Meeting Your Teddy Bear free porn video

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You’d intrigued me in so many ways for so many months. You’d think if I’d waited that long, I could have waited just a bit longer until our first date. Perhaps it was knowing you were buzzed. Perhaps it was knowing you’d been out with someone else earlier. Perhaps it was a desire to set the tone for our first dinner. But most likely it was you texting me that you had just crawled into bed with your Hitachi, vibrator, and teddy bear. The teddy bear you grind against to cum harder than anything or anyone can make you. The teddy bear who has been your most special companion since childhood and who you discovered at age 16 was more than just something to cuddle. The teddy bear that, ever since that sweet, sweet 16, has been the toy that never needs an external power source to turn you on. Yes, it was Teddy that ensured I would call and talk you through my descriptive mind as you ground your pussy against its plush fur.

And so we begin the phone role play, first as daddy, watching you from the doorway as you molest your stuffie between your thighs. Approaching mid-climax to run my finger through your slit and simultaneously press you down harder onto its muzzle. Allowing your next release only as I shove my cock in your throat to pacify your screams of ecstasy such that mommy cannot hear. Then shifting you to daddy’s lap, for needed discipline on your bare bottom for touching your private places. Now grinding against daddy’s head, rather than teddy’s. Your next gush so enveloping my cock you must clean it before I return the favor of lapping you into a drinkable squirt, to which I have no choice but to refill you with fluid from my cock pumped deep within you.

Hearing how hard you cum from my descriptive oratory increases my own masturbation. Sensing your vulnerability at cumming for me before we even meet, I tell you how I too learned to masturbate by grinding; and still masturbate like that to this day. As I go on to describe my own journey of self-discovery from the age of 16, and nightly play since then, your comfort with me becomes real. Your breath changes, your moans deepen, your gasps intensify, and suddenly it’s as if you were with me in more than a telephonic connection. I intuit your drift to subspace. I feel your need for tenderness. I know the words you crave. I empathize the longing emotion you outwardly reflect for protection. You listen as I say:

“I’ve got you; I’ve got you; I’ve got you; I’ve got you. Release. Release everything. Everything you’ve held back. You are safe. I've got you." 

And I do, and you do too. A cathartic tidal wave of orgasmic squirt, wetting everything beneath you. Palpable emotion, from letting me in, present in every breath. One wave crashes as the next crescendos. Like a surfer's perfect set, your cries become a harmonious rhythm with your most intimate self. It seems as though it may never end, and we both wonder if it should. But the tide does subside, just enough, for breath and pause. Intensity so good that any words become superfluous. Silence demonstrates our mutual understanding and respect for what just happened. Unspoken, but known as clearly as if it was, you willingly give yourself to me and the arc of my power and protection before we’ve even met.

I will kiss you hard when I first see you Monday night. There need be no tension after this. At the table, I will grasp your two hands in my one. You will order your whiskey and coke. And as your eyes return to mine my other hand will slip underneath the table and underneath your skirt. “I’ve got you," I will say. I will masturbate you there and make you cum then. Taking my first taste of you off my finger as the waitress returns with your drink. Dinner from there will be a blur; a blissful blur. But it’s after dinner that the most important introduction of our first meeting must take place. We are eating near your house for a reason after all. And so we shall finish where we began, as your new Daddy meets your old Teddy.

 

 

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Copyright 1999, 2002 by Wanda Cunningham. Lainie, Vickie, Rebel and Bashful, thanks for the encouragement. There is no actual sex or transformation in this chapter, but I guess it should be rated R for context. So, nobody under 18 should read this or whatever is the appropriate age in their community. This story deals with transgenderism in children and may be uncomfortable for some readers. Kelly Girl Chapter 5 - "All-My-Troubles-Bear" By Wanda Cunningham Early in the...

2 years ago
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Three Big Bears

At any rate, I digress. I had just gotten into an all out blow out with my husband and I left without taking the car or any clothes or anything. I didn’t know if I was going to leave him or not, I just wanted to take in some air and clear out the cobwebs in my mind and figure out where I wanted my life to go. Surely, this couldn’t be all there was to life. I was 23 years old, for God’s sake. Not to toot my own horn or anything, but with legs that went all the way to heaven, breasts that were...

