Christmas is a time for fun and a time for presents and for all sorts of good cheer. It seems to put everyone in a good mood. But you know what it does to me? It makes me horny. While everyone else is getting excited about what they are going to have under the tree or the parties they are going to go to, I’m getting wet over the present I have under my skirt. Now, I have to decide who to give it to.
I haven’t decided who is going to be my annual Christmas fuck yet though. There’s this yummy girl that works on the third floor of my office that I’ve been going for coffee with. She swears she’s straight but…that’s just a challenge right? I happen to know that she’s aching for a good orgasm – her husband has forgotten what going down means apparently. How can a man not do that? The scent of a woman when she’s excited has got to be the most arousing smell in the world. I can practically feel my fingers sliding into her wet puss and hear her sigh. She’s got one of those voices that just turns me to mush.
But then there’s this you. Hmmm. You work in a building a couple blocks down from where I work and we kept running into each other at the Starbucks. And eventually we talked and that turned into exchanged emails and since then I’ve found out that we have something in common – a love for anal sex. You know, you’d think most guys are into that but some of them are just scared to go there. And it’s been awhile since I’ve met a guy that truly knows what he’s doing when he’s using the backdoor. You know what I mean girls – the kind of guy who isn’t afraid to take his time. A little finger play, a little tongue, a lot of tease – it just makes it so much better when you finally slides your cock into my ass nice and slow so that I can feel every inch of your flesh as it enters me.
I have been having this fantasy about you. I’ve been fantasizing that we are at the same bar for our Xmas parties and…well, let’s just skip right to the good part and say we head home early…together of course. A couple of drinks back at my place and things get nice and heated up. And pretty soon inhibitions are gone – along with the clothes. Everything except for the cute little Santa outfit under my clothes. Doesn’t matter that I still have the bra and panties on though because the first thing on my mind is your cock.
I always like to start things off with a blowjob. There’s just something about the feeling of a man growing hard in your mouth. I love it. I love to see your excitement rise as I lick my tongue up and down your shaft, teasing you, taunting you almost with what you’re going to get. When I feel your pole start to twitch, that’s when I let you feel the heat of my mouth. I encompass just the head with my lips at first and I run my tongue all around the round tip. It’s so arousing to see you get excited when I do that and to feel your struggle to keep control. Then I take more of your cock into my mouth, slowly, until I’ve reached the base. And then it is just a matter of taking you as far as you can go without cumming. Sometimes I completely stop and just hold you as deeply in my mouth as I can handle and I use my tongue to drive you crazy, running it up and down the underside of your cock until you start to move your hips, wanting more.
But this isn’t just about you, you know. I need some pleasuring, too. I push you back on the couch and slowly remove the bra and panty set, leaving the stocking, heels and Santa hat on. I slide my hands over my breasts as I approach you and then straddle you. I want you inside me – but I want it my way. I pull your hands over your head so that you can’t touch me. I know you could escape if you wanted to but I know you won’t because you’ll be having too much fun. I let my breast run up the side of your face and let my nipple skim your cheek. Then I bring it closer to your mouth and you move your head so that you are suddenly sucking at it feverishly. It’s just a little bit rougher than I normally like but tonight I am so worked up that it just gets me hotter. I need more…
With one hand still holding your arms above your head and my nipple still in your mouth, I reach between my legs and find your cock, still hard and waiting for some attention. I slide it inside my pussy and thrust my hips against you so that I take you all inside of me in one motion. Fuck – that feels so good. For a moment I just stay still, enjoying the feel of your teeth grating against my sensitive flesh and squeezing you dick inside my warm, wet walls. I begin to grind against you, rising and falling and pressing my clit against you. I have full intentions of making it last but my speed is rapidly increasing as I get more and more excited.
Suddenly you get excited and pull your hands away from mine. You grasp the flesh of my ass and thrust inside me. I know I am so close to coming and I really have been thinking about you fucking my ass for so long. I tell you I need more and you know just what I mean.
You position yourself behind me and I raise my leg so it rests on the back of the couch. As I feel the head of your cock rubbing against my puckered hole I begin to rub my clit. And then I feel that slight burn and push as the head of your dick slides past my anal ring. And inch by inch I feel you fill my ass. It’s the most erotic thing in the world and I sigh with complete lust as you pull your cock almost completely out and the back in again – faster this time. Soon, you’re driving your dick inside my ass with wild abandon. I’m frigging my clit and getting closer and closer to coming. But it isn’t until you reach up with one hand to find my breast again – and that hard little nipple that you tormented with your mouth earlier. As you fuck my ass your hand squeezes my breast and then you pinch the nipple – hard enough to make me lost my breath for a moment. As you twist and pull it is almost torturous – but in such a good way.
That’s when I totally lose it. Every muscle in my body clenches up as an orgasm rips through me. You can feel every shudder as I cum and with one last pinch, one last thrust, you’re right behind me.
