Miss Debbie

I lowered all the windows before I even backed out of my driveway. It was a beautiful, warm day, and I'd much rather feel the fresh air than use the air conditioner. It took me a second to find a radio station I liked on the loaner car, but once I did, I turned up the volume probably a little too loudly. Sunny warm day, open windows, good music - I'm sure I was smiling without even realizing it.

The loaner car was the same model as mine but a couple of years newer. I noticed the screen was bigger when I realized Apple Carplay displayed icons for four recently used apps rather than the three that appeared in my car. The other immediately noticeable difference was the heads-up display. I know some people don't like it, but I thought it was kind of cool to see my speed while keeping my eyes on the road.

I pulled into the car service area. I was pleased with myself that I remembered to leave the key fob in the car. I was told to go to the cashier to take care of the bill.

When I got to the counter by the cashier, there was one person in front of me. It was a woman who was bent over and leaning on the counter as she looked at her invoice. She was wearing pink leggings, and I couldn't help but briefly look at - or, perhaps, not-so-subtly stare at - her ass. I'm not normally an ass person, but hers looked really good. I guess I like butts the same way I like breasts - small. I know some guys like huge butts and huge boobs, but that's not me. Her small, tight butt had a cute little curve to it, and I couldn't help but look.

After I had waited a few minutes, the woman, who was still bending over the counter, suddenly turned her head and looked back toward me. It was quite obvious where I was looking, and I was immediately embarrassed. It only got worse when I realized I knew her.

"Miss Debbie!" I said, shouting her name a little too loudly.

She started laughing.

"Nobody's called me that in a few years," she said.

She walked up to me and gave me a hug.

"How are you, Andy?"

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As a single dad, I'm lucky that I work from home and have lots of flexibility with my schedule. I certainly took advantage of a great day care that wasn't far from the house, but as my daughter got older, I didn't want to leave her there all day, every day. I had a high school student come over a few days a week after school to play with her and give her one-on-one attention. Other days, I'd plan my calendar to be able to quit early and spend time with her in the afternoon. If I had to log in again at night to finish up stuff, I did.

At one point, I signed Lily up for a dance class. She was still young enough where the parents stayed and watched from the back of the room. The other adults consisted of mostly moms, a couple of nannies, and one grandmother. And then there was me. One of the other moms offered to bring Lily to the class. While I thanked her for offering, I told her I wanted to bring her. I didn't want Lily being the only child without a parent - or at least someone - there for her. I tried to make Lily's childhood as normal as possible even though she didn't have a mother in her life.

At the first class, Miss Debbie talked to each of us with our child.

"And who is this?" she'd ask each child.

After the child said who it was - mom, dad, nanny, grandma - Miss Debbie would introduce herself and talk to each of us for 20 seconds to learn our name. From that point on, she never forgot anyone's name.

I learned Miss Debbie was a junior in college working on a degree in kinesiology. I was told she studied dance from the time she was Lily's age. Sometimes her boyfriend, Robert, would show up at the end of class to pick her up, and a few of the moms thought he was a real hunk. I laughed sometimes when I saw a couple of the moms trying to chat him up.

I wasn't surprised her boyfriend was good looking; she was very good looking herself. She had an oblong face with beautiful, brown eyes. Her brown, straight hair went halfway down her back and was usually in a braid. She had a classic dancer's body - thin with small breasts. I thought she was stunning.

Lily had Miss Debbie as a teacher for three years.

I hadn't seen Debbie in four or five years. I knew that she and Robert had broken up because the mother of one of Lily's friends who still took classes at the same studio had told me. The mom wistfully wondered if Robert was into MILFs, and I laughed out loud.

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Debbie pulled me tightly against herself, and I was a little surprised at how firmly she hugged me. I also was surprised how long she held the hug. Eventually, we each let go. Her top was matching pink spandex with three white stripes running from the shoulder to the hem on one side. It hugged her body nicely, not hiding the shape of her breasts. She looked really good.

"How ARE you?" she asked.

"I'm doing really well, thank you. And you?"

"I'm great, too!"

"If no one calls you Miss Debbie, does that mean you're not teaching anymore?" I asked.

