Mark came down for the weekend a few years ago, when I was 18 and Mark was about 40. I had just started “blossoming”, I guess you could call it. My tits had grown from a 34A to 34C in just a few months, and I could tell Mark couldn’t help staring at them all through dinner and while he and daddy played poker that night. He and daddy were drinking a lot, and when everybody was ready to go to bed he was pretty drunk.
I fell asleep pretty quickly that night. I don’t know how long I was out, but when I woke up there were hands on my tits. I wasn’t sure what was happening at first, so I pretended to be asleep. After a few moments I peeked my eyes open and saw that it was Mark! I was a little scared, but I could also feel my pussy starting to get wet–Mark was feeling my nipples through my t-shirt, and it felt really good. Nobody had ever played with my tits before! I couldn’t help it I moaned a little as he slid his hand up my shirt so that his skin was against my skin. His hand was so warm, and his fingers pinched one nipple, and then the next, and then squeezed each of my breasts before playing with my nipples again. My pussy had never been so wet!
Involuntarily, I moaned again. He took his hand out from under my shirt, and I opened my eyes to see why…I really loved him playing with me, so much that I felt like I could cum just from that! I opened my eyes just enough to see why he stopped, and I saw him undoing the button on his jeans and his zipper. He pulled off his pants and I could see how hard he was through his boxers, and it made my pussy ache even more. I had never seen a dick in real life before, and I held my breath a little as he took off his boxers.
As soon as his cock was free I opened my eyes a little wider to take it all in. It was so hard and long, and suddenly I really wanted to touch it. My panties were soaking wet by then, and all I could think about was taking it in my hands or even putting it in my mouth…
Mark started pushing my shirt up, exposing my tits. My breathing was getting jagged, but I tried to keep it under control as best I could because I wanted him to think I was still sleeping. He bent over me, and flicked his tongue out over my left nipple and then began to suck on it. His wet mouth felt so good, his tongue swirling around my hard little nipple like that…and as he moved over to start sucking on my right tit his cock pressed against my leg.
This time I couldn’t fool him. I gasped loudly and arched my back, trying to press my chest against his mouth harder. He stood up and as I sat up I realized he looked afraid that I might yell or something. I put my finger to my lips and then motioned for him to come closer.
“I won’t tell daddy, Mark…”
Mark cautiously stepped forward, and I could tell he was still drunk. I pushed myself up a little on the bed, my tits still exposed to him.
“I swear I won’t tell,” I whispered.
He still seemed a little unsure, like he was having second thoughts. I took off my shirt and started rubbing my tits for him, pressing them together and I even pinched my nipples. Mark moaned and his hand reached for his dick, wrapping around it and stroking it. As I watched him and played with my breasts I could feel my wet pussy soaking my panties. I wanted it so bad!
Mark came up to the bed and I didn’t waste any time. I reached up and feathered my fingers over his cock. It felt harder than I expected somehow, but was still soft and smooth. He shivered as I wrapped my fingers around him gently, and I started stroking his dick from base to tip.
He sat down on the bed next to me and I slid off it, kneeling between his legs as my hand continued to work him. My second hand joined the first, and I stroked his cock for a few minutes, loving the way he moaned as I touched him.
I had never sucked a cock before, and wasn’t sure how to start, but I knew that I really wanted to. Mark wanted me to suck him too, because he started reaching for my hair and guiding my mouth towards the tip of his dick. I started with a kiss, but then I parted my lips and allowed him to push me down on him. His cock tasted so good, sweet and a little salty. I let my tongue glide along the underside of his shaft as I made my way up and down his dick. When I got to the tip I sucked the head of his cock, which made him moan for me and made me feel proud of myself.
After about five minutes he started to breathe heavily and told me to stop because he didn’t want to come yet. He asked me to stand up for him, so I did. I took of the rest of my clothing when he asked, and he masturbated while I stripped for him.
I stepped closer to Mark, and he reached out and hooked his fingers downward to touch my pussy. He said he couldn’t believe how wet I was, and then he slid two fingers inside me. His fingers were thick and it was a tight fit, but it felt so fucking good especially as he began to pump his fingers in and out of me as his thumb played with my clit. I wrapped my arms around him and his teeth nipped at my nipples, and it wasn’t long until I felt my pussy tighten around his digits and I squealed for him. My legs felt weak as I came, but he kept fingering me until I sat on his thigh, straddling it.
