My son, Kyle, was 19 when I first had sex with him at my boss's wedding. It was the culmination of several months of failed attempts.
It was me who initiated things after I realized that I had sexual yearnings for him. It wasn't a realization that I achieved overnight. It evolved through several stages before I came to accept the reality. Moms aren't supposed to look at their sons that way - so we're taught. I have since come to accept that it's a positive experience everyone should embrace.
I started planting the seed of my yearnings to my son. I knew he had sexual experience, but would he be willing to do it with his own mother? I was hopeful. He was immediately accepting of my proposition. We slowly soothed the waves of anxiety and we even got very close to having sex several times, but would both chicken out before going that far (well, mostly me). We would get as far as making out, but never even took our clothes off.
Then, I was presented the perfect opportunity to make another attempt when I needed a date for my boss's wedding. I hate my rich snob of a boss and most of my coworkers, one of whom was his hot young fiancΓ© secretary. But, he basically insinuated to everyone that attendance was mandatory. I didn't want to go alone and the change of setting felt like a way to lessen our anxiety.
"You mean like a 'date-date'?" My son questioned as I presented my idea to him over the phone. He was away at college but still close to home.
"Yeah! It would just be dinner and maybe some dancing, but I would be up for 'more' if you are."
"We tried that before," he reminded.
"I know, but we just weren't quite ready. I think I am now. Let's try it again."
It took no more convincing. This wasn't the first time we headed down the path toward sexual intercourse. We both wanted it, but were too afraid to pull the trigger.
He looked so handsome in his tuxedo when I picked him up from his dorm that morning. I mean HOT!
The wedding sucked as they always do. Dinner was good, but boring as hell.
"Do you still feel like you'd be up for doing 'more' tonight?" He inquired as we finished with dinner.
I affirmed my yearnings. I told him that I love him so much, and that he's so special to me, that I could never regret anything that happened between us. It would only make us closer. I added that I regretted that I didn't have the courage to go all the way before, but was agreeable to it.
I suggested that we start with some dancing and see where things went. It was that usual energetic dancing at first, but it eventually mellowed as the night wore on and it allowed us to slow dance. The lights dimmed, cloaking our transgressions and depleting our caution. I pulled him tighter and bravely slipped my hands through the back waistband of his pants and boxers to make direct contact with his smooth ass cheeks. He shuddered as he first detected me pinching his bare ass. It was so soft and tight. Looking around the room, he whined with an embarrassing "Mom!"
I encouraged him to be relaxed with me and not be afraid to indulge himself. "You can touch me too, you know... I want you to touch me."
He questioned if anyone there knew we were mother and son, which I denied. Hot cougar with her cub, but not mom and son. I felt his tenseness instantly disappear. He lowered his hands down my waist and up through the bottom of my dress to make contact with my own ass. He then rested his head on my bosom as we danced some more.
"See, no one's noticing," I pointed out.
A few dances in, I felt it. His boner! It was poking me just above my crotch area. It shocked me like lightning. I don't know why I was so staggered by it. I've felt his hard cock through his pants before, but that too made me anxious. It was this tangible evidence that he was becoming aroused for me. Moms aren't supposed to feel their son's hard cock - and certainly sons aren't supposed to get a hard-on for their own moms. This was only the beginning and I was already getting cold feet about the whole thing.
I was careful to not reveal my embarrassment or mortification for feeling his boner as it continued stabbing me while we danced. I definitely didn't want him to feel guilty about it. It's what happens! He seemed fine with it, so I had to get over it myself if I still wanted to go all the way with him. Of course, he had an erection! Isn't that what's supposed to happen? My son is horny and gets erections like every other man. His cock is just like any other cock I've seen and felt. I know if I played my cards just right, I'd get much more familiar with it very soon.
I realized that it was a convenient ice breaker and an opportunity to ease our tension, so I openly acknowledge his boner affectionately. "Oooo... it feels like you're getting excited for me!"
"Oh! I'm sorry," he responded with guilt as he pulled away. I pulled him back in and let him know that I was ok with it. I told him that it made me feel good that he found me so sexy and that I was pleased he was showing it.
That seemed to quash both of our anxieties. We became much more relaxed from that moment on as we settled into our new role as lovers. He seemed to sport a constant boner while each of us massaged each other's asses as we danced.
Eventually, I became more bolstered and unzipped the front of his pants just enough so I could slide my hand inside and make direct contact with that engorged cock that had been poking me. "Mom!" He whimpered in embarrassed pleasure as he felt my delicate fingers caress his manhood.
"Are you ready to head up to the room?" I whispered seductively into his ear while my fingers continued playing his instrument.