“Don’t worry, you can come and see me when you come to terms with the fact that I will be the one in control. I threw you a bone this time because I like you but in all of my relationships I am the one to dominate. When you’re ready for that you can come and see me,” I said sliding my dress over my arms and up to my shoulders.
Grabbing my clutch purse from the side table I clicked the latch open and reached inside. I withdrew a business card from inside and threw it onto his chest.
“My number is on there. Give me a call when you’re ready,” I said as I turned and headed to the door.
“Aww come on! Don’t go. I’ll do anything. What do you want me to do?” he said desperately rising from the couch, pulling his pants up as he went. “Please, god. I’m so fucking horny now. Two more seconds and I’ve have blown my load. Please don’t go,” he begged chasing after me.
“Call me when you’re ready,” was all I said as I opened the door and crossed the threshold.
The night was exceptionally dark and the air was cool as I walked to my car. I felt immensely satisfied and confident, I knew he would be calling me by the end of the week. Men can be so predictable. I’d left him wanting and he wouldn’t be able to stand it.
I sat in my office the next day awaiting his call. I knew it would come, most likely around lunch time when he’d have a few minutes away from work. Of course I would have to ignore the first few calls.
The clock rolled around to 11:59 and right on cue the eager beaver rang my number. The phone trilled its shrill ring around the office three times before going to voicemail. I starred at the display smiling and then continued with my work. It was about 10 minutes later, my nails clicking lightly at the keys when the phone rang again. I let it ring just like before and then noticed the red blinking light indicating he had left me a message.
Standing I walked to my office door and slowly pushed it closed. Once I heard the satisfying click indicating that the lock had engaged I walked back and sat on the edge of my desk. With my legs crossed and hanging off the edge I leaned back and pushed the message button.
“Hey, uh this is Brandon. The guy from the other night. Oh wait, I’m sure you know that, it was just yesterday. Sorry, I’m a little nervous. I, uh, I thought about what you said. I’m interested in getting back together. You know…like you said. I would be willing to try this your way. Plus, Jesus, I’ve had blue balls ever since you left me. Fuck, you don’t even know!” Brandon laughed into the receiver for a few moments nervously and then continued. “I’ll do whatever you want. I think I’ve masturbated 15 times since last night and it isn’t cutting it. So, whatever you want I’ll do it.”
The thought of him constantly masturbating had me getting wet already but I had 1 more phone call to ignore before I could pick up.
This time he managed to wait a few hours, he must have had to go back to work earlier or I think he would have continued calling then.
3:00 and the phone started ringing again. This time the red light was left blinking again. Another message.
“Please call me back. I’ll beg if I have to. I need to be with you. I’ll do anything. Absolutely anything. Please, this is killing me. My dick is staying rock hard and I can’t do anything about it. Tell me what you want me to do. Ok, well, um…call me back please.”
I was almost excited when the phone rang for the fourth and final time. Of course I didn’t show my excitement. I made it a point to always appear reserved and in control.
When the phone began to chime again I let it ring twice before reaching over and grabbing the receiver. I brought it to my ear but didn’t say a word.
“Hello? Hello, Anna? Is that you?” he fired the words into the phone in quick succession unable to contain himself.
“Yes, this is Ms. Berkley. Can I help you?” I said smoothly with authority already indicating that he should call me Ms. Berkley and not by my first name.
“Uh, hi. This is Brandon. I don’t know if you got my other messages.” He said his desperation growing with each word.
“What messages?” I said giving away nothing.
I twirled my expensive custom gold pin in my fingers as I waited for his response.
“Oh, um…I left two messages earlier today. But really, I just need to see you.”
“Why do you need to see me Brandon? Unless of course you’ve considered what I said to you,” I said with a grin curling the sides of my mouth. It felt good to mess with him.
“Yes, exactly. I thought about what you said. You know about how you would get to be in control and all of that. I think I’m up for it…” he finished trailing off weakly.
