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Homer’s Family Shemale Surprise

Shemale Toons — Sat, 23 Aug 2008 02:27:42 +0000

After a long day of shopping at the Kwik E Mart, Marge and Lisa are just looking forward to some rest and relaxation. Since it was so fucking hot out, they retired upstairs to take a bath together. Of course Homer couldn’t let them have fun by themselves, so he ran upstairs and interrupted their bath. So they had to punish him for fucking up their good time by exposing their new…
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Shemale’s Cock Transforms Guy

Shemale Toons — Wed, 13 Aug 2008 02:24:14 +0000

Nothing is better than finding a hot piece of ass to grind up on when you’re on the dance floor. And this babe had it all working from her, especially her big, round tits. So when she wanted to sneak off to the bathroom to get our freak on, I couldn’t get there fast enough. She let me suck on her nipples while I was whipping both of our clothes…
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Helpful Wait Staff

Shemale Toons — Tue, 05 Aug 2008 02:15:45 +0000

“Please have a seat, my dear”, my date said to me as we were finally sitting down for a nice dinner. The place was packed with high-brow people as per usual, but the wait staff was quite different! I mean, it’s not like they were rude or anything, but they were quite sexy in a very obvious way, if you know what I mean…
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Porno Watching Shemale Threesome Gets Off

Shemale Toons — Fri, 01 Aug 2008 02:14:20 +0000

Look at these wild babes, getting ready for a fun night! They’re already in their sexiest lingerie, looking forward to some hot action, when one of the hot shemales pops in a new porno she got. The chicks are anticipating some hot action, with them already feeling…
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Guy’s Shemale Wishes Are Granted

Shemale Toons — Wed, 30 Jul 2008 02:12:10 +0000

Man, shit has been sucking lately for me! My job sucks, my girl left me, and I just tripped over this fucking bottle on the beach! It was a cool looking bottle though, so I tried to clean it off to see what it was. When I wiped away the sand…
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The Rise Of Areeya

Shemale Toons — Mon, 28 Jul 2008 02:07:31 +0000

It was close encounters of the third sex.. With perfectly sculptured feminine bodies and monster cocks for deep anal probing, the transsexed androids had landed. These nymphos had been floating in space for light years, clearly bored, lonely and incredibly horny, they had arrived to take out their sexual frustration on us. Men were pinned to the…
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Shemale Soldier Pounds The Enemy Hard

Shemale Toons — Thu, 24 Jul 2008 01:22:13 +0000

Our intelligence allowed us to pinpoint a weakness in the enemy’s defense, which is why we were parachuted in right where we were. Unfortunately, our intelligence was flawed, and I was captured by the head bitch in charge. I hated everything about her, and she hated everything…
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Shemales Plow Lucky Girlfriend

Shemale Toons — Wed, 09 Jul 2008 22:33:19 +0000

We were already ready to go to the mall, but we were waiting for that slow bitch Clover to finish up! She was in her room getting changed, so of course we had to take a peek! She has some sexy curves, and a gorgeous shaved pussy and sexy ass! We were both getting kind of horny, so we started stripping behind her, and then snuck up on her…
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Shemale Friends Have A Good Time

Shemale Toons — Tue, 01 Jul 2008 21:05:26 +0000

When things get downright boring for us when we’re hanging out is when we know what we have to do to liven things up. So we headed back to my place for some great fun, because that’s what us t-girls do! My girlfriends were laying on the bed already, pawing at each…
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Gamer’s Shemale Fuck Surprise

Shemale Toons — Sat, 21 Jun 2008 19:26:34 +0000

I just got this new sweet game, and I couldn’t stop playing the damn thing! I hadn’t slept; I hadn’t showered; and I didn’t really care. It was fucking mesmerizing! It helped that the lead character had these huge tits that flopped everywhere she…
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Tranny Waitress Does A Dude

Shemale Toons — Fri, 13 Jun 2008 18:06:59 +0000

My girlfriend brought some stupid chick whom she called her friend to our Valentines Day date. I hated that, and I guess I was bitching all over the place. The waitress was super hot, but somehow she had to handle most of my bitching…
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Dressed Up And Fucked Like A Girl

Shemale Toons — Mon, 26 May 2008 15:07:35 +0000

Who was up for a night of passion that only shemales could share with one another? We all were that night! Not that we needed it, but a little partying and a little drinking helped to make this night more memorable than others! We all teased…
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Cornered And Banged By Shemales

