He pulled up a seat at the bar. He had an hour to kill. Butterflies jumping in his tummy and he knows his heart is jumping. Does the bartender know? Can he see the nervousness on his face? Trying to play it cool he order a bourdon.

His foot tapped on the rail of the bar. Is he really gonna do this? Knowing he is, he smiles. This was what he wanted for so long. Waiting year and year, finally got the courage.

So fifty minutes to his meetup. Trying to keep his cool. Playing on his phone. Checking emails and texts on this gorgeous summer afternoon. Listening to the staff chat and giggle. Time moves by slowly.

Playing on his phone helped kill the time. Now 30 minutes.

The bartender came by and got him a second drink. He was starting to feel relaxed. Texting a friend really helps with his fruitfulness.

He finally takes a good look at the place. It is pretty cool. Big large bar. A bunch of high tops and a raised stage for music. If he lived closer it could be a cool hangout place.

15 minutes and he is feeling good. Maybe the two drinks were a mistake. Maybe now. He takes a deep breath and is ready for this. Wherever the chips fall. He is hoping that this is just the first step. More meetups and play days. To long has he held back on this.

He finished his second drink and headed to the bathroom. His steps were not steady, but he was not swaying as he walked. He took care of his Company and washed his hands. His silver blonde hair parted to the side, still was in place. He all the time liked the way he looked in the button down gray and cream bowling shirt. A simple pant of jeans and brown dress boots made up the rest of his outfit.

He was ready. He walked out into the sun. It was bright and hurt his eyes. Walking down the block and around the corner they adjusted. Coming up to the buzzer he paused and then pushed the button and looked up at the camera.

The door buzzed open and he pulled it to him. There was a narrow landing that led to a set of stairs leading down to the left. The stairwell was painted in a dark gray, setting the mood perfectly. The metal handrail was cool to his touch and the metal trends rang out with each step.

At the bottom of the stairs he turned right and was greeted by a lovely lady. “I’m here for Lady Chloe,” he said in a low, almost sweet voice.

“Excellent,” was her cheer response. “Follow me.” At this moment he was led quickly through the twists and turns of the downstairs dungeon. “Stand right here,” she said, pointing at the floor.

“Yes ma’am,” he replied again in a low hush tone. He did not have to wait long after she left for the door to open.

Standing in the dark hallway, the light from the room lit up the space when the door opened. He did not know what would happen, but he was surprised when she stepped to him with her arms open. “Hi there Matt,” she said in a warm voice. Her Polish accent came through.

She was stunning. Standing only a few inches below his six foot frame. She oozes power. Her long blonde hair was the shining part of her look. A loose black top covered her large breasts. She wore a tight, short leather mini skirt. Her long legs raised in her black heels.

“Come in, come in,” she ushered him. “Let’s sit down,” she motioned to the pink pleather loveseat. “Since this is your first time, let’s chat about what you want and how this works.” For the next five minutes they spoke about his experience and how she will handle the scene. As he was wondering when they were gonna begin, she ordered him to stand on the other side of the coffee table and strip.

He popped up from next to her and moved to the spot she commanded him to go. His boots were off first, neatly placed to the side. Next was his shirt. He pulled it over his head and half folded it. Putting it on the bench. His pants were next. Dropped and folded. Placed on top of the shirt. He stood in his underwear as she checked him out.

She smiled at him, then tapped on her lap. “Come lay across my lap.” He was quick to comply. Holding off putting his full weight on her lap. He was scolded for this. “Put your weight on me boy. I can take you. Let’s pull on those underwear so I can see that round Ass.” She pulled them down and started rubbing his Ass.

Her hands felt amazing on his Ass. So long has he wanted this. Then her hand came down. It was not a practice swing. It was a hard, I’m in charge and you will do what I say swing. It was not the only one. She hit and hit and hit his bare Ass. Taking turns with each cheek. He tried to count in his head how many it was, but quickly lost count at 40, nothing it was useless. That his Ass is gonna be beat like never before.

She stopped hitting his Ass and started rubbing it. “Your Ass marks nicely,” she said in her strong accent. Her voice fit perfectly to the scene in his head. “Your fair skin is turning red quickly. I’m not sure I’m going to use the paddle on you today. Let’s try something else first.”

Laying over her lap, he would do whatever she ordered at this moment. The sting on his Ass reaffirming that. Next was the ruler. It bit into his Ass, making him bite his lip. Not that the pain was too much. On the contrary, it was what he had been craving. Self impact can only take you so far. Knowing each hit that was coming. Only able to hit yourself so hard. This was different. The pain, not being an orgasmic pleasure, but a pleasure anyway.

She continued with her firm hand whacking his Ass over and over. In between the multiple handfuls of smacks his Ass received she would firmly rub his cheeks. Commenting on how red they are getting. How easy it is to mark his skin.

