THE COMFORTING CUDDLE

 

THE COMFORTING CUDDLE

People don’t realize how fine a line it is. One minute my Son was only TECHNICALLY an adult; 

but he was still my baby. The next, well, the next he was something more.

It started at the end of a very rough night  for him. Blame work or school or love, but whatever the 

cause, he needed comfort; and I was so happy that he came to me! I appreciated that so much! 

You try to be supportive, to tell them that they can always come to you when something is wrong, 

and to give all the loving reassurances that help them know that you mean it, but once they 

become teenagers… you never know how any of that is going to play out. Will they remember 

those lessons, or will they rebel against you to the point of discarding them? 

So, that night, I loved and appreciated it so much that, when he was upset, he came to me. Even 

more than that, that he felt so close and so comfortable with me, that he fell asleep being held by 

his Mom. 

But then he had, what must have been a VERY pleasant dream… and the next thing I knew, 

half-a-foot of teenaged cock was pressing into my thigh! Suddenly the strong arms wrapped 

around me felt sexual and powerful. Then, as my pulse was pounding, my legs were squirming, 

and my temperature was rising; I almost managed to convince myself that I was being crazy… 

Until the owner of those arms mumbled in his sleep. 

One moment I was scrambling. I was trying desperately not to “wiggle just right”, and end up with 

the tip of my Son’s big cock poking at my entrance. The next momemt he mubles in his sleep, 

and I hear him confirm that he is literally dreaming about getting to fuck me. 

One the one hand, I was his Mom! On the other hand, he was literally dreaming about getting to 

be inside of his Mother’s pussy, and he had NO IDEA how much Mommy loved a nice big cock 

inside of her. 

Was this my new biggest fantasy? How long had it been his? How would I even find out!?!

I was burning up, and my nerves were every bit as turned on as I was. Suddenly even just the 

sheet brushing over the tops of our legs was as good as a lover’s gentle caress. But I couldn’t 

make any decisions on my own. So, ever so gently, I whispered my Son’s name. 

I swear I didn’t know how he would react! I was just trying to gently wake him so we could talk… 

But, react he did. One minute I was painfully aware that because of how late this had all started, 

we were both wearing next to nothing. The next minute, he responded to my whispering his 

name by calling out “Oh yes Mom!” in a way that I had definitely never heard from him before! 

But, along with his words, came a tightening of his arms, as he pulled me even closer to him. 

His face became buried in my cleavage, and as he thrust his hips upward, my body betrayed 

me. I angled, just the tiniest bit. Just the smallest amount! But it was enough. 

There were no panties on under my nightgown, and the question of “was I wet enough” had 

never even crossed my mind. So, while I had meant to wake my Son up with a gentle whisper, I 

instead woke him up with a loud cry of pleasure as he sleep-fucked himself up into his Mother’s 

wet and waiting pussy. 

He awoke with a gasp of pleasure! Then he gasped again, this time in what I can only imagine 

was a mix of shock, horror, and fear. But as I felt him tense in panic and start to pull away, I 

wrapped one leg around the back of him, and gently pushed him towards me, quietly reassuring 

him as I did. I shushed him gently, and whispered for him to just hold still. To just not move for a 

second. At first, his panic held on tightly, but after a few moments of stilling himself, the 

sensation of still being inside of me hit him, and he went from terrified retreat to blissful 

acceptance in such a beautiful way. 

Soon he relaxed back into me, his face back in my cleavage as he accepted that I wasn’t angry, 

and just took a moment to enjoy the feeling of being both inside of me, and having us wrapped up 

in one another in a way that was both exciting and comforting. 

I was going to say something, to start to talk to him. But, as he snuggled there, and I felt his 

hardness throbbing inside of me, I decided on another form of communication. So, I flexed… 

inside. I used my cunt to grip my Son’s cock, and I gave the tiniest movement of my hips so as 

to move him just the littlest bit deeper. 

The sound and feel of him moaning into my cleavage line was a wicked, sinful delight to me. But 

again, I felt that brief tension of panic in him. So, again, I shushed him gently, kissed his brow, 

and then, in a loving whisper, I asked him, “Would you please move your hips up a little bit? The 

same way that Mommy just moved hers down?” 

At first, he froze. He had to be thinking this was some kind of trick. But after a moment, he gave 

in to the, no doubt maddening urge to push his cock up into me further, and then he relented. 

Listening to his Mother, he pushed himself into me even deeper! When he did, I moaned my 

pleasure into his ear. At which point, I could feel his grin, as his face was still very much pressed 

against me. 

At that point, I felt like our conversation was done. We'd both said everything that we needed to, 

except for maybe one last, tiny little word. So, I clenched once more, and gave a little roll to my 

hips that slid him out, and then back in; if only a tiny bit. Then, with a Mother’s assurance, I 

whispered, “More…” 

From there, our progression was slow, natural, and filled with the most sexual pleasure I’d ever 

experienced in my life! My husband and I had a very open marriage, and we were both very kinky 

people. But there was an intensity to our slow, deliberate, needy love making that even my 

favorite gang-bang memories didn’t quite compare to. 