2 years ago
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Daddies bear

Daddies bearthe morning started like any other boring dull day. waking up at the blaring sound of music that i called an alarm. doing my morning rituals before getting breakfast. The morning had came and gone. The afternoon rose with surprises and thrills. my friends had decided as my 18th birthday neared, that they would take me to the quaint cabin i go to for solitude when my brain is strained. This was my haven. As i packed for a few days away, I made sure to pack some safety measures, just...

3 years ago
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First time with a Daddy bear

We chatted back and forth on Squirt.org for a few minutes. This was to be my first online cruising hookup, and I was unfamiliar with the protocol. I was afraid to come right out and say, “I just want to suck your cock, man”. I don’t know why I was afraid; after all, Squirt is a gay cruising site! Anyway, after a few minutes of asking each other what we were into, I got up the nerve to type: When and where? We exchanged phone numbers.His name was Bill, and he was a sexy older bearish daddy...

3 years ago
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AscentChapter 23 Of The Trip Home Lions Tigers Bear

When our large traveling party arrived at the spot where Treeya and I had been attacked by the cave bear there was now little left of the bear but a few bones. Little to show for how large and dangerous the animal had actually been, but the clansmen were impressed none the less, and even collected what teeth and claws they could find assuring Treeya and I that they would fashion each of us a necklace when time permitted. While I was pulling the travois out from the brush that Treeya and I...

4 years ago
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The Cub and the Bear

Private Ashliegh Saunders sits on the train trying not to be ill. He is on his way to a small town in Moldova that he has never heard of to meet with a prince who has requested aid from his friend, Saunders’ Colonel, for some security at his castle. It is a menial job, but Saunders cannot refuse as he has just joined His Majesty’s service. He is the perfect picture of a soldier; blonde hair that is cut high and tight in the back with a bit of length in the front, clear blue eyes, and a nice...

Gay Male
1 year ago
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GoldenLocks and the Three Perv Bears

Golden-locks and the three bear pervs Author's note: I was working on a story to post and it went to the dark side big time. I was describing (Mentally) a Master converting a feminized slave into nothing more than an automated fluffer and bidet, and just got depressed when my mind took the recently feminized slaved and converting him(her) into that. My mom always had a rule, when the story goes that bad, shoot it like a rabid dog, and work on something else. As if it were laying...

1 year ago
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Goldielox and the Three Bears

Glodielox was a darling twelve-year-old girl, and the prettiest in the whole wide world! She had long blonde hair down past her waste, the coulour of gold, ruby-like blue eyes and barely noticeable pink freckles on the upper part of her cheeks. One day, she set off into the woods wearing a pink skirt, black shirt and cowgirl boots. She went further than she normally would, and came acrossed a small cabin with its chimney spitting puffs of gray smoke. looking in through the windows, it looked as...

4 years ago
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The Taking of Teddys Wife

I was just back from over the pond when I landed in Edgewood Arsenal, Maryland. I was a sergeant in the Motor Pool and responsible for the reliability of the vehicles. Teddy was a Private, just out of training and he was living off post with his young wife. They had gotten married on her eighteenth birthday and moved to Teddy's first duty assignment in Maryland. Teddy was a nice enough guy but young and naïve to bring his wife to an army base. The guys in the motor pool took him out to drink...

1 year ago
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Beautiful Cute Chubby Teddybear Turned Into Wild Sexual Beast

Hello readers, I’m your boy Gowtham here. First of all, thank you for your great response to my previous stories.You can contact me at Now I’m going share my another incident which happened recently. A little introduction about me for the new readers. I’m Gowtham staying in Vijayawada working in IT. I’m a biker and I love to tour. I’m average built,fair and good looking. It all started a few weeks ago when I was really angry and shouting at the watchman in the parking. The reason is someone’s...

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