She chuckled.

"Not as much as I used to. With a full-time job, I can only teach a couple of nights in the evening, and that means I'm teaching adults. I still enjoy teaching, though I do miss the little girls. How is Lily?"

"She's great, thanks. Seventh grade."

"WOW! I still picture the little girl who used to come to my class."

"Yeah, sometimes, I still picture that little girl, too. She's growing up too quickly," I said, getting sad for just a second.

Just then the guy behind the counter called her.

"Ma'am? You're all set. Here are your keys - your car will be out front in the first two rows."

"Thank you," she replied. She grabbed some plastic bags she had set on the counter earlier.

Then the guy behind the counter impatiently called me. He wasn't interested in waiting while Debbie and I talked.

"Give me a second," I said to Debbie.

I moved up to the counter, gave the guy my name, and he gave me my paperwork and keys. There was no charge since everything was covered under my service plan. Then I got the same speech about where to find my car.

I turned toward Debbie and asked if she'd like to grab a cup of coffee to catch up.

"I'd love to," she started, "but I stopped at the grocery store on the way here. I've got to get this stuff in the refrigerator," she said, lifting the packages she was holding.

I probably wasn't good at hiding my disappointment.

"Hey," she started, "why don't you come to my apartment. I can make us coffee, and we can catch up."

"I'd love to," I said.

"I'm in the new apartments they built behind the old shopping center on Main Street. Give me your phone, and I'll put in my address."

She put down her bags and set up a contact for herself in my phone. When she handed it back to me, she chuckled.

"I put it under Miss Debbie so you'd know who it was."

"I would have remembered Mistress Debbie, too," I said, laughing at first, but then feeling really stupid.

"Ooooh, I kinda like that," she said, making me feel better. And then, it made me curious. But before I could respond - and I don't know what I would have said, she continued, "Meet you there."

I knew where the apartments were, but I followed my GPS just to be sure. Debbie got there before me, and I saw her walking toward the front door. She waited for me, unlocked the door, and we went in together. We took the elevator to the third floor and walked down the hall to her unit.

The place looked very upscale. The kitchen had stone countertops, and the large windows made the entire place look bright. Debbie put her food away in the refrigerator.

"Coffee or tea?" she asked.

"Tea would be great if it's not a problem."

"No problem at all. That's what I'm having, too."

She grabbed a teabag from the pantry and used the instant hot water dispenser to fill two mugs.

"Sugar, sweetener, or honey?" she asked.

"Honey would be great. Thanks."

She grabbed a plastic honey bear jar and put some in each of our mugs before carrying them to the table. We both sat and started talking.

"These units look great!" I said. "I didn't realize how nice and big they were."

"Yeah, I loved it the first time I saw it. It's also a great location. I'm really happy here."

I found out Debbie was working with a couple of Physical Therapists and at a short-term rehab facility, developing workout routines for clients recovering from injury. She teaches them the exercises and then monitors their progress. She also works part-time at the high school as a trainer and exercise physiologist.

She asked about Lily and seemed really interested in how she was doing.

We talked for quite a while before Debbie looked at her watch.

"Wow, it's later than I thought. Do you need to leave to get Lily or drive her to some activity?"

"No," I said, "my sister is picking her up from school. Lily's going to spend the weekend there having fun with her cousin."

"Nice," Debbie said. Then she kind of chuckled. "Mentioning Lily makes me think back to those days when she was in my class. You know, I was with Robert back then."

As I nodded, Debbie got up and grabbed both of our empty mugs, putting them in the sink.

She gave a short little laugh as she turned back to me. For a couple of seconds, she just stared at me. She had a strange look on her face, like she started to say something but then stopped. Finally, she spoke.

"You know, there were some days back then when I'd come home and be so horny, I'd drag Robert right to the bedroom. God, I had some great orgasms those days," she said as she closed her eyes.

I was rather surprised - actually shocked - that she said that. But then I noticed her hard nipples were starting to show through her top.

When she opened her eyes, I didn't know what to say.

