Day 1

"Dean, I need to tell you something," Susie said with a grin that betrayed and pretty good secret. I worked at an engineering firm and Susie was an administrative assistant there. She said, "You know Ashly over in the transportation department?" And I did. She was a little 5'2" smoke-show that wiggled around the office. She had a tight little ass, perfect tits and shoulder length brown hair. Every guy in the place wanted to fuck her. I know because we all talked about it.

And, we had all noticed the huge rock on her finger. I knew that if her fiancé was really that well off, she wouldn't be working at this firm. So, I was pretty sure that one of two things were true. 1. He was marking his territory knowing she was out of his league. 2. He had a really small dick and was trying hard to make up for it. Hell, it was probably both.

"Well," Susie said conspiratorially, "She said to me that you make her... sweat, if you know what I mean."

"Me?" I said pointing to my chest.

She just laughed, nodding her head. She could barely contain herself. "She said she wants to have one more fling before they get married next month," and just looked at me. "What are you gonna do?" she said and grinned.

"Well, I'm going to start by giving her a ride to the party tonight," I said matter-of-factly.

"You HAVE to tell me what happens," Susie said.

Susie and I were friends. She wanted to fuck me bad, and I knew that. But she wasn't really my type. And I wasn't sure how she would feel getting details about me fucking someone else. So, I just said, "we'll see," and walked away to find Ashly and offer her "a ride."

Walking down the hall toward her desk I could see her sitting there typing away. "Hey Ashly," I said as I walked up.

She instantly lit up seeing it was me, "Hey Dean. What's up?" She was wearing a tight little skirt that was barely office legal with a fitted white top that made the very best of her tits. Which was the point, I am sure.

"I was wondering if you were going to the after-work party. Maybe I could give you a ride," I said with a smile.

"That would be great," she said. "See you at 5?"

"Great," I said shoving my hands in my pockets, turned and walked away.

I showed up at her desk at exactly 5. "Let's get out of here." I said with a smile.

"Definitely," she said and pushed a few strands of hair behind her ear. She stood up, then turned away from me and bent over to pick up her purse. I nearly got a hardon on the spot as she bent over. I could just make out the slightest glimpse of her red panties, which I am sure was the idea.

We chatted small talk on the way to the car. Once inside, as we left the parking lot, I opened the can. "So, Susie tells me you are getting married next month?"

"Yeah," she said without excitement.

"Aren't you supposed to be psyched? You don't sound too excited," I said and shot her a look.

"I don't know," she said. "It's a really good situation and I know he will take good care of me..." she trailed off.

"Susie also told me something else," I said letting that sit in the space between us.

"And what was that?" she said with a smirk, feigning upset.

"I think you know," I said and pulled the car into a parking lot of one of the many state beach parks near the office.

Her expression changed to one of slight defiance. "Yeah, I know," she said, and added 'what of it' with a look.

So, I cut right to it. "Look, a lot of women think they want to get wild one more time before it's all over and... you know."

"No, I'm sure of it," she said emphatically. "I know my own mind."

"Hey, I'm not doubting you," I said holding my hands up in mock surrender. "I just don't want you to have any regrets and not want to talk to me anymore or something like that."

"Come on," she said. "I wouldn't do that to you."

"Ok then. But I'd like to run a little test first," I said.

"What kind of test," she said getting playful.

"Take my cock out of my pants and give me the best blow job of my life," I said as seriously as someone giving directions to the corner store.

She just stared at me with her mouth open. "What?" she said, her cheeks flushing red. This was either going to make or break this whole thing. And I wasn't sure, but I thought maybe I had completely blown it.

"Here?" she said looking around the abandoned parking lot.

"Yes, here," I said.

She put a determined look on her face and scooted closer to me. "You're not even going to kiss me?" she said.

I just stared at her. And without taking her eyes off mine, she reached down and started undoing my pants. Then she looked down, "oh my!" she said.

"What?" I said, narrowing my eyes.

"Well, nothing," she said. "It's just... well it's big."

I wasn't a porn star or anything but I was above average, which meant my assumption about her fiance's little dick was probably right on the money.

I chuckled, "Don't spill a drop, honey." I said, and she leaned over and started to suck.