Shemale Toons — Sun, 18 May 2008 13:42:58 +0000

I was having a great time hanging out at the club, while eyeballing all the fine pieces of ass that were around. I looked around, and I was definitely the luckiest guy there, because all these big-titted black booties were dancing all around…
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Wrong Spell Casts Shemale Fuck Fest

Shemale Toons — Wed, 30 Apr 2008 10:53:30 +0000

I was up late one night trying to practice my favorite spells that I usually have trouble with. I thought that I had finally nailed the one that summons up a naughty demon, but instead these two sexy, but mean-spirited sprites arose from…
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Santa’s Merry Christmas With A Shemale

Shemale Toons — Mon, 28 Apr 2008 10:35:20 +0000

Getting to the end of my run this Christmas Eve, I was getting quite tired. I wiggled my way into this chimney that I thought was too tight, but then tumbled my sorry ass to the bottom. When I shook the cobwebs loose, I spotted…
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Ebony Shemale Surprise Guy On Vacation

Shemale Toons — Sat, 26 Apr 2008 10:17:10 +0000

What awesome luck! I knew that I would see some ebony beauties here at the beach in Africa, but the entire beach is covered with the sexiest, bustiest black babes I’ve ever seen! And they’re all eyeballing me like I’m for lunch! Some of them came up to me and asked me if I wouldn’t mind lotioning up their bodies. Like I would mind…
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Shemale Sea Fucking

Shemale Toons — Thu, 24 Apr 2008 09:58:59 +0000

As I approached my hot shemale girlfriend, my cock grew stiffer with every step I took. I couldn’t wait to feel my cock buried inside of her, and when I woke her up, she definitely stood at attention for me! She bent over and was ready for my stiff prick in her ass, and I didn’t disappoint, as I filled her with every inch of my thick shaft. Nothing feels better than fucking the ass of a hot shemale, and I basked in the glory of being out in the middle of the water, banging my favorite girl, and watching those big tits flop around while that huge cock bounces around as well. As I let loose a long stream of hot jizz in her ass, I knew the fun wasn’t over. She knew it as well, as she laid down for me and let me suck her long cock until she got off all over my face. I highly suggest fucking at sea!
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Goth And Punk Shemales Fuck Hard

Shemale Toons — Tue, 22 Apr 2008 09:40:50 +0000

I was so glad to have my sexy goth friend over. It’s always good to have friends that aren’t just like you, but are into the same types of things as you, like fucking each other’s tight assholes. Us hot shemales have to stick together, you…
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Shemale Fairies Use And Abuse Fallen Greek Man

Shemale Toons — Sun, 20 Apr 2008 09:22:41 +0000

Out on my normal stroll around the city, I came across this narrow old wooden bridge that I was sure could still support my weight. Of course I realized this was a poor move after I broke through and started plummeting. Just as I was about to fall to my death, two mystical fairies swooped down and caught me. Well I was relieved, and a little turned on, as these fairies had big breasts with long cocks to go with them! I was even more turned on when they started to suck me off while in the air. What was I to do? They just saved my life! So they each slipped their dicks into both my holes, pounding me in rhythm while my own cock was dripping wet. We fucked so hard and long that we all came many times over, each more pleasurable than the last. But fuckers, they dropped me into the water below anyway! I guess used and abused is better than untouched!
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Surprise In Store For Popular Dad

Shemale Toons — Fri, 18 Apr 2008 09:03:30 +0000

Homer had really been getting on my nerves lately, but I know just how to adjust his attitude. I started going to the gym with my sisters to bulk up a bit, and started taking a bit of steroids to increase my appetite for him. I just got home from a vigorous workout, and I saw Homer laying in bed waiting for me to come to him. Well what a surprise I had for him, as not only was I ready to pounce on him, I had a huge cock waiting to pound his asshole! I grabbed him from behind and held him down, pounding away as hard as I can as he moaned and screamed out loud. I latched on to his shoulders so I could hammer his tight asshole further, and my strength was just too much for him. Finally, after I laid waste to his balloon knot, I pulled out and released a torrential amount of jizz all over his face. Maybe that will teach him to be a better husband!
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Three-on-one Alleyway Shemale Gangbang Surprise