Hmmm – so who should my Christmas fuck be this year?
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I’d been after my girlfriend to have anal sex for months but she always turned me down – at least a dozen times. I guess the pressure was kinda getting to her because she told me she wanted to “take some time off.” That’s girl talk for, “I’m breaking up with you but I’m too chicken to do it properly.”
Well, I’ll be damned if not even a week later her best friend didn’t come to see me. Kathy had hung out with us lots and I’d always admired her hot little body. She was really cute and always wore clothes that showed off her figure.
She came into my place and told me how sorry she was that Brenda had broken up with me because she wouldn’t see me as often. Then, we chatted for awhile. Finally, she got to the point of why she was really there.
“You know, Brenda told me why you guys broke up.”
“Ya – you must think I’m a real ass.”
“No. I actually didn’t get it. I told her she should try it.”
“Ya? You ever tried it?”
She shook her head. “No. Remember when I was going out with that guy, Mike? I tried to get him to go there but he said that was for fags.”
My dick was starting to get hard just knowing that she was into anal sex and actually wanted it.
“He’s an idiot.”
“Ya.”
She was quiet for a moment.
Then she said, “But you know, since we’re both single…”
“What about Brenda?”
She smirked and came over and straddled my lap.
“I won’t tell if you don’t tell.”
“Not a word,” I promised as she slid her top over her head.
My hands went to those hot little tits right away. She was smaller than Brenda but who gave a shit – she was going to let me have anal sex with her!
I started sucking at her nipples and she got really squirmy on my lap, rubbing herself against my dick, which of course was rock hard by now.
I figured she was ready to get naked by now so I said, “C’mon. Let’s go into the bedroom.” She didn’t make any complaints and headed down the hall right away. Guess she wanted it as badly as I did.
She quickly removed her clothes and started to work on my cock. First a little hand work and then she started sucking. Her ass and pussy were right in front of my face so I started to finger her. She was already dripping wet and I had no problem sliding a couple fingers in there. She moaned with her mouth full of my dick so I added another one. She was moving back and forth over my hand and it looked great but I was watching her puckered hole. I brought my thumb up and started to rub it.
“Wait…”
Shit, I thought, she’s chickening out. No anal sex for me.
But she wasn’t. She reached over to the side of the bed where she’d dropped her purse. She came back with a little bottle of lube.
“Use this,” she said and went back to sucking my cock.
So, I squirted a healthy amount over her little rosebud, slid my finger back into her cunt and popped my thumb into her ass.
She muttered something over my cock but it didn’t sound like “stop” so I kept going. I pumped away at her juicy twat and her lubed up ass until I couldn’t stand it anymore.
“Kathy, c’mon. I’m going to cum and I want to get inside your ass.”
She sat up and smiled at me. Grabbing a condom from my bedside drawer, I slid it over my cock. I was hoping I’d last long enough to really enjoy it.
Kathy got on all fours in front of me and said, “Just remember to go slow ok?”
I slid into her pussy first. It felt damned good but I didn’t want to waste too much time there so I headed for the back door. I pressed the head against her tight ring and at first it wouldn’t give.
“Push harder,” she said.
I did and it was almost like a pop. She grunted really loudly, but she didn’t’ tell me to stop. I slid in a little more. Fuck, her ass was tight. With each stroke, I thrust a little deeper, a little harder. I couldn’t believe I was finally fulfilling my anal sex fantasy.
Her hand moved to her clit and began to rub. Although her face was buried in the pillow I was pretty sure I could hear her say, “Yes, yes…” and “Fuck…” over and over again. Pretty soon she was backing her ass up against my cock. I knew I couldn’t hold back for much longer so I was really glad when her body started shaking and her muscles started to clench around me. It was the greatest thing I’d ever felt. I kept pumping away into that hot tight space until I came harder than I had ever cum before.
Finally, I let my cock slide from her ass and we both collapsed.
“Promise you won’t tell Brenda that we had anal sex?”
I laughed. “Brenda who?”
She smiled.
“Does that mean we can do it again?”

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I’ve always had a bit of a fantasy about tranny girls but I’d never met one in real life – or so I thought. There was this bar that I went to all the time – Clyde’s – and I got to know the regulars. One of them was Tonya and she drove me wild with her long lean body and her slutty red lips. Little did I know, she was one of the tranny girls that I’d been jerking off to every night.
But one night I got a little drunk and I got the opportunity to find out. My car was out in the front and I was about to get into it when Tonya came out and grabbed the keys out of my hands.
“I don’t think so mister! You’ve had at least one too many and you’re not getting behind that wheel!”
“But I don’t have any cab money,” I moaned.
“You just scooch over and I’ll drive.”
