How It Began

Chapter 1 - It Started with Some Flirting

I've known her casually for a few months. She's a neighbor from a few houses down, and she would often walk her cat (that was not a typo) by my house. We talked often.

"Oh no, I don't have a boyfriend. That was just a friend."

"Really? Too busy for a boyfriend, or are you already too jaded at your tender young age," I said jokingly.

She was late twenties or maybe 30 years old, 20 or more years my junior for sure.

"No, I just been really unlucky," she said.

"Well, you know, I probably shouldn't say this, but when I was stupid and in my twenties, I would sometimes reject women for really bad reasons."

"Like what?"

"I'm embarrassed to say more than once because the girl didn't kiss very well."

"Oh!" she said with a bit of a shock. "Well, that's not what's going on in my case because I'm an excellent kisser!"

"Yeah, everybody says that about themselves, but it really takes somebody else to evaluate that, right?"

We made eye contact as she smiled. The sun would be setting soon, and the mood seemed right, so I said, "I have breath mints inside, or should we just both go brush our teeth and meet out under the kissing tree across the street in 15 minutes?"

She looked across the street, "what tree are you talking about?"

"Does it matter?" She laughed pretty hard at that.

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Fifteen minutes later, I was the first one there. I wasn't sure if she would show up, but then I saw her five minutes later, walking over from about 100 feet away. She had changed clothes! Gone were the sweatpants and t-shirt, replaced with daisy dukes and a loose-fitting, off the shoulder yellow top.

My only prep besides brushing and flossing was running the electric razor over my face even though I had shaved earlier in the day.

"So here is my concern," I said with mock seriousness. "We're going to kiss, and you're going to want to touch me and…"

"You're going to want to touch me," she blurted out!

"That is possible," I said to her, "but only if the kissing is good. And there's only one way to find out."

With that, I closed to about two feet. It was dark outside now, and I turned my head and met the softest mouth I had tasted in years. We tenderly frenched for maybe 90 seconds, and she pulled back 10 inches and whispered, "okay, what's your assessment"?

I was ready for that and said, "I need more information." She smiled, and we went back to kissing like horny teenagers.

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Her five foot something frame was pressed hard against me. I wanted to grind her with my hips, but I didn't want to push it too far. But when I heard little soft moans emit from her mouth, I kissed her more aggressively and pulled on her tongue with my mouth. Now she began to grind against my leg with her hips, which made me hot as hell. I pulled away from her mouth, and I kissed her neck under her ear. She moaned loudly, and even though no one was around, I thought that we should go to a more secluded spot than under a tree 30 ft from the street with basketball courts and a kid's playground not much further away.

"Hey, I know we said this was just kissing, but I'm feeling a little self-conscious here, how about you?"

"Yeah… um… don't get too excited here, but I want to go home, alone, and I'm just going to get a blanket, and I'll come back here in less than two minutes". She looked at me with a quizzical look.

"Two minutes?"

"Yes, and if I am any later than that, I might let you spank me," she said with an impish grin.

"Okay, I am getting my stopwatch going on my smartwatch and …"

She took off running.

She was back in a disappointing 1 minute and 40 seconds.

"Miss me?" she said.

"A little bit, but I stayed busy, thinking?"

"'Bout what? Euclidean Geometry?"

Her brains made her even sexier.

"No," I chuckled as we began to kneel down on her blanket in a more remote area. "I was thinking of you in your underwear and a flimsy bra."

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"Sorry to disappoint you, but I took off my bra when I got the blanket."

I could not have been harder if she were sucking on me.

We lay on our sides on the blanket, and I quickly rolled on top of her. We were both wet as we rubbed our crotches into each other through our denim.

"Can I be on top, she whispered?

"Sure."

She rolled on top of me and spread her knees so she could straddle me and get the right pressure as she continued to grind.

"I'm sorry, I am not usually like this. It's been so long", she said.

Maybe she was ovulating or something, but I felt like I was a lottery winner with this hot girl frenching me and grinding her way to an orgasm on top of me.

"I'm.. I'm… I'm cumming…" and her mouth froze on my mine, holding her breath as she concentrated on her muscular contractions pulsating beneath her.

Remembering dry humping from high school, as fun as it was, it was still always better for the girl.

"Hey, I can help you out a bit," she offered to me. "I don't give head on a first date, but a handie is like a handshake, right?"

I smiled as she rolled off me and began to unzip my pants. When she pulled down my boxers, she already discovered I was pretty lubed up already with a flood of pre-cum, but as she began to pull on me tenderly, she added more lubrication by spitting into her hand. We continued to french as her rhythm and grip on me speeded up, and I finally exploded jet after warm jet foolishly onto my stomach, with nothing prepared to mop up the mess.

She laughed and said, "maybe some other time I would lick it up but again, it's a first date."

I looked down and said, "it looks like a two sock job," as I began to pull my legs back and kick off my shoes to pull off my socks.

"Okay, judge. So am I a good kisser", she said, smiling.

"You're good at everything."