Shemale Toons — Wed, 16 Apr 2008 08:44:26 +0000

I had just got out of work, and I could see storm clouds moving up ahead of me. Cursing myself for leaving my umbrella at work, I started walking briskly so that I didn’t get caught up in it, when I made a wrong turn down a dark alley. In it, there were three of the sexiest babes I have ever seen. I thought maybe my luck was changing, until all three started pushing me to the ground, and exposing their enormous dicks to me! They tore at my clothes and my flesh, shoving their cocks in both my mouth and my asshole. I had never felt anything so large in my life! After all three had their fill of my mouth and ass, they made me lay down so they could shoot all three loads across my face. I’ll be carrying my umbrella everywhere I go for now on.
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Overdue Rent Paid With Shemale Fucking

Shemale Toons — Mon, 14 Apr 2008 08:26:15 +0000

Nothing thrilled me quite like robbing banks. And I was so good at it that I never got caught. That is, until the new sheriff showed up in town. I thought I was going to make a clean getaway, but she booked me quicker than a hiccup. It was…
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Best Of Both Worlds!

Shemale Toons — Sat, 12 Apr 2008 08:08:09 +0000

It’s the first day of the new school year, and I was just walking around on campus when I spotted a stressed out new student dropping her books everywhere. She seemed like she needed someone to talk to, so we sat and chatted for a bit. She told me how nervous she was, and she was hoping for a way to ease the tension. So I offered up some…
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Tango

Shemale Toons — Thu, 10 Apr 2008 07:48:53 +0000

I love going out every Friday night to the dance clubs to show off my tango skills in the hopes that I could find some sexy guys to do the horizontal mambo with later on. So on this night, I found a great dancer who was there alone who loved to dance. I can feel his cock throbbing through his pants as I rubbed past him as we danced, and decided to bring him back to my place to fuck. Not only did “he” have a huge cock, he wound up having some cute tits as well, and aimed to please me! She worked my nipples over with her tongue, and I wrapped my lips around her dick and tongues her asshole. I alternated between getting pounded in my pussy and my ass, enjoying the sensation in both holes as she screamed in delight and shot her load inside my ass. This day ended up perfectly.
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Shemale Security At Your Service

Shemale Toons — Tue, 08 Apr 2008 07:30:43 +0000

Another boring day at work, making sure the bank is secure. I was just sitting back, drinking my 4th coffee and having probably my 20th cigarette, when all of a sudden the alarm went off? “What? Is someone actually stupid enough to rob the bank?” I sprang out of my chair to thwart the robbery, and there she was, a hot little criminal all decked out in skintight black clothing. Oh, she was so hot, and I was busting out of my own clothing just trying to arrest her! I had to strip her down nude to make sure she didn’t have any contraband on her, and my hard rod poked out from underneath my uniform at the sight of her. I made sure to remedy that and slide it right into her tight snatch to reward myself for a job well done. Luckily, this common criminal was a willing participant, and sucked me off before presenting her pussy and asshole for my stiff prick. I think this criminal’s got a stiff punishment!
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Threesome

Shemale Toons — Sun, 06 Apr 2008 07:06:35 +0000

I was definitely ready for tonight. Where else are you going to go to find the hottest looking babes with the biggest tits, and they all have juicy logs of man meat in between their legs? Who would have guessed?!? Well I for one did not care, especially as I was surrounded by these big tits all in my face, attached to horny chicks with dicks ready to be fucked. I was hooked! These sluts couldn’t get enough of my hard cock as they licked it lovingly while sucking off each other as well. Once… read more >>>
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Punishment For A Robbery

Shemale Toons — Fri, 04 Apr 2008 06:48:24 +0000

Scientist’s Beautiful Creation

Shemale Toons — Wed, 02 Apr 2008 06:30:17 +0000

It was so lonely working in that lab. Working long nights, having no social life to speak of, never having any friends. So I made up my mind that I was going to create my own very special friend right in the lab. One that has the beauty of a buxom woman with the equipment that I need to feel inside of me. So when I unleashed my secret prize, I was jubilant to finally run some experiments on my creation. I went right to work on the specimen, sucking on her long cock, aching for it to be inside of me. I slid her foot long between my big tits while drooling all over to make sure it was nice and hard, and then she proceeded to slam my pussy and asshole with her thick member. It was a hotter experience than I could have ever imagined. This experiment was a complete success!
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Shemale Ice Cream

Shemale Toons — Mon, 31 Mar 2008 06:12:05 +0000

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Shemale Fucks To Keep Her Secret

Shemale Toons — Sat, 29 Mar 2008 05:53:56 +0000

I always eyeballed this hot chick that I saw around the neighborhood, but today I noticed something a bit different. I peeked under her skirt, and she has a huge bulge down there! I can see she was trying to hide it, but I decided…
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Shemales Surprise The Baker With Cocks