"Oh, sorry, maybe I shouldn't have said that." I just shrugged. Then she said, "I just thought maybe you'd be interested in exactly what it takes to get me really turned on. You know, in case that was something that would interest you... getting me really turned on."

Woah! I was not expecting this. Debbie's eyes looked just a little sexier now, and her nipples were fully pushing out her shirt. I knew I was getting excited as I pushed back my chair and walked toward her. I put my hands on her waist, and she put hers on my shoulder. I got close enough to her that she could probably feel my excitement.

"You're right. I'm VERY interested in knowing exactly how to get you really turned on."

We stared at each other for a few seconds, and it seemed like our pelvises were slowly moving against each other.

"Well," she started softly, "one day a week - I think it was Thursday, but I'm not sure - at my class there would be a bunch of women lined up in the back watching their little girls. And there would be one hot guy." She smiled as she paused for a moment. "I often saw you watching Lily with the sweetest smile on your face. But every so often, I'd also catch you watching me." We both smiled. "I couldn't always tell if you had been staring at my ass - like you were today." We both chuckled. "Or if you were staring at my tits. But you were definitely checking me out."

"Guilty as charged," I said very softly. "I'm sorry. I guess that was rude."

"Sorry? Don't be sorry! I LOVED it. I'd get so turned on, I'd come home still thinking about it. That's when I'd force Robert to take me to bed. Well," she said giggling, "I didn't have to force him too much."

She paused for just a second, but I felt her grind on me a little harder.

"But here's what made the sex so incredible. On those days, I'd close my eyes and imagine I was fucking you."

Wow. Again, I did not expect that.

"Really?" I asked.

"Oh, yeah. I have a very vivid imagination, and I'd have incredible orgasms."

"So, do you mean you pretended it was me when Robert kissed you like this?"

I moved my lips to hers and started a slow, sensual kiss. Our tongues seemed like old friends, knowing exactly how to interact with each other. I slid one hand from her waist onto her ass and pulled her harder against me as I squeezed her butt cheek. Christ, it felt nice. Debbie's moan made it feel even better.

When I finally broke the kiss, we looked at each other for a second before she said, "yeah. When he did that, I pretended it was you."

"And did you pretend it was me when he touched you like this?"

As I said the last word, I cupped her left breast and squeezed. As she whimpered, I put my lips back on hers, and we began kissing again. Passionately. I spread my fingers on her breast and pinched her nipple between my index and middle finger as I continued caressing her breast.

Kissing her felt great. My hand on her breast felt great. My hand on her ass felt great. And her body rubbing against my dick felt great. Debbie seemed to enjoy all of it as much as I did, so we kept this up for quite a while. There were lots of quiet, sweet moans coming from her.

Finally, I pulled my mouth away from her and took my hand off her breast.

"And did you think of me when he undressed you like this?"

I reluctantly removed my hand from her butt and used both hands to grab the hem of her top. As I started pulling up, Debbie held her hands in the air. After pulling the shirt over her head, I tossed it on the counter. I could make out the size of her areolas through her white lace bra. And, of course, her thick nipples were quite obvious.

I love slowly undressing a woman, taking time after each piece of clothing is removed. Kissing in between. Touching in between. Building up the tension and anticipation for both of us.

But I had no patience today. I was beyond excited, and I HAD to see Debbie's tits. So, I reached behind her, unhooked her bra, and pulled it off her arms. I tossed the bra over by her top as I stared at her for just a second.

"Aren't you fucking beautiful," I said as I immediately cupped her left breast and lowered my mouth to her right. Her small breasts were perfectly round and firm. Her areolas were dark red and couldn't have looked better. Her breasts were incredibly firm with no sag whatsoever but with a soft outer layer that felt perfect as my fingers pressed into it. With my left hand returning to her ass, I realized there was a similarity between her butt cheek and her breast: soft on the outside but wonderfully firm underneath. Of course, her butt cheek didn't have a nipple!

My tongue slowly circled her right nipple followed by a couple of quick flicks followed by a strong suck. Debbie whimpered as she pulled my head against her. As I used my mouth to excite one nipple, my hand alternated between squeezing her other breast and pinching the nipple. The sweet sounds coming from her let me know she liked it.