“You think, or you are? I’m not someone you play around with. You’re either in or you’re out.”
“I’m in. Definitely in. Fuck I can’t stop thinking about you. Shit, my dick got hard just hearing your voice. Please let me see you again.”
“Ok, here’s the deal. First time we do not meet at my place. There is a club downtown, The Glory Hole. Do you know it?” I asked.
“I’ve never been there but I know where it’s at.”
“Meet me there at 10:00. I have a room I like to use there. Come to room 9.”
“Do I need to bring anything?” he asked into the phone but I’d already hung up. If I decided we needed anything I would bring it. Silly boy, what could he possibly bring that I wouldn’t have?
* * *
10:00 PM – THE GLORY HOLE
I showed up thirty minutes early so that I would have time to change and set up the room how I wished. I was a regular here and walked through the door without a second thought. The barkeep was pleasant and gave me a wave as I entered.
“Hey Anna, how’s it going?”
“Got a new one tonight,” I said as I raised my black duffel bag.
“The new ones are always the most fun,” Rick the bartender replied with a sadistic grin.
I continued walking towards the rooms.
“His name is Brandon. Young, fit, attractive thing. If you see someone looking like a lost lamb send him to room 9.”
“9?! This guy is new. You sure he can handle you?” Rick said with a laugh.
“Aww…you know I always play nice,” I finished with a wink before turning down the hall.
I entered the dark room and flipped on the light. Given the type of club this was the light was subdued and the room remained fairly dark. The lighting was red and added a nice air of naughtiness that I appreciated. There was a bed in the middle of the room and various rings and over devices around the room that could be utilized. It was necessary to bring your own toys and other items but the O-rings and such were provided to make your stay easier.
Tossing my bag onto an available chair in the corner I began to strip out of my work attire. Grabbing a hanger from my bag I arranged my suit and hung it from one of the O-rings on the wall. No point in getting my good suit wrinkled.
I pulled my new outfit out of the bag and smiled. I was always amazed by the ability of an outfit to change your entire attitude. I pulled the black leather corset over my shoulders and pulled and yanked the ties in the front until they were cinched tight and pushed my tits up the way that I liked. The mini skirt was easier and only required a side zip. For the boots I had to sit.
Moving the bag to the floor I grabbed my knee high stiletto boots. Leaning forward I painstakingly tied each and then stood and moved to the bed. Sitting on the edge it was time to wait for Brandon. The beds were nothing fancy since they had to be cleaned and sanitized regularly but they certainly made due when you weren’t ready to take someone home. I laughed to myself as I imagined Brandon’s doe-eyed look as he walked into The Glory Hole. Poor little thing, there’s no way he’s been anywhere even remotely like The Glory Hole before.
Just as my laugh died there was a knock at the door right before it swung open.
“Hey, look who I found,” Rick said as he pushed Brandon through the open doorway.
“Thanks Rick,” I said as he closed t
he door.
Turning to Brandon I almost laughed out loud. He was wringing his hands and looking more nervous than someone that was about to give a speech in front of thousands of people.
“You ok?” I asked.
“Yeah. Yeah I’m fine,” he said.
“You don’t look fine,” I said standing.
He stopped looking around the room and let his gaze fall on me. He began at the exposed tops of my tits and then made his way to my boots. He looked both aroused and frightened.
Swallowing hard he began, “So, uh…this is the place huh?”
“Yes. Are you ready?” I asked.
“I think so,” he said.
“Ok, good. I want to be very clear. I won’t do anything too crazy to you today but if it ever feels like it’s too much just let me know.”
He shook his head ok and bit his lip.
“Then let’s begin. Take off your clothes. Fold them and put them over there on the chair.”
I watched patiently as he removed his coat, then his shirt, shoes and pants. Leaving his boxer briefs he turned to me.
“Those too,” I said indicating his underwear.
