It started out great

Matt couldn't begin to count the number of times he'd lost his virginity in his mind. Pretty much every time he met a woman, he'd imagined what her pussy would feel like, imagined trying it out and finding the truth.

Now, as Karen led the group into the solitary bedroom in their apartment, it was finally going to happen for real. For the first time in his life he'd actually know what a pussy felt like as it surrounded his cock. He'd be a man.

His mom sat on the edge of the bed, gave him a worried smile, then twisted around so she was in the center of the bed. She looked hot. Her body didn't show any signs of age... she could have been eighteen herself for all the wear-and-tear her years had put on her breasts, her stomach, her thighs. Matt wondered, briefly, if she'd breastfed her twins. Shouldn't there be some sign of that? He didn't know but thought there should be.

Then she held out her arms to him. "Come to momma, precious boy."

Matt did not need to be invited twice.

He jumped into the bed and fumbled for her underwear.

"Slow down, brother," Karen coached. "This isn't a race."

Maybe it wasn't but Matt wasn't sure. Could this really be happening or was he about to wake up and find out he'd fallen to sleep back in Aaron Burr HS and that this whole thing was a dream?

Still, dream or not, he had to believe he was here to learn something and he'd just learned that jerking off a girl's underwear before she was ready wasn't hot behavior.

He ran his hand over the crotch of his mom's underwear and she moaned. "So good."

I'll be good for you, baby, he silently promised.

Leaving her panties on, he climbed on top of his mother and ground his penis against the silkiness of those panties.

"That's so good," his mother whispered.

Matt kissed her, then, sliding off, slowly removed her panties. Remembering his sister's remonstration, he took his time, sliding them down her legs rather than yanking them, caressing her skin as he went.

Her pussy looked wet and mysterious. In the porno vids, pussies were generally shaved, with lips and everything else exposed to the view. His mother's unshaven bush hid her mysteries and was, in a weird way, even more erotic than a wide-open shaved look would have been.

"I'm ready," she groaned. "So wet. Put it in me, baby."

Shit, he wasn't ready for a baby. "Karen, I need a condom."

"Coming up." She dashed away, returning a few minutes later with a little blue package. "I'll put it on you."

"Good idea...," considering that his hands were shaking so badly he didn't think he could manage.

His sister's hands on his dick as she rolled the condom down its length almost sent him into orgasm but he resisted. This definitely was not the time to cum.

"You're good." She gave him a cheery slap on his butt.

"Okay." He turned back to his mother who was stroking her clit with one hand and squeezing a breast with the other.

"Here I come, mother," he groaned.

Finding her pussy entry was a little more tricky than he'd anticipated and involved a quick laugh and 'wrong hole' from his mom but finally he lined himself up and thrust all the way in.

Damn, it felt good.

"Give it to me. Fuck me hard," she murmured.