After a while, I grudgingly took my mouth off her breast so I could continue kissing her. I just couldn't get enough of her. I wanted to kiss her. I wanted to caress her breast. I wanted to suck her nipple. Everything I did felt wonderful - and it seemed like Debbie was right there with me.

At some point she broke the kiss. She was breathing heavily, as was I.

"I'm so fucking wet," she said.

"Yeah? How wet?" I said as I slipped my hand into her leggings and into her panties. I kept moving down, over some hair, and between her lips. I continued south and slipped a finger into her pussy. And she was right - she was very wet.

"OHHH!" she cried out as she thrust her pelvis into my hand.

I couldn't easily move my finger in and out, constrained by her leggings, but I was able to slide my hand out just a bit and tap on her G-spot.

"FUCK!" she cried out.

I liked the response, so I continued. I returned my mouth to her breast... I hoped she would like it, but I knew I would. I was also using my other hand on her butt to push her against my finger.

Debbie was grunting, and I think she might have been approaching an orgasm. But I wanted to make sure. I pulled my slick hand out of her pussy and used her own lube to rub my finger against her clit. At the same time, I took my hand off her butt so I could pinch her free nipple between my fingers. I continued flicking my tongue against her other nipple. Debbie's body was jerking all over. Her hips were thrusting into me. Her hand was pulling my head against her breast as she pushed her upper body into me. The noises coming out of her mouth were unintelligible - but they sounded great to me.

Suddenly she gasped, pushed her pelvis forward, and stopped. Then her pelvis relaxed for a moment before it started again - gasp... push... silence. Over and over and over. The way her face scrunched up was adorable, and I was glad I was making her feel so good.

It was obvious when she was done, and I removed my hands and mouth. I wrapped my arms around her and pulled her against me. She laid her head on my chest, and all I heard were her deep breaths.

I love cuddling with a woman after she orgasms. Even though she was just passively leaning on me, it seems incredibly intimate. I know that I just had my hands and mouth all over her most private areas, but holding her afterwards is a special connection.

When she finally stirred, Debbie pulled her head off my chest, pulled my head to her, and gave me a wonderful slow kiss. When she stopped, she looked at me and smiled.

"That was wonderful," she said quietly. "But as great as that was, there was something else we used to do when I pretended it was you."

She lowered her right hand and started rubbing my dick. Though it never softened completely - I was still holding and looking at a beautiful topless woman - it wasn't as hard as it was when I had my finger in her or my hand and mouth on her tits. But as it quickly started growing, I leaned in and started kissing her. She kept rubbing as my hand moved back to her breast, and I felt her nipple quickly hardening again. Suddenly she pulled away from me and smiled.

"I bet I know what you'd like," she said with the sexiest innuendo I'd ever heard.

She kicked off her sneakers, pulled off her leggings and her socks, and stood up wearing just her thong. I could see a dark shadow behind the panties. Before I could say anything, she turned, leaned over the table, and stuck her ass out.

"Isn't this what you were looking at at the car dealership? Does it look okay without the leggings?"

Yeah, dumb question. Her labia were straining against the panties. I walked up to her and placed a hand on each cheek, giving a soft squeeze.

"Oh, yeah, it looks good without the leggings. REAL good."

I kept squeezing her left cheek and used the middle finger of right hand to rub up and down her thong between her lips. Debbie softly whimpered. After a minute, I leaned over her. Cupping both of her hanging breasts, I whispered in her ear.

"But I think I can make it look even better."

After a few more seconds of caressing her tits and pinching her nipples, I knelt behind her and removed her thong. She remained bent over the table and spread her legs. Her pink lips were glistening with her juices; she looked fantastic. Rubbing my middle finger up and down without the panties brought loud whines from her. I licked my finger and slipped it in her pussy; she was definitely ready. And in case I had any doubt, she erased it when she said, "Fuck me, Andy."

I opened my belt, unbuttoned and unzipped my jeans, and pushed my pants and underwear down. I didn't bother taking them off. I quickly unbuttoned my shirt so it wouldn't be in the way. I grabbed my dick and placed it right at her entrance. As I slowly pushed it all the way, I groaned loudly.

