First Time, with Mom, A mother instructs her son towards a happier life in love, It was yet another discussion I had with my mother on the constant source of my youthful distress. Young women, that is, and their apparent lack of affection for me.
“That Jenna seemed like a nice girl, didn’t she” mom started. I knew what she was doing, she wanted to see me with a girlfriend as much as I did. But how could I explain it to her that once again it was not my opinion which had lead to Jenna choosing the dashing football player instead.
“Ah- we, kind of broke up. Again. I mean she dumped me, that is” I spoke, irritated.
“Hmm, and you two seemed to be doing so nicely. Well, don’t distress, it’s another experience which you’ll remember and it will be helpful the next time”.
I turned away. “Experience, yeah… I’ve never, um, you know, like, been with a girl, mom”
“Well, that isn’t the only kind of experience I meant. Oh, that’s nothing to be ashamed of, honey. Lots of girls respect that in a man. Many wait until they are married, even.”
“Yeah, but, but…”
“You’d want to do it, you’re trying to say, pumpkin?”
“Yeah” I said, imagining the nude nubile form of Jenna in my mind. Entirely fictional, of course, how would I have ever seen her naked?
“Now?”
“Sure, but…” Duh, any time. But with who?
Mom touched my cheek and gently turned my head so I looked into her big brown eyes. “No, I mean really, right now.”
My eyes widened, and I stuttered: “Uh, um,” as I felt the softness of breasts against me, “but, I mean, er, how can I… I mean, eh, you’re my mom”.
“Well certainly,” she smiled, “the same way as with any girl”.
“But, ehm, what I mean, it’s, er, not quite…” Mom had kind of a pretty face, actually, though, which was causing my thoughts to wander. I mean, if you were allowed to think like that about your own mother. But she certainly seemed to be allowing it right now, which was pretty confusing, although not nearly as bad as I would have thought such an idea should perhaps have seemed.
“Oh, I’m no girl,” mom said, “But I am a woman,” she took my hand, “And sure I’m your mother,” she took my hand and pressed it against her breast. “But I’m here. Right now. If that is good enough…”
“I…” I started, biting my lip, as mom was staring me in the eyes. She was moving my hand, so I felt the soft heaviness of her breast, and saw the promise in her warm eyes. Nervously I swallowed and whispered: “Yes”.
Mom didn’t say anything, but I felt her lips touch me. She first kissed me rather reservedly on the lips, although a normal motherly peck on the cheek it was not. When I finally found the courage to start responding to this, mom brought her tongue into play as well, and started opening my shirt.
Mom undressed both me and herself down to our underwear. She was still very slender for her age, but her hips and breasts definitely had a more full and rounded, motherly, figure than the young women I was used to drooling after. This did strangely catch my attenetion more than I thought it had any right to.
Tousling my hair she sat on my lap, long legs on each side, and gave me a kiss on the lips. It was difficult to be this close, not being used to it. Mom was reaching towards her bra, and this made me really nervous, which she of course noticed, and said: “Don’t worry, honey. Nothing here you haven’t already seen.” Smiling, my mother reached behind her back and unlatched her bra. Her breasts were very different from the girls I lusted after (not that I’d seen them naked), as they bouncily fell away from the lacy fabric. They were large and heavy, hanging low and sagging, with large aureolas and nipples; they certainly held my attention very well despite this. Mom took my hand and pressed it on the left one; it was soft and… nice.
“Go on, get a good feel of them” she said, her hand on my shoulder. I did, pushing their large soft forms together, held them from underneath, feeling my mother’s breasts’ weight and shape.
“Touch the nipples, try to make them react to your fingers, like this” she said, and showed how it grew all perky when she rubbed with her fingers, and I tried it too.
I noticed I was getting hard, and tried to not let mom notice it. Mom of course noticed it. “Oh, don’t worry, it’s completely natural.” she smiled, and kissed me again, this time pressing her breasts tightly against me.
“I can ride you on top if you want to,” she said nonchalantly, “But I think it might be better if you did it yourself, so you’ll get used to it, or what do you think,” she asked with a questioning look.
“I… ah – um -er – all right,” I blurted.
“Good boy,” mom smiled and got up. I watched and sweated cold as my mother slid her fingers under the waistline of her panties started slowly taking them off, my gaze nervously alternated from her face and the adorable view that was being revealed.
“It’s so pretty,” I sighed instinctively at the sight of the cute brown fuzz between my mother’s thighs.
Mom smiled and took my hand, and saying: “Come on,” lead me to bed.
Mom laid on the bed, her auburn curls spreading on the pillow. Her legs were modestly turned to the side at first, and she asked with a caring look in her eyes: “Ready?”.
“Um- I think…” I said, and mom opened her legs wide, and I bit my lip. There it was. My own mother’s pussy. It’s not something you think you’d see, but it was… beautiful, and I wanted so much right now to know how it felt.
Mom could sense this, and said with an encouraging smile: “Do it now, sweetie pie, will you?” she whispered.
The fuzzy hairs tickled a bit, and then I slowly slid into the vagina. “All the way, baby” mom said, touching my arm. I moved my hips, and it wasn’t hard at all; at least not with mom.
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