Grabbing the waist band he bent and removed them before adding them to the rest of the pile on the chair.
“Get on all fours and face the bed,” I instructed as I walked over to my duffel bag. From my bag I pulled out my cat-o-nine tails and my riding crop. With Brandon’s back turned to me I walked over to where he was down on the floor.
With the leather ends of the cat-o-nine I slapped him across the back lightly. Dragging the leather ends I worked my way down towards his ass. With the riding crop I slapped him hard across the ass. He had been expecting the same light touch and jumped when the leather bit into his soft skin.
Trailing the crop up to his shoulder I walked around to his face. Brushing his face with the leather tip I instructed him.
“Kiss my boots,”
Leaning his head down towards the ground he quickly kissed both of my stiletto boots.
“Lick them,” I continued.
With his head still bent he extended his tongue and began to lick both of my boots. When I felt he’d done enough I continued to drag my whip across his back interspersed with hard slaps from the crop. The crop left little red spots across his torso but nothing serious.
Coming around behind him I turned the cat-o-nine so that the hard handle was facing outward. Getting down on my knees I knelt behind him and pushed the end between his ass cheeks.
“How would you feel about me fucking you?” I asked.
“I…uh…I don’t know,” he stammered.
I pushed harder with the tip and then moved my free hand down to massage his balls. He let out a soft moan as my hand gently caressed his most tender area.
“I’m going to fuck you,” I said as I thrust my hips against the tail end of the handle making it push in and out against his pucker. “…but not today,” I finished as I withdrew the handle.
“Crawl onto the bed,” I instructed. “We’re starting light today.”
He stayed on all fours and crawled around to the side of the bed before standing to crawl onto the mattress.
“On your back.”
He flopped over onto his back. His already hard cock rose up and I could see that he was more than ready. Too bad for him I was going to get mine first.
I grabbed my restraints from my back and crossed to the head of the bed. Taking one arm and then the other I clasped them to the wall. I didn’t bother with his feet this time.
Standing at the side of the bed I unzipped my skirt and let it fall to the floor. I hadn’t bothered wearing panties since I knew they would only get in the way. I watched Brandon’s eyes widen as he took in my carefully manicured pubic hair. I’ve never been a fan of the bald look but I was always careful to make sure that it was short and attractive.
Climbing onto the bed I straddled Brandon’s torso. He got an eager look on his face as I leaned forward and placed a blindfold over his eyes. I went with a soft fabric blind that tied behind his head. I think he thought he was going to get laid now but that wouldn’t be happening.
Moving higher I moved my legs over his arms and positioned myself over his face. Squatting down a little lower I let my pubic hair brush his face. I didn’t sit all the way down yet but was instead letting him know what was coming.
“You’re going to eat me now,” I said just before lowering myself to completely sit on his face.
Eagerly he began to do as I commanded. He extended his tongue and began with long lapping strokes that led to my clit. Each time he stroked over my hardening nub a shiver ran up my spine. Catching on he became more aggressive and pushed his tongue into my cunt.
Alternating between maneuvering and swirling his tongue inside my wet pussy he would bite and nibble my clit. The feeling was intoxicating and before long I was grinding myself against his face. When I felt myself getting close I raised myself with my thighs and moved back down to his torso.
Grabbing the vibrator I had already set under the pillow I raised myself and pushed it into my hungry cunt. Positioning myself across his hips I lowered myself so that I was sitting on his body, the vibrator pushed deep inside of me.
Raising and lowering myself I began to fuck myself with the dildo. I could feel Brandon twitching underneath me, his erection killing him, his imagination running wild as he thought about what I was doing. To tease him further I began to moan with each downward thrust on the vibrator.
Without even being inside of me Brandon began to moan as well, his thighs twitching. I have no doubt that he would have cum without touching me at all but I had more in mind. Grabbing his cock I slide it through my cunt juices and then pressed his head to my asshole.