"Fuck, Andy. Don't move for a second."

I remained motionless, hands on her hips, pulling her against me.

After a few seconds, Debbie said, "Okay."

I pulled back as slowly as I could and pushed back in just as slowly. She squeezed her muscles and it felt incredible. I held still another second before repeating the pattern. After the fourth time, I asked, "Can I come in you?"

"Y-e-a-h," she responded breathily.

I started going faster, and Debbie was pushing back against me every time I pushed in. After five minutes, I was afraid I wasn't going to be able to last much longer, and I really didn't want it to end. So, after one more push in, I pulled out completely.

"NO!" Debbie yelled.

"Quick!" I said, probably sounding desperate, "turn around!"

She stood and turned around. This was the first time I actually saw her pubic hair, shaped in a triangle. But this wasn't a time to stand around admiring her body - we both wanted to get back to where we were.

"Sit on the table," I said, as I picked her up. "Lean back."

She put her arms behind to support herself, giving me perfect access. I lifted one leg to put on my shoulder.

"Is this okay?" I asked.

She nodded.

"Just hurry!" she said, sounding as desperate as I sounded earlier.

I put her other leg over my shoulder, grabbed my dick, and slid it in again.

I groaned again - the pressure on the head of my dick felt wonderful. Debbie whined.

It had only been a fifteen or twenty second break, but it was enough for me to calm down just a bit from being on the edge. I started stroking in and out again, at a medium pace, and it was perfect. Each time I pulled back, Debbie and I locked eyes. But when I pushed in, she closed her eyes tightly.

When I pinched her left nipple, she cried out. I alternated between squeezing her whole breast - maybe more satisfying for me than for her - and pinching her nipple, which she seemed to really like. I kept this up for three or four minutes, and I realized I was quickly approaching the end. I thought about pulling out again, but I couldn't; I was ready.

I thought Debbie was pretty close too, as she was thrusting against me and getting louder every time I pinched her nipple. But just to make sure, I licked two fingers of my left hand and started rubbing her clit, causing her to cry out.

"FUCK! YES!"

She started thrusting her pelvis into me every time I pushed my dick into her. We were both breathing heavily, and it was only another minute before I lost it. I pushed in and held myself deep in her as I totally erupted and groaned loudly. I jerked forward with my second shot, and that's when I heard Debbie gasp and go quiet as I felt her squeeze my dick, causing my next spurt to feel even stronger. After 5 incredible pulses, I was drained, but I could now continue long in-and-out strokes to hopefully enhance Debbie's orgasm. That, my fingers on her clit, and my fingers squeezing her nipple seemed to do the trick, as her rhythmic gasps with each contraction seemed to go on for a while.

When she finished, she dropped her legs off my shoulder, leaned forward, and fell into me; I happily wrapped my arms around her. Neither of us moved for a few minutes, and I savored the feeling of ecstasy along with that of her naked body pressing against me. When I finally felt her move, I loosened my grip on her as she sat up straight, looked at me, and smiled.

"Wow, that was fucking fantastic!" she said, causing me to laugh.

"I couldn't have said it better myself," I replied.

She leaned back into me, and we hugged again for a minute before she pushed me back so she could hop down off the table. Then she gave me a short kiss before she cupped a hand between her legs and waddled toward the bathroom.

"I gotta get some tissues," she said.

When she walked back, I admired her naked body.

"Uh, Can I ask you a question?" she queried.

"Of course," I responded nervously.

"Shouldn't you have as much fun as Lily?"

"Huh?" I replied with a confused look on my face.

"Didn't you say she was having a sleepover at your sister's and playing with her cousin all weekend?"

"Yeah..." I said, still not sure where this was going.

"Would you like to have a sleepover here and play with me all weekend?"

She was smiling nervously as if she wasn't sure what my answer would be. Silly girl.

I broke into a huge smile and pulled her in for a hug.

"I'd LOVE that," I replied.

She let out a deep breath.

"How about we go get some dinner," I asked.

"Good idea. You'll need to keep your strength up for what I've got planned."

This was definitely going to be a fun weekend!