For his part he laid there over her lap taking each and every impact. Enjoying every moment of it. Secretly hoping for her to use her paddle. Then she told him to get up and check out his Ass in the mirror. He popped from her lap and stood in front of the sliding doors then were full length mirrors. The lighting in the room was on the darker side with a tint of red, so he could not make out how red his cheeks were really. He knew they were because he could feel the heat coming from them. He took a quick drink of water.

“Come back over here now boy,” she beckoned. “I want you over the arm here,” pointing to the place he was to be. “Get that Ass up high. I’m going to fuck it now, but first let’s tight your wrists up.” She took his arms and put them in cuffs from the bench sitting next to the loveseat. Then she tied them together with rope. “Is that good,” she asked?

“Yes, Lady,” he mumbled.

“Have you ever had a toy in your Ass,” she asked him? He nodded yes. “Good,” she chuckled with a smile. “Cause my favorite thing is to use little asses like yours. To fuck them with my toy, but let’s open you up first.” With that he heard the sound of a latex glove snapping to her fingers. Then the warm gel along his butt crack.

Her fingers are working it around. “Have you ever had a finger in your Ass,” she questioned as she thrusted one in. Starting to move it around and in and out. “Look at you. You have had something in your Ass.” A second finger pushed into his asshole.

He moaned,” Yes Lady, I have used toys.” His body was enjoying each second of her fingers fucking his Ass. The turning motion. The pressure inside of him fromnher fingers. He let out another low moan.

“Now for my favorite part. Fucking this nice round Ass. I like making you moan.” More gel fell down his crack and she pushed in the toy. It was a good size, he wondered. Not too small but not too big. Just enough to open him up. “Look at your hole take my toy and this is a medium size one. Looks like you have some experience.”

She slowly pushed it in and out of his hole. Slowly building up speed. She hit the right spot. The pressure of the toy hitting on each thrust. He wondered he was gonna cum right then, but she knew how to manipulate him to stay on the edge. He let it come to him. Enjoying being fucked by her and her toy.

Then something happened. An urge took over him. He started moving his hips as she fucked him. Fucking her and her toy back. He could not help himself. He needed it. He started moaning loudly, begging. Then she really started getting into it.

“You dirty boy. Wanting me to train your Ass. Make you my slut. Teach you to become a whore. Needing my cock. Making you beg for it. Train that Ass to take big cocks. Big black straps. One in your mouth too. Worshiping them. You would like that, wouldn’t you?”

He mumbled that he would but in between the moans. His Ass was being pounded. He all the time wants this. His mind is fuzzy with the pleasure she is giving. Just as his body gives in and becomes a puddle over the arm of the loveseat, she stops. Pulls out her toy. Her hand touch’s his back as she moved next to him. She unties the rope and undoes the cuffs.

“How do you feel,” she says with concern in her voice.

“I feel amazing,” he purred. “Completely amazing.”

She turned and got his bottle of water and handed it to him. “Drink this as I get the strap on.” In his fog it was easy to do as he was told. Taking a long sip of the water bottle helped him center himself.

“Get on your hands and knees. Out that Ass high in the air. Get it ready to be pegged.” He compiled without a wondered. Hands feeling the cool tile floor. She came up behind him and pushed the strap into his raised Ass.

Her hands took his hips as she started to penetrate him. After a few thrusts she removed the strap and thrusted it in with her hand. Again he fell into a daze. Dropping from his hands to his elbows. Time was nothing to him at the moment. Just the pleasure from having his Ass pounded.

“Get up and I want you to sit on the strap, slut. Then I want you to edge that cock of yours. Come on get up.” He moved from his hands and knees to sitting on the loveseat. She held the strap in his Ass the whole time. Once he was sitting she barked at him to stroke his cock.

After a few minutes he moaned in pleasure. Screaming he has to cum. “Cum for me,” she ordered. His Orgasm was quick to cum and made a massive mess. She handed him paper towels to clean up.

“Stand up. I want to rub lotion on your Ass to help with the bruising.” He made his way to his feet. As he did she pulled the strap from his Ass. “Take a drink and then lay back over my lap.” Her firm hand rubs the lotion into his needy Ass cheeks. He does not know how long it was but it was very enjoyable. Her strong hands made his Ass feel better with each pass.

She looked at the clock and panicked a bit. “We are over time,” she said but did not rush him. As he got up he said,” just tell her I’m a newbie.” A chuckle coming from his lips. He knew he should get dressed as she headed out the door.

He was fully dressed as she came back in. “You changed quickly.”

“Well, I don’t want you to get in trouble,” smiling.

“Ok, let me take you out. It can be confusing.” That he knew from his way coming in. After a few twists and turns he was at the stairs. They hugged again. He walked up the stairs with a massive smile. As he pushed open the door, the sun came down on his face. He wondered why did I wait so long.