch of anything else. I was stunned. She was my first fully naked woman and my heart nearly stopped. I'd seen naked women in Playboy, Penthouse and other magazines, but Dorothy was real and she was just standing there and all I had to do was reach out a hand and I could touch her. She saw my expression and an amused smile appeared on her face.
"You are a little early honey; a tad eager are we?"
I probably blushed and she laughed. "That's okay honey, I like that in a man" and she ran a hand down my front to my already iron bar like cock and giggled, "Yep, eager. Come on honey, let's not waste it" and she took me by the hand and led me to her bedroom.
It is what I was hoping would happen, but I was a little unnerved by the 'cut and dried' aspect of it. So much so that I mumbled something inane:
"Weren't we going to move some furniture or something?" and Dorothy, or Dot as she asked me to call her, laughed and said, "If we do it right honey, the bed will move all over the place. If you want to move something move that phone over to where I can reach it from the bed."
.... There is more of this story ...