Mark told me to sit on his cock. Even though I wanted him to fuck me so bad, I was a little nervous. I’ve never done anything like this, and was afraid it would hurt because some of my friends said it did. But his fingers felt so good that I didn’t care. I stood up and positioned myself over his dick. He held it steady as I eased myself onto it. I whimpered a little, and he told me to stop a few times so my pussy could adjust to how big his dick was, but it didn’t hurt nearly as bad as I thought it would. Within a minute or so I had his whole cock inside me, and it felt so amazing I thought I would cum again right then and there!
Soon he was pushing me up and down his dick harder and faster. I could hear his cock slamming into me and his balls slapping against my wet pussy, and every time his cock pumped into me I moaned for him. Mark reached down between us and flicked his thumb over my clit again, and soon after that I came around his dick, my pussy pulsing around him hard and fast. I muffled my moans against his shoulder, because the last thing I wanted was daddy hearing us!
As I came a second time for Mark, his breathing got real heavy again and I knew he was going to come soon. I clenched my pussy around him and called him Daddy, and that’s when I felt his hot come shooting into me, deep into my pussy. He forced my hips down and kept me still as he emptied himself into my tight little pussy, and I moaned for him the whole time as I bit into his shoulder.
Mark got dressed soon afterwards, and before he left he kissed my cheek and said we should play again sometime.
I always looked forward to his visits, after that.
My wife and I went to a local bath house to relax. We had never experienced going into the community bathing area where it was clothing optional. I had always wondered what kind of reaction my wife would be showing her boobs in public. Her tits look amazing; beautiful DDD cups with nice and hard nips. She thought they hung a little too much but I strongly disagreed with her.
We made a bet on how many men would get a stiff cock looking at them. I guessed 5 and she guessed 1; meaning me! If she won the bet I would have to rub her clit and help her come to climax as she fucked one of the jets in the tub. If I won I told her she would have to give me a hand job in the tub where everyone could see.
We walked into the changing area and both removed our clothing. My wife had just recently shaved her pussy completely bald. I reached down quickly to feel her wet pussy. It made me very excited knowing she was already getting moist.
We both walked out into the community area together, completely naked. The bath house was filled with about 12 people; about 8 were men with the rest being women. I had never been in one room with so many naked boobs in public before. I checked around and noticed all of the women were small breasted. It made my cock stiff knowing my wife had the biggest rack in the place. I noticed everyone look towards us to see who we were.
We looked around and decided to go and sit in one of the tubs towards the back of the house. The tub was empty which sounded good to us. I was dying to feel my wife’s wet pussy some more while being around other people. We slipped into the tub and positioned ourselves near some jets. My wife and I sat and relaxed for a little while just enjoying the peace and quiet.
We both started noticing that some of the men there were walking around checking everyone out. Within the first 15 minutes of being there all 8 guys had walked by our tub to get a closer look at my wife. We noticed each guy was getting a stiff cock as they walked by. My wife looked at me and seemed surprised by all of their reaction. I instantly became hard knowing what was in store for me next.
My wife turned to me with a huge smile on her face. She knew she had lost the bet but had a different idea in store for us. She reached down and began to stroke my hard cock in the water, making waves in the water with her hand movements. She rubbed me for a few moments then told me something that I couldn’t believe. She told me she loved showing her huge boobs in public. She was dying to show them off more. I wasn’t sure what she had in mind but I was up for anything.
My wife stood up in the tub, positioned herself in front of me facing the rest of the room and slid her pussy onto my hard dick. She started fucking my cock nice and slow. Every time her cunt reached the top of my rod she exposed her boobs in public. We both knew the entire room was watching but we didn’t care. I reached around and began to squeeze her tits, rubbing them together for everyone to see. This excited her so much I felt her lips wrap hard around my cock; forcing me to fill her up with hot cum. She couldn’t contain her excitement as she moaned loud enough for the room to hear her enjoyment and of course, bring attention to the fact that she was showing off her boobs in public.
As we left the bath house the man at the front desk handed us a piece of paper as we walked by the counter. It was a coupon for 1 week free admission to the community bath area. We figured he must have enjoyed the show.
My wife had finally shown her boobs in public. Maybe on the next trip to the bath house we will invite someone into the tub with us…
I’ll never forget the night I met Dara. Dara was a lot of firsts for me. My first older woman (I was 20, she was 27), my first black woman, and my first anal fucking experience.
My friends and I were out on a night on the town because I was headed off to Japan to teach English for a year. We headed out to this new bar that was getting a reputation for being a cougar bar. My friends dared me to see if I could get a genuine cougar but I’d already had my eyes on Dara the second we walked in the door. She was small and petite but with these amazing curves that made me think very dirty thoughts. Her ebony skin made her seem like only a shadow in the dimly lit bar but she had eyes that glowed with desired and lust – something I had never seen on a woman before.