If this was a fantasy of his, then he did fucking incredible! He lasted so much longer than I would 

have believed he could have. I came twice before he finally finished and when he finally got to 

that moment, he was a perfect gentlemen! I was SO proud of him. He warned me well in 

advance. Told me when he was close, and gave me two more warning after that, each with 

increasing urgency in his tone. When he finally clarified (dear sweet, innocent boy. As if Mommy 

was confused…) that he needed to know where to cum, I decided that it was time to let him 

know that his Mom might not be as pure and angelic as he’d been picturing. 

“Where do you want to cum?”, I asked him, and my tone was more lurid, and sexual than I’d ever 

previously allowed him to hear. He looked into my eyes, surprise clear on his face. But I just gave 

him a sexy grin, and continued. “Do you want to cum on my lips?” I said, pointing downward. “Or 

my lips?” I added, licking them for him, and pointing to my face. 

That seemed to push him even closer to an edge that I thought he’d already been standing on. 

So, like I said. Proud. 

“I have a feeling you’ve been fantasizing about this for a while now sweetie. And while I haven’t, I 

assure you… Mommy’s into it. So you do whatever feels like it would be hottest! You want to 

cum on my tits? You want to see what Mommy looks like with your load all over her face? Do you 

want to want to pull me into you, and blow your load inside of me, so I can feel all that hot cum 

filling me up?” 

He swore then, but I wasn’t exactly about to call him on it. A few hours ago I might have chided 

him, saying “Language”, as a reminder that he was still in his parents house. But he was in a 

little more than that at the moment, so instead of correcting him, I ended up swearing right along 

with him. In fact, I ended up clawing up the poor boy's back, and biting down on my pillow, hard! I 

was doing my best to muffle and contain myself, as my body tried to scream out an orgasm loud 

enough to wake the whole neighborhood! 

He came inside me with a series of powerful thrusts that shook my whole body and send me 

straight to fucking heaven! I was LOST in my orgasms, and when I finally came down I was 

giddy, smiling, and full of cum. 

When I was pretty sure my voice would work again, I asked, “Decided to fill Mommy up huh?” It 

was an honest question. While my brain was already reeling with all the possible fantasy 

scenarios might come of this, I was pretty sure my Son had been fantasizing about it in secret 

for some time now. So I was curious as to what his “Go - To” was when it came to thinking about 

me. 

Then, even after all of that, he surprised me again! He blushed. He had his cum inside of me, 

and he was blushing. I was smiling from ear to ear waiting for him to explain, but when he took 

too long I gave him a lovers slap on his very strong chest and playfully insisted, “Tell me!”. At 

that, he finally managed to look me in the eyes, only to admit that he’d actually wanted to cum on 

my face. Apparently he could never decide on whether to cum on my face or my breasts when 

he was fantasizing, and so he often pictured that he came WAYyyyyyy more than was normal in 

order to fantasize about me being “properly” covered in it. 

His Dad and I had been meaning to talk to him about how were kinky swingers that got into stuff 

even boys his age hadn’t properly fantasized about yet. But I decided that, revealing to him that 

there were ways for him to see me covered in that much cum, could wait for another talk. 

Instead I had him confirm that, despite being a legal adult, his age did still technically end in the 

word “teen”. He seemed confused, but admitted to it. Then I gave him a grin that, like my more 

sexual tone of voice, I’d kept from him before that night. 

“Well then,” I assured him. “I’m pretty sure you can get hard again pretty quickly, now can’t you?” 

And, my god! You’ve simply never seen someone so happy to answer “yes” to a question. He 

had me smiling right along with him, but I tried to push aside the almost childlike joy that I was 

feeling in that moment, since, my intentions towards my Son were very much “adult”. 

So when he assured me that he could get hard again in no time, I assured him that he and I were 

just getting started, and I didn’t intend on making this a one-time thing. Once he’d stopped 

grinning from ear to ear, and managed to adopt a slightly more serious tone, I rewarded him by 

furthering his introduction to me. After all, he knew me as his sweet, dedicated, and loving 

Mommy. But now it was time for him to get to know one of my other sides… I started that 

introduction by standing behind him, wrapping my arms around his waist, and gently stroking his 

cock hard again. Then I whispered, “So. How about this time, you bend Mommy over. Fuck me 

doggy style, and finish by pulling out, turning me around, and finally getting to see what it REALLY 

looks like when you cover your Mother’s face it hot cum?” 

It was a fine line between being a Mother and becoming a Lover. But now that it’s crossed, I 

absolutely can’t wait to show my Son all of the wonderful, dirty, kinky things that come next!

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