As I moved over to the passenger seat I saw one of her long naked legs slide into the driver’s seat and her skirt rose up over her thighs and suddenly my hand was on her knee.
She gave me a funny look but she left it there. On the ride home my hand crept higher and higher and finally, when we pulled up in front of my house, she stopped me.
“Look hon. I’m not your average girl. I’m unique. I don’t know if you can handle me.”
“I can. I promise. I’ll make you scream with pleasure.”
“Oh, I’m sure you would,” she said with a cheeky smile, “but I’m likely more than you’d expect.”
“Then show me,” I said.
I guess I convinced her that I could handle her because she followed me inside. I kissed her lips and felt her body tremble under my hands. Her nipples were already hard when I slid them up under her skirt. And then she slid to her knees and reached for my zipper. The next thing I knew her mouth was on my dick she had fully encompassed my member in her mouth. The heat was insane and her tongue worked magic I’d never felt before. Blood raced through my veins as she sucked at my cock firmly and with such talent I thought I would explode in her mouth.
I couldn’t take it anymore. I pulled her up, turned her around and leaned her over the kitchen counter. I pulled her skirt up roughly and practically ripped her panties off. And that’s when my fingers brushed her hard cock. I found a pair of hard testicles and instead of being turned off I got even harder. It totally turned me on.
Tonya was one of the tranny girls that had been giving me hard ons for a long time. And she wanted me to fuck her. I stroked her dick just like I did to the tranny girls in my dreams and then I guided my dick to that puckered brown hole and pressed gently against her.
“Yes, yes, fuck me please!”
And with one firm push that’s exactly what I did. She screamed with pleasure – just like the tranny girls in my fantasies – and that was all I needed. I started plowing her tight tranny ass fast and hard as I wanked at her dick.
When I felt her ass contract around my shaft I knew she was about to cum and I stroked her more firmly. Then I felt her jism spurt out all over my hand and onto the floor. I didn’t know tranny girls could actually cum like that and it turned me on so much that I exploded. Stream after stream of jizz shot into her tight tunnel.
Tranny girls are even better than I ever dreamed they could be and since then Tonya has introduced me to some of her girlfriends and we’ve had a great time together.

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My office assistant, Tawny, was a gorgeous milf with big tits. I couldn’t take my eyes off her as she pranced around the office showing off her huge DD tits stuffed inside her tight, braless blouse. I was recently divorced and I needed a good cock sucking. I never had any problems getting head from my female office staff and Tawny would be no exception. I was a hard-bodied executive who could double for a George Clooney look-alike – dark, handsome and a thick 9-inch cock that sluts loved.
As Tawny passed by me in the hallway, she slyly pressed her full tits against my chest and smiled a wicked grin. She crooked her finger in my direction and I knew exactly what this slut wanted. I followed her to my office and knew this hot milf with big tits would be sucking my dick in mere minutes.
“Why did you bring me into my office, Tawny?” I asked sternly.
“I think you know, Big Boss,” she answered as she sat on my desk, lifted her skirt and spread her wet, shaved pussy.
“Not yet, slut. I’m in charge,” I commanded as I pushed up her blouse revealing huge tits. Tawny had the biggest nipples I had seen – dark, thick nipples that stood out like big brown pencil erasers.
“Do you like what you see, Big Boss?” She squeezed her massive mammaries together.
I pinched and pulled on those brown beauties until that slutty milf with big tits squirmed under my fingers and moaned loudly. I had other plans for this big-titted whore. I unzipped my pants and pulled out my thick, bulging cock. I pushed her down to the carpet.
“Get on your knees, slut. It’s time to service your Big Boss.” I commanded.
“Yes, Big Boss, let me show you how I can suck your big pole like a good girl. I want your thick cum sliding down my throat,” Tawny teased as she slid my bulging cock inside her mouth.
This nasty milf with big tits knew how to suck dick. It had been too long since I had gotten head from an eager slut. She worked my cock like a starved slut eating her last meal. I don’t think she’d need a lunch break today – my cock was more than enough.
I reached down and grabbed her huge boobs as she licked and slurped on my throbbing pole. As she worked her mouth, my cock throbbed and could feel my balls tighten. This hot milf with big tits would get her creamy surprise soon. I grabbed her hair and pushed her hard against my face. I shot my huge load into her hungry mouth, as she eagerly lapped and licked up every drop of my thick jizz.
I looked down as Tawny, my hot milf with big tits, as drops of cum trickled down her face.
“What are you doing later this afternoon, Big Boss? I think I need to we need to take care of some dick-tation.” She winked.
“Oh, I have more than dick-tation on the agenda, Tawny. Meet me here at 3 pm sharp and get that pussy hot and ready for a good hard fucking by your Big Boss.”
It’s always nice to have a very loyal and cock-hungry assistant at my disposal, I thought as I tapped my cock against the face of my slutty milf with big tits.