I played it cool at first as I watched her on the dance floor with her friends. She really knew how to move and I was hoping that would carry on later in the night. The sway of her full hips had me hypnotized. I figured she had to come off the floor eventually so I stood near the beer girl and watched for her. When I saw her leave, I quickly paid for a cold one and headed towards her.
I caught her as she reached her table and put the beer in her hands. She eyed me up and down, grabbed my hand, and pulled me out onto the patio. The music was quieter so we began to talk and flirt.
It was only an hour later when we headed back to her downtown condo. Apparently she knew what she wanted and I was it. I had no clue that anal fucking was at the forefront of her mind.
The door was barely closed and we hadn’t even kissed yet before she was taking her clothes off. She pushed me against the wall and had my pants down around my ankles. She began to lick by balls and suck at my cock. I couldn’t believe how fast she got me hard and I’d never felt someone suck me off so well that it made me want to come within minutes.
She stopped just short though and without a word she led me to her room. She wasn’t a talker this woman – she was a do-er. She wasted no time pushing me to the bed, then straddling me. Her cunt was dripping wet and I watched my dick disappear in one swift movement, all the way to the balls, inside her. She rode me nice and slow at first. Then she got faster and faster. She was rubbing her clit like crazy and I thought she was going to cum, but suddenly she stopped.
She turned around so I could see that gorgeous ass and grabbed my dick. I thought she was going to slide it back into her pussy but she just rubbed it over her lips and then aimed it at her puckered little hole. First, just the head of my dick slipped in and I thought, “Holy shit – she’s going to fuck me with her ass!” And she did. Slowly but surely she pushed against my cock and took it all. I could believe that this hot ebony babe was into anal fucking!
It was fucking amazing. Her ass was tighter than anything I’d every felt. I had to concentrate hard on not cumming but I couldn’t help pumping her a little. She was pulling at her nipples and rubbing her clit again. She began riding my cock with her ass fast and she took it deep and I just couldn’t take it anymore. I knew that this anal fucking was NOT her first time! I came deep in her ass and she was right behind me with an orgasm that gripped my tool and sucked every last ounce of energy out of me.
She disappeared into the bathroom and I could hear her cleaning herself up. When she came out she kissed me on the cheek and thanked me. It was like anal fucking was second nature to her.
“Thanks hon. That was great. You fuck pretty good for a white boy. Do you need money for a cab?”
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.”
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.
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?”
“Does that mean we can do it again?”
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.
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.
Lorri was an exchange student from Australia and she was so sexy. She never wore a bra and she wore her hair loose and hanging down her back. She was here to take summer classes at the college and when I saw her I was glad I’d failed my English class and had to take it over again because when the weather got to hot we headed down to the lake and went skinny dipping. I was pretty hot for her as it was but when I saw her young hairy pussy I think I fell in love.
Lorri wasn’t the kind of girl who wouldn’t have sex because it wasn’t “proper” but she would have sex because she damn well felt like it and it seemed that skinny dipping brought out the bad girl in her. We goofed around for a little bit but then she jumped onto the dock and lay on her back. I climbed up beside her and admired her young hairy pussy and my cock started getting hard almost immediately.
I guess she noticed my silence because she opened her eyes and saw me staring right at her young hairy pussy. She reached down and ran her fingers through the silky hair.
“You like that?”
“Ya,” I nodded.
“Most American men don’t like young hairy pussy. They only like shaved smooth snatches.”
“No. I like women that look like women, not little girls,” I told her.
She raised one leg and let her thighs fall apart slightly.
“Want a taste?” she asked with a naughty smirk on her face.
I eagerly moved between her legs. I’d been thinking of her young hairy pussy and getting a taste of it ever since she stripped off her clothes and jumped in the water. And it was better than I had imagined.
I buried my nose in her soft pussy hair and inhaled her musky scent. Then I dipped my tongue into her folds and found her to be very wet and excited. Her legs dropped completely to the sides and she succumbed to my tongue and let me explore her young hairy pussy all I wanted.
I took it very slow, letting her excitement build slowly. And finally, after a slow pussy licking, I let her cum. She came hard and fast and with little warning and it tasted great.
After that she returned the favor. And when I got hard again, she decided that she wanted to feel my pole inside her young hairy pussy. What was I going to do? Tell her no?