I cleaned up with my socks and dumped them in the trash as I walked her back home.

We kissed goodnight at her doorstep, and I said, "see you again?"

"Soon," she smiled and pushed her tongue just out of the corner of her mouth.

Chapter 2: Escalation

A few days later, I came home from work and saw her sitting on a blanket on my front lawn with her feline buddy named Daisy.

"Hi, pretty girl!"

She smiled. "Was that for me or my kitten?"

"Um... Both?" She smiled again. "You know the other day when we were together you mentioned about not doing something on the first date. If that was a date, it was a pretty unusual first date, at least can I buy you dinner tonight? How about take-out at the Chinese place?"

"Perfect."

"I should be back in less than 30 minutes, but you guys might get restless, so I think I'm going to need your cell number."

We exchanged numbers, and when I got home with the food, I texted her. We decided to eat at her place, which I was glad because mine wasn't that clean for guests. After dinner, I asked, "What would you like to do for dessert?"

"How about taking a walk?" She said this with a mischievous grin on her face, which communicated more than just the word walk.

"Do we need a blanket this time?" I inquired.

"No, I was thinking maybe we would just stand up this time."

I wasn't exactly sure how to take that. It might mean she wants to dial it back a little bit, and we would just kiss standing up, or maybe she would have something else in mind.

"Just let me go into the other room and change clothes first."

When she came back a few minutes later, I had the answer to my question. Even though we would be out walking in the cool evening air, she had on a short summer dress and a denim jacket.

"Are you going to be warm enough, I asked?

"I think you'll be able to keep me warm, yes?

"Absolutely," I said with growing anticipation. It was now about a half hour past sunset and not that many cars were on the road since conventional work hours had ended much earlier. Where we live, there's a large employer to our west, and the border of their campus has a large wall and mature trees planted next to it. The other side of that street is residential homes. We had walked about three-quarters of a mile when we decided to stop in this somewhat secluded area. Between all the trees in the area and the one lone street light, it was quite dark, and there were some cars parked on the street.

Standing almost against a tree next to that border wall, we started to kiss. A minute later, I'm feeling her warm, soft breasts with her ever-increasing erect nipples. As I caress them, her moans are driving me wild.

"I don't want you to think that I'm just into you because of your super sexy body, but you have a fantastic ass!"

She laughed.

"So don't think ill of me, but let me do this." I pushed her softly away from me and then turned her so that I could press my hard cock into that delicious ass, even though I was still trapped in my jeans. She turned her shoulders and had to turn her neck so we could continue to kiss as I pushed into her through the fabric of her dress. At this point, I wasn't sure if or what kind of underwear she was wearing. After 20 or 30 seconds of this, I reached down with my hand under her dress and found her to be wearing cotton underwear that was becoming quite wet.

I started to put my finger into her, which made her push even harder into me. Rubbing her with a second finger at the top of her opening and stroking her clitoris drove her insane. As we were outside and with homes a mere 100 feet away, I was concerned about the noise she was making. As she started to cum, I put my hand loosely over her mouth to stifle her moans, and that drove her bat shit crazy.

After she was done contracting on my finger, she kissed me and said, "I want to please you too."

"How about I give you another round first? I would love to taste you."

"Out here," she exclaimed!

With that objection, I got down on my knees next to the tree. I pulled her toward me and decided we could start with her underwear on. I began with my lips and tongue pushing against her soaked panties. After about a minute of this, I pushed the thin cotton material to the side and tasted her luscious wetness. I had to lower myself a little bit further and push my head back to get the proper angle, but I knew I wouldn't be doing this too long. Another minute or so in, I pulled my mouth away from her, and I said, "it's sexy if I just hold my mouth here and you do the work." With that, I put my mouth on her again but didn't move. She got the idea and began to grind on my face. Within a minute, she was contracting and soaking my nose, mouth, and chin with her delicious juices.

When she had finished, I stood up, and we kissed some more. She eagerly tasted herself on my lips." Now it's my turn to please you," she said. She knelt down and unzipped my pants and pulled my boxers down further than they needed to go. I wasn't sure why she did this. Ten seconds later, I understood. As she gripped the head of my penis with her hand and pushed it to my belly, she began long, soft strokes of her tongue against my balls.

"Do you like that baby?"

"Yes," I stammered. As she started to leave my sack and make her way up the length of my penis, a car turned the corner. While she was hidden being low behind a car, I was standing upright against a tree, and yet I was aware that I was wearing all black. It was time to play the game statue maker and freeze.

I whispered, "a car's coming!"

This risk of being caught excited her, and she started curving figure 8s with her tongue on the tip of my penis. As the car passed without slowing down, I exploded into her mouth, and she took me deep deeper and gently squeezing my balls as I came. She held me in her mouth for a good 45 seconds after I was done. I pulled up my boxer shorts and pants, and then we kissed again, this time it was my turn to taste myself in her mouth.

As we held hands and walked back to her apartment, we made small talk about our day and about her on-going job search. But I couldn't concentrate much, as I kept thinking about our next time together.