She was pretty good at it. She had some nice moves with her tongue and not much of a gag reflex. I was impressed with how much of it she was able to take. I talked to her the whole time giving her encouragement. "Ashly, that feels so fucking good. I'm getting close, baby. Remember, swallow every drop." I started moving my hips and she started doing this little thing with her tongue that sent me over the top. "Ahhhhhhh, fuuuuuuck," I yelled and started dumping my load in her mouth.

She kept sucking until my dick stopped pulsing. Then she milked my cock and sucked the last bit off the head of my dick and swallowed that too.

She sat up and looked at me, "how was that?"

"Fucking amazing," I said. "Now kiss me." And we started making out. I kissed her deeply and she moaned in my mouth. I reached between her legs and she spread them wide for me. I felt her panties and they were soaked and sticky. I pulled away from her and licked my fingers. "You taste good," I said.

"So, do you," she said and smiled.

"Let's go to the party," I said, and she stared at me a little confused. "This isn't over. We're going to have fun tonight, I promise."

She moved over and sat close to me as we drove, but we didn't say a word. We got to the party and went in and said hello to everyone trying to look casual. Everyone knew she was engaged and I didn't want to make it awkward for her.

Susie caught my eye and came running over. "You two were gone for a while. What were you doing?"

"Nothing," I said. "What, you think I just took her somewhere and fucked her? Come on, we just talked for a bit."

Susie gave me a suspicious look and walked toward the bar. I walked over near Ashly and whispered to her. "Ashly, go into the men's room, pick a stall, take off your panties, hang them over the door and wait for me."

She shot me a quick little smile and headed off. I could tell she liked this game. The danger of it. The dirtiness of it. She put an extra little shake in her ass as she walked away.

I let her sit in there for about 5 minutes and I went in. Seeing the little red panties hanging over the last stall, I walked down the row and stepped through the door putting her panties in my pocket. There she was sitting on the toilet, legs spread, going to town on her clit. Her mouth was hanging open, her head was back and her eyes were closed. I closed the door and she gave me an intense look like she was going to eat me alive. I walked over to her, stood her up, turned her around and bent her over. She put her hands on the back of the toilet. I pulled her little skirt up and admired the view of her ass and that perfect little pussy. She moved her ass back and forth and looked over her shoulder at me.

"Ashly, this is what's going to happen," I said. "I am going to fuck you hard. And this pussy becomes mine. You are my little cum slut and this pussy belongs to me. Do you understand?" She nodded her head quickly and I said, "Do you want my cock? You know what this means?"

"Yes," she moaned, "fuck me, please. You own my pussy."

"Good girl," I said unzipping my pants. I stepped up putting one hand on her ass and pressed my cock against her pussy lips. She let out a little gasp as my cock slipped into her. I slapped her ass hard and started fucking her. I could feel my cock bottoming out against her cervix. I was pulling my cock all the way out of her pussy and slamming it all the way to my nuts. She was wimpering and I bent close to her ear and growled, "who's pussy is this?" She didn't answer right away so I said, "come on you little slut, who's fucking pussy is this?"

She let out a big breath and said, "It's yours, Dean. It's your pussy. It will always be your pussy."

"That's fucking right," I said and slapped her ass hard again. Her cheek was turning red. "I'm gonna fill this pussy with cum now, Ashly. Do you want my cum?"

"God yes, Dean. Give me all your cum. Fill my pussy."

"You're my cum slut now and I am marking your pussy as mine," I said and started to pick up my pace, my hips slapping against her ass. "Ok Ashly, there's no turning back now," I said and felt my legs starting to shake involuntarily. "Uhhhhh, fuck," I grunted, my ass cheeks tightening and my cock buried against the bottom of her pussy as I unloaded inside her.

When I had caught my breath, I pulled out of her and a bunch of cum mixed with her juice slopped onto the bathroom floor. I pulled her panties out of my pocket as she turned around to sit on the toilet again. I handed them to her and said, "clean yourself up and join the party," I hesitated just a beat, turned to walk out and stopped. I looked over my shoulder and added with a smirk, "We're not done." Then I walked out.

A few minutes later, she showed up with the group. Her cheeks were flushed and her hair was a little wild, but it was a good look for her. Every guy in the place was checking her out. I think on some primal level they could tell she had just gotten fucked and they all wanted their turn. Unfortunately for them, that wasn't in the cards tonight.

We circled each other all night stealing glances. I could tell she was anxious to find out what was next. Finally, we decided to leave. It was dark out by now and she was pretty tipsy. I had been managing myself since I was driving, and I didn't want to forget a moment of this evening.

We got back into the car and I asked, "So, how is your evening so far?"

"Well," she said with a mischievous little smile. "You really know how to show a girl a good time."

"I aim to please," I said, turning my head to back out of the parking space.

About 10 minutes later we were back in the empty parking lot at the office. Ashly slid over and grabbed me by the face and started kissing me hard. Clearly she wasn't done either. I reached between her legs and found she hadn't put those panties back on after all. Her pussy was wet and warm on my fingers. "Climb in the back," I said and she quickly jumped over the seat into the back. I joined her and climbed on top of me lifting up her skirt. Then she went to work undoing my pants again. I lifted my hips and she practically ripped them down. Then she grabbed my cock and slowly guided it into her very willing pussy.

She rode me like that for about 5 minutes, then I lifted her off and laid her on the seat. "Just relax and let me have control," I said as I buried my face between her legs.

"Oh god," she moanded as I went to work on her clit with my tongue, very gently and slowly at first. Her hips grinding in my face. I started picking up the pace, lubed up a finger with her pussy juice and slowly inserted it into her ass. "Oh fuck!" she barked as I worked my finger deeper into her. She started to shake and I could feel her little ass hole clenching on my finger as she came. "Ahhhh, fuck! Deeeeaaan, fuck!" she barked grinding her pussy into my face. I pulled my finger out and wiped it on her skirt.

"Have you ever had anal sex," I asked casually.

"Well, no," she said, "but..."

"Get on your hands and knees and give me your ass," I commanded, and I flipped her over onto her knees.

"Just relax," I instructed, "that is the key." Then I stuck my cock into her pussy and gave it a few good stroked to lube it up. Then I spit on her asshole. Again, I said, "just relax," and pressed the head of cock into her ass.

"Oh my fucking god!" she shouted and I could feel her little hole clench around the head of my cock.

"Shhhhhhh. Relax," I said. "Open up to me," and I continued to press into her as I felt her relaxing into it. Pretty soon I was thrusting the full length of my cock into her.

"Oh my god," she said, "you feel so fucking huge in there."

"You're doing great," I whispered. "Now, use your fingers and work your clit for me."

She did as she was told and after a few minutes I could feel her start to move her hips. Then she started to pant and shake. "Ohhhhhhh.... Ohhhhhhh... mmmmmm.... Deaaaaaannnn... fuck me... Ahhhhhhhhh!" she shouted and started to buck with another orgasm. I could feel her little asshole quivering and clenching.

"I'm getting close Ashly," I said and I pulled out of her ass. "Turn around," and I made her kneel on the floor. I grabbed a handful of her hair and pulled her head back as I jerked my cock. "your my little slut now, Ashly," I said and unloaded on her face. One rope of hot cum after another I shot onto her cheeks and into her open mouth. I milked the last bit and dropped that into her mouth too. She swallowed.

I reached over and got some napkins out of the glove box and handed them to her. "I want you to do something for me, Ashly."

"Anything," she smiled.

"I want you to go home tonight and fuck your fiancé. Don't shower, don't clean up. Just take that pussy full of my cum and make him eat your pussy until you cum. Then I want you to fuck him. He's our little cuck now and I own your body. Can you do that?"

"I don't know, Dean. What if he thinks I've been with another man?" she said with a look of horror on her face.

"Well, Ashly. You HAVE been with another man. And this other man has laid claim to every hole you have. Remember, your my little cum slut now. And I want you to go share my cum with your fiancé."

"I feel so dirty," she said and looked down.

"This is what you wanted, right?" I asked. "One last fling? Only, this one last fling is going to continue until I say it's over. But you like the fact that I'm in control. It's been obvious all night. Otherwise, you never would have sucked me off in the first place."

She looked up at me. "Ok, I'll do it."

"Great," I said. "You can tell me all about it at work tomorrow." And with that I zipped up my pants, opened the door and let her out.