Playground Tales 5: Boytoy Takes My Ass free porn video

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It wasn't my fault!

My big mouth really gets me into trouble sometimes. Not because I get lippy or sassy (well I do, but in the proper context), but just because I share information that I probably shouldn't. Like mentioning to my boytoy that I'm not wearing panties under my jeans at work, naturally that's going to lead to me being pinned against the quarter panel of an SUV with his fingers pressed against my clit. Not to say I wouldn't have ended up that way anyway, it's just far more likely when there's only one layer of fabric between his touch and my body.

We made plans for Wednesday night, but by Wednesday at lunchtime, Mother Nature had thrown a monkey wrench into the mix. Fucking bitch. Anyway... I don't particularly need an excuse to just suck cock, but Head Week gives me one anyway. My boytoy said he'd be fine with that... and then I opened my mouth. We had talked a little bit about him putting that huge cock in my ass, and I have to admit that I was a little bit scared by the idea (yeah, ME! It really is fucking huge...), and without even thinking, I said, "Maybe you'll have to put it in my ass after all...". Needless to say, I had to change my pants before I went back to work, the butt plug that was stretching my asshole in preparation for later was clearly visible through the yoga pants I had been wearing. Did I stop there? Did I learn my lesson to stay quiet after being told my ass was going to be destroyed later that night? Of course not. My boytoy got a picture of my ass with the plug in it, and then proceeded to torment me for the rest of the afternoon. I would gasp when I sat down, the firm leather upholstery reminding me the plug was there, and upon hearing that, he would come over and push down on my thighs, driving it deeper into me. While bent over vacuuming, he would come up behind me and grab my ass, his fingers against the base of the plug, and spend a few seconds using the toy to fuck me. By the time I left work for the day, and he instructed me to keep the plug in all evening, I was ready to rip his clothes off in the parking lot, but I had a few things to do first so I would have to wait. Goddess is not always the most patient.

I didn't bother to wear any more than just a little white dress, so it was easy to strip off once we got back to my bedroom. He laid down on the bed and let me rest my head on his belly so I could get that cock into my mouth and worship it. It was so yummy, I think I must have spent about an hour playing with it, trying very hard to get it down my throat but it's so fucking big! He asked me more than once if I was ready for it in my ass, and I said no, I wasn't done sucking it, but truth be told, I may have been putting it off a little too. After the third time he asked, a little more insistantly by grabbing a handful of my hair and pulling me off his dick to look at him, I couldn't say no, so I let him get up and I got on my knees. Face down, ass up, the ring of the plug waiting for him to pull it out and replace it, I handed him the lube and pulled a pillow under me... just in case.

The plug came out easily, it had been in for several hours by then so my little asshole was stretched open. The toy is nowhere near as thick as his cock, but when he pressed the head against me and it slid in, my ass accomodated the girth with no trouble. He pushed in a little further and hit the point where the plug tapered so I began to really feel that giant member invading my body. I had to ask him to stop, to just hold still for a moment, had to take a second to relax again, then he gave me a little more, and a little more. I know I didn't take the -whole- thing, but dear God, most of that massive cock was buried in my tight ass, and I could feel every inch as he fucked me, I felt like I was being split in half and was loving every second! Fuck, it was big but it felt so fucking good!

I knew he was going to cum a few seconds before he said it, I felt that big cock get even bigger inside me, and I begged him for it, "Please Daddy, please cum in my ass, please!" Fuck, the way it throbbed as he dumped his cum into my asshole made my eyes cross, I pushed back against him even though it made me gasp as he buried himself just a little more into me. When he finished, he laid down again as I collapsed beside him, but he didn't let me get comfortable just yet. The last bead of cum sat on the head of his cock, and he called me over to take care of it. I ran my tongue across the tip, then purred as I nestled into his side, my head on his shoulder as his cum dripping out of my ass, a very contented Goddess.

If he's going to keep doing that, I may need a bigger plug........

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Confessions of a BoyToy Part 6 Spindletop

I pulled my Bimmer under the large port-e-cache and parked next to Gypsy's triple red Cadillac El Dorado. That's the biggest damn car I've ever seen. I smiled to myself as I walked around the large chromed continental bumper and into the back door to the house. "Gypsy!" I called as I walked through the back door. "You here?" That's odd I thought. The house was usually lit up like Christmas and had music blaring so loudly you could hear it down the street. The house was instead, dimly lit and...

Mature
2 years ago
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Confessions of a BoyToy Part 5 Abigail

I called Gypsy to bring her up to speed on my ' nooner '. "Howdy, Ms. Thompson called me crying." The calm tone of Gypsy's voice stunned me. "Wwwhat the fffff ...?" I started before Gypsy interrupted me. "I told you, she's a tough cookie! "But Gypsy," I said. Gypsy continued, talking over me, "For a split second I thought your appointment with her had gone badly Howdy. But I was very relieved to learn her tears were happy tears." "She told me all about being your mom's friend, watching you grow...

