Lovely Clare

I first met Clare in December that year. I was living in Grand Forks, North Dakota. And it was particularly cold that winter. I was at a jazz club with a couple of friends. I was recently single. My wife decided that she didn't like the cold of North Dakota in the winter and left. So, I spent my time hanging out with friends and being social, but I was still not really ready for any kind of relationship, so I pretty much had just stuