It was the summer of ninety-two when we first met.
I owned a small printing business just outside of the District of Columbia. I had started using a local vendor for quick turn-around business cards. They were something we used as a loss-leader to draw in larger and more profitable business orders. The owner of the business card company had come around about six months earlier. He was looking for business and brought along some samples as well as an order booklet. The booklet made things easy for the clients, and it listed retail pricing for several order amounts. He and I got along well, so I gave him a shot and hoped he'd do well. It turned out that he was fast and did good work, so we kept using him.
I didn't see him often as he used one of his pressmen for deliveries. Mike was a nice guy and always had something to talk about when he dropped off the orders. We spoke of women, and I confessed my frustration with my latest love interest. None of them liked the twelve-hour workdays that I kept, so I went through them like water. Mike mentioned, "Our graphic artist just split from her longtime boyfriend and seems anxious to find another. She's pretty cute too."
"Why don't you date her?"
"I've got a couple going at the same time already, and she knows about them. I don't think she's the kind of girl that wants to be one of many."
"I understand. I'll think about it and get back to you next week on your Tuesday delivery."
"Well, actually, Christina, that's the girl, will be running my route next week, and she's already eager to meet you."
"And why is this?"
"She asked me about guys along my route that might be boyfriend material, and your name came up. I knew that you were single from our earlier conversations. I kind of let it slip, and then she peppered me with questions. I finally suggested that she take my route next week, and then she could meet you in person."
"Okay, but you owe me, especially if she a nut-case."
"Christina seems more anxious to be dating again than anything else. She's the one that split from her ex, and he's been bugging her to give him another chance. I think she feels that if she's dating someone, and she can tell him so, that he'll back off."
"Alright, but you still owe me for this. I don't care for the whole blind date set-up crap."
"Okay. Have a great weekend, and Christina will see you on Tuesday."
I worked through most of the weekend, so it wasn't great. As the presses hummed away, I remembered what Mike mentioned about her being cute. With this in mind, I decided to give her a fair shot.
Tuesday came around quickly. Although I remembered that she was coming by today, I was so busy that I lost track of time until she appeared. She was quite cute and only about five feet tall. Once she introduced herself, and I myself, the conversation took off. We rapidly shared basic info as we were both clearly nervous. The jitters finally eased a little after we learned each other's ages, home locations, favorite types of food, etc.. Since we were both pressed for time, I asked, "Would you like to go out to dinner one night this week so that we have more time to talk?"
"Id' love too!" Christina eagerly replied.
"Since we don't live all that far from each other, how about Gentleman Jim's. It's just a couple of miles from your house on Brink Road. Do you know the place?"
"Yes, that sounds great! What time do you think you can make it there? I know that you are busy and work late."
"What about tonight? I have a pretty light afternoon and can meet you there at about seven."
"Tonight, it is then!" Christina said excitedly, then grabbed me in a hug. I returned her hug until my phone rang. She quickly moved away and bounded for the door like a hyperactive child. That should have been my first sign that she was immature, but all I saw was her cute little ass.
* * * * *
Fast forward fourteen years. Christina was now thirty-four, and I was forty-three as she walked into my insurance office. A lot had changed in that time. We'd both left the printing industry. She had had a string of sales jobs for various companies, while I'd fallen into insurance. I'd only just bought the agency about six months prior and was still setting up all of the software. She recognized me immediately, but it took me some time as I was wrapped up in my work as she spoke.
Christina was selling phone services for one of the local carriers. Frankly, I didn't have the time or inclination to listen. I'd glanced at her a couple of times during her sales pitch, but was completely ignoring her now. Finally, she stopped talking and waited for a moment before squawking, "Dennis!"
I turned quickly and stared at her. She just waited as I looked at her annoyingly. As I focused on her face, she saw the light bulb gradually light. As puzzlement began to replace anger, she added, "Christina."
* * * * *
A flood of images started filling my mind. It was our first time going all the way. We were in my car on a snowy night, making out after a great dinner out. She had wanted to have sex from our very first date. I held her back until we could get to know each other a little better. That evening in the car progressed slowly as we kissed and cuddled. Christina was perched in my lap. She was squirming and rubbing her overheated spandex-clad pussy against my jean-covered bulge. There was no slowing her down this time, as she was too far gone. I tilted my seat back and pushed her into the back seat. As I was untying my shoes, I heard her cussing. Looking back, I saw that Christina had already removed her shoes and socks. She was in a frenzy, trying to push her panties and spandex past her ankles.
Christina was a natural blonde, with very little pubic hair at all. She also had the smallest vulva that I'd ever seen on a woman. Once she removed her bottoms, Christina stripped off her sweater, shirt, and bra in one quick move. I stared at her perfect petite body as I was still removing my socks. Looking back at her tiny entrance, I was concerned about getting into her. I'm not large by any stretch of the imagination, at six and a half inches, but I knew this was going to be tough.
The heat coming off of her nude form had quickly fogged the windows completely. I was still staring when she uttered, "Uh-hum!" as I continued to remove my clothes. Another, "Uh-hum!" followed by, "Dennis" broke me out of my daze.
* * * * *
There I was sitting across from her again as Christina asked, "Where were you?"
"Oh, just a couple of memories from the past. So what is it that you are selling these days?"
"So now you want to pay attention to me. Was it our first time in the car? Or maybe that night in your shop when you chased me around while we were both nude, that you were thinking about?"
"How did you... the car, it was the first time in the car."
"That the first of many orgasms that you gave me over our three months together. It was also the first time anyone had gone down on me. I came so hard that I couldn't stop shaking for several minutes. Then you spent the next hour loosening me up enough to get your pulsing scarlet cock inside me. In hindsight, I don't know how you lasted as long as you did. I'm sorry that I was so childish then. We really could have had something if I wasn't so needy and clingy. You didn't even get all the way in that night, did you?"
"No, I didn't. It was worth the work, though. I don't think I've ever been in a pussy that constricted since. Is it still that tight?" I asked with a grin.
"Not quite, but my husband doesn't complain, and he's smaller than you," she shot back with her own sexy smile.
"What time do you want to get off tonight?" I asked boldly.
Christina looked at me for a few seconds before replying, "You did hear the thing about my husband, right? Forget I asked, of course, you did. I have two more stops and can be back here around six. Are you going to feed me first or just fuck the hell out of me on your desk?"
"I'll leave that up to you."
Christina leaned across the desk and pressed her lips against mine. One of my employees walked past and just stared momentarily. My tongue slipped into Christina's mouth, and the kiss heated up swiftly. We broke apart simultaneously, and she licked her lips as she passed him bye.
Paul, my employee, walked in as she left, saying, "Here is that file you asked for." He knew I wasn't paying any attention to him as my eyes followed Christina's slightly thicker ass out the door. Paul left without another word as I retreated back into my memories.
* * * * *
There she was in the back seat completely naked. I was struggling to get my jeans off as she pouted and pulled on her tiny nipples. "Please hurry," she whined as my jeans and underwear were pushed off. My shirt and t-shirt came off quickly before I crawled back. I pushed my face into her little slit and began lapping away. Christina was quite vocal as my tongue flicked across her opening and clit. All I heard was, "Oh God... How does that feel so good... Stop, no, don't stop... Oh shit... Oh shit...Oh, shiiittt!" That was the first of many orgasms for her that night as I worked tirelessly to open her narrow vagina.
Between licking and fingering, it took quite some time to get her loose enough to fit two fingers inside her up to the third knuckle. It wasn't only her opening that was tight, but also her entire passage. Christina just kept climaxing over and over as I worked my way inside. When I felt that I might have a shot of getting myself into her, she was almost delirious.
"Are you finally going to stick that cock of yours inside me?" she begged. I lined up my drooling, pulsing cock head up and slowly pushed. As the head penetrated, she howled unintelligibly, so I pulled back out. "No, no, get it back in there!" she screamed.
I pushed forward again, and she moaned louder. This time I pulled back but pushed right back in. I kept this up, and each time, I got slightly deeper. But my rigid, overly sensitive cock and her vise-like grip were pushing me toward Valhalla. The pace was constant but snail-like as I finally was in about halfway. I couldn't take anymore as I shot hard into her repeatedly. As my semen sprayed into her, Christina wrapped her legs around my lower back and tried to push me in even further. I don't really know if she accomplished anything as I collapsed onto her from a colossal climax. I do know that I didn't slip out of her, even as I softened. We kissed and talked for another thirty minutes or so until we were both too cold to continue. I started the car and got the heat going as we cleaned up. By the time we were dressed, I could see that there were several inches of snow on the car.
* * * * *
The memory quickly vanished as my phone rang. It was a customer with questions, and I was back in insurance mode once again. I finished with the insured and got back to my software installation. The day went by with my two employees leaving about five, barely noticed by me. My back was to my closed office door as I was finishing an email. "I'll be with you in just a moment," I shared as I heard the door open. When I finally turned, there was Christina in all her naked glory.
"I certainly hope that you locked the outer door," I blabbered.
"Is that all that you have to say?" said Christina as she placed her nude body on my lap. She stared at me, intently as my hands traveled her back and thighs. I wrapped a hand around the back of her neck and pulled her face to mine fiercely. As our mouths were busy in an all-out assault, I slipped my free hand between her thighs. Christina spread her legs, inviting my fingers to explore and pleasure her. Her genitalia looked the same as it did fourteen years earlier. I ran a finger across her opening, and she shivered and cussed, "Oh fuck! You're doing it again!"