Shemale Toons — Thu, 27 Mar 2008 05:35:50 +0000

I was getting ready to clean up for the night, when I heard a knock at the back door. It was three hot babes with long coats on. I thought maybe my pal George sent me some strippers, but it turned out to be health inspectors. Gulp! They looked around my place during…
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Shemales Teach Peeping Tom A Lesson

Shemale Toons — Tue, 25 Mar 2008 05:17:38 +0000

Man, I needed to get me a piece of that white meat! Those schoolgirl uniforms that these blonde bitches are wearing leave little to the imagination, but the way they make my cock drip in excitement leads me to want more. I devised a plan, and went over as…
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Girls Magically Turn Guy Into Hot Tranny

Shemale Toons — Sun, 23 Mar 2008 04:59:28 +0000

Another long, boring day. I was making it home from work, and I passed by these hot chick on my way. Nothing out of the ordinary, except for the fact that they were actually checking me out for a change. That’s nice, but they wouldn’t want to be with a bum like me. I made it home, and there was this fancy package on the porch that said “Open me first… read more >>>
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Makeup Solicitation Turns To Pleasurable Shemale Sex

Shemale Toons — Fri, 21 Mar 2008 04:41:20 +0000

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Successful Hunting

Shemale Toons — Wed, 19 Mar 2008 04:23:11 +0000

I had just got done with a long day of hunting, and was looking forward to some rest when two of the most hottest chicks I had ever seen made their way towards me. It was so odd seeing dames of this caliber out here, but being the nice guy I am, I offered them some warmth and some grub. After a few drinks, they summoned over to me to come have some fun…
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Lovelorn Guy Finds Shemale Fucking A Pleasure

Shemale Toons — Mon, 17 Mar 2008 04:05:01 +0000

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New Shemale Student Surprises Friend With A Fucking

Shemale Toons — Sat, 15 Mar 2008 03:43:33 +0000

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Rescuer’s Reward

Shemale Toons — Sat, 15 Mar 2008 03:43:31 +0000

I didn’t know what I was getting into today as I waded in the water, until I saw a damsel in distress. She had a full grown shark circling around her surfboard, just waiting to take a bite out of this hot dish. Luckily, I had my harpooning gun close to me, and I took out the hungry shark before he made her his dinner. After bringing the babe back to shore, I realized just how lucky I was, as her and her friend wanted to thank me their own personal way for saving her. Their big bouncy tits persuaded me even more, and before I knew it, I was being… read more >>>
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Shemale Caught

Shemale Toons — Sat, 15 Mar 2008 03:43:29 +0000

We were just playing around! I didn’t know that our master would be coming back so soon! So when she caught me and another shemale slave playing around in her clothing, she was FURIOUS with us. She told us that she would make us pay for playing around in her things, but oddly enough, she didn’t want us out of her clothing though. She forced us to take tons of cock from her and her acquaintances, drowning between their loads of cum all over our faces and bodies. Our assholes were filled and drenched, as were our bodies, and most importantly Master’s boots. They didn’t seem to mind though, so I guess they turned a bad situation into a good one in their eyes.
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Victory Celebration With A Sexy Shemale

Shemale Toons — Sat, 15 Mar 2008 03:43:26 +0000

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Slave Tranny Gets Fucked

Shemale Toons — Sat, 15 Mar 2008 03:43:25 +0000

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The Neighbours

Shemale Toons — Sat, 15 Mar 2008 03:43:06 +0000

I was getting ready for my first night’s sleep at my new apartment, when I heard a knock at the door. It was late, so I was going to let it go, but the two chicks from next door practically beat down my door to get in. Their BONERS protruded from their nylons, basically showing me just what I was in for that night. They filled my mouth with hard cock, making me struggle with every inch, before they bent me over and pounded my ass. They were way stronger, so I had hoped that instead of trying… read more >>>
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Police Work

Shemale Toons — Sat, 15 Mar 2008 03:31:50 +0000

I wasn’t very happy that they were giving me a new partner to accompany me on my beat, but once I got a look at how sexy she was, I started to mind less and less. We were relaxing back at the station, and I kept sneaking a peek at her hidden goodies. She finally caught me, and I guess she was thinking the same thing as I was, because pretty soon she was in my arms and slipping out of her uniform. Once she took off her bottoms though, I was surprised to see what sprang out: a thick cock… read more >>>
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