MILF
3 years ago
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Confessions of a BoyToy Part 4 Sweet Melissa

As I pulled into her drive, there she stood in the doorway, wearing only panties. Gypsy practically bounced out the door and jumped into my arms, wrapping her arms around my neck and her legs around my waist. We shared a deep hot kiss to celebrate our first day's success. Then we walked hand in hand back inside. She poured us a Tequila shooter as we settled in to talk about the appointments. "Howdy," Gypsy started, "where have you been all my life? We made nearly a thousand dollars today! We...

Mature
2 years ago
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Confessions of a BoyToy Part 3 Liz more

I laid there totally naked as this poker faced, tall beauty slowly walked towards the bed. The blond laying next to me laughed uncontrollably at having pulled one over on me. "Soooooo," I stammered sheepishly, looking back and forth at both of them, pointing to the brunette, then to the blond. "you're Liz...aaaand she's...not?" "Yes Sir. And I take you Sir, must be Howdy?" she said as she leaned over between my bended knees, placing her hands onto the bed on either side of my waist. Liz studied...

Bisexual
3 years ago
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Confessions of a BoyToy Part 1 In The Beginning

"What do you mean?" I asked Charlie's friend in disbelief. "Are you saying you will pay me to have sex with some of your lady friends? Uhhh , are you serious?" It seemed like I was entering someone else's fantasy. This would certainly beat the hell out a real 9 to 5 job at the hardware store, or mowing yards all summer I thought. I was nearly twenty-one, was going to college and living the good life. It wasn't like I was starved for affection, but I admit to wandering in and out of short term...

Mature
2 years ago
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The boytoy of my best friends older sister

When I started the tenth grade I had to ride the bus about 10 miles. The school was out in the country. At 16 I was old enough to drive but didn’t have a car or license. My best friend went there with me and it wasn’t too long until we were bumming rides with his older sister, Beth. She was pretty well put together but a little backwards. The girls in the school were cliquish and she wasn’t in the clique. Beth had plenty of friends and she dated other guys but she was quiet and reserved. One...

First Time
3 years ago
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Kristys Boytoy

I was 28 years old at the time and had married my college crush, Peter, a year ago, he was quite a handsome guy. During that time, I was a waitress at a local diner that was famous for it's fancy retro ambience called The Emmerdale, right in front of the diner, was a Karate school, one which I'd often find myself looking for the glimpse of clumsy little 8 to 14 year-olds practice their martial art, I began to realize that through out my years of high school, that genuine feeling I had towards...

3 years ago
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Bawdy Tales of Old London Town part 1

Here we are. You and I. Together in this special place out of the rain. The dusty air is thick with the aroma of storytelling as we make our way between row upon row of well-thumbed books that pack each straining shelf to the heavens. Book upon book stuffed with tales both fact and fiction. At the end of each row is a sign revealing the nature of these tales for the inquisitive to peruse. The theme for this particular row says "Victoriana - Fiction from a golden age." Wandering between...

2 years ago
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CrossDressed Fairy Tales Snow White and the 7 Trolls

Sherry and Sadie, two married men, have a girl's night out at a bar. The evening goes badly and, like Sheherazade, who related the 1,101 tales of the Arabian Nights, they end up in great danger, desperately spinning stories to protect their derrieres. For material, they transgender fables they have read, hoping that their captors won't know the original. Will this strategy work? It will depend on you, the reader, because Sherry and Sadie will soon run out of ideas unless you...

3 years ago
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The Greenwich Tales

The Greenwich Tales The Greenwich TalesBy Freddie Clegg & Phil LaneIntroduction & New Readers Start Here? This story sprang out of an exchange of emails between the Phil and Freddie during the posting of the Freddie Clegg story ?Market Forces?. The two authors discovered a shared interest in Len Deighton?s ?The Ipcress File? and an enthusiasm for exploring what happened to some of the characters outside of the Market Forces narrative. This is the result of that correspondence and a...

4 years ago
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Tales of Ancient Rome 2 Salidia and Lydia

Synopsis: Using her lethal skills, a young, beautiful slave       rises to power in ancient Rome.  Tales 2 is a        character study of a complex and murderous femdom.        109 pgs.                Tales of Ancient Rome 2: Salidia and Lydia                                                by                                                TG                                          Chapter 1                                   Laying in Supplies        "Oh, this feels so good," Salidia...

1 year ago
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Tales Of Androgyny

If you have ever played a turn-based RPG and thought to yourself, “this, but with chicks with dicks,” first of all, splash some cold fucking water on your face. After that, consider yourself a porn prophet of debauchery, because that’s exactly the kind of game you are going to find in Tales of Androgyny. You won’t find any teenage male heroes here like in your favorite animes. This is all about exploring a world full of androgynies people that are as horny as they are hung.Before you jump into...

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