Pressing down harder I pushed until he slipped past my outer ring. Once he was passed the outer circle it was easier to drive him deeper. Telling myself to relax I made it a point to make sure my muscles weren’t tense and he slid deeper inch by thick inch. Within a couple of minutes his cock was completely buried in my ass.
I could feel him twitching and I knew he was moments away from cumming.
“No. Not yet,” I told him. “If you cum before I tell you there will be consequences.”
To help him contain himself I stayed motionless for several minutes just enjoying the feel of his dick in my ass and the vibrator pulsing in my cunt.
“Ok?” I asked.
Brandon merely shook his head yes.
Bracing my hands on his chest I began to lift and lower myself on his cock. I arched my back and reveled in the feeling of his cock widening and stretching my asshole. It was painful but it also felt so good.
The vibrator shook in my cunt and in conjunction with the fullness in my ass I had to tense my abs to keep from cumming so soon.
Brandon forgetting that he was restrained tried to move his arms but was quickly reminded that he couldn’t.
“Ugh,” he cried.
He began to raise his hips trying to drive himself into me deeper. I let out a loud moan as he slid in to the hilt.
“Oh god,” I cried accidentally letting the words slip past my lips. Normally I tried not to give anything away.
It was clear Brandon was encouraged and he raised and lowered himself harder and faster. Widening my thighs I sat down lower and moved my body with his. I loved the feeling of his cock crowing slightly larger in my ass when he came close to cumming.
Being double stuffed was always my favorite and it never took me long to finish. I began to push myself down hard shoving his dick and the vibrator in as far as they would go.
With each downward movement I clenched my teeth and let out “Uh, uh, uh…” sounds unable to stop myself any longer.
All the muscles in my body began to clench and I knew it was only going to take a few more thrusts.
“Now!” I demanded as I slid my asshole down his cock one last time before my whole body shook with a powerful orgasm.
The moment the wave p
assed through my body he let out a loud grunt and shot his hot load into my ass. He continued with a few last thrusts as he made sure I took everything he had. With each upwards movements I could feel a new stream of his hot cum coating my inner walls.
Reaching down I quickly pulled out the vibrator, its movements had become too much and were painful against my tender clit. Collapsing on top of Brandon my whole body shook from the pleasure of it all. With the forward movement his dick nearly pulled out of my ass and only his head remained buried. My asshole clenched around it wanting to milk him for everything as my pussy clutched as well.
I always loved using a man this way and this time was no exception. I felt completely satisfied as I lifted his mask.
“Told you I would go easy on you this time,” I said with a smile.
“Jesus, I have never been so hard in my life. I’m just glad I got to cum,” he said grinning too.
After I caught my breath I stood up and unclasped his wrists so that he could pull free. I began to get dressed so that I could head home.
“That it?” he asked sounding disappointed.
“That’s it for today,” I replied. “I went super easy on you but I gave you a hint at what’s to come next time if you’re up for it. I let you plunder my ass and next time it’s your turn.”
Once I was fully dressed I reached into the bag and handed him a new piece of paper. “This is my home address. Keep in mind that if you show up you’ll enjoy yourself. It might be a little painful at first but I promise you will like it and I don’t do anything to overtly hurt you.”
“So, umm…I definitely want to fuck you again,” he said.
“I don’t know if you’re understanding. If you show up at my house, I will be the one fucking you…in the ass.”
“I don’t know…” he said nervously.
“You felt how much I love it. You’ll love it too,” I said smiling. “Come tomorrow at 9:00.”
I reached for the door and pulled it open. Before exiting I called back. “I can feel you dripping out of my ass.” I knew the last words would make him hard all over and that tomorrow would sound more like a great idea. The fact was I could feel his cum dripping out of my ass. It was always one of my favorite feelings, a reminder of what had just happened. It was hot and had me wanting to fuck him all over again.
PUNISHER (14 STORY BDSM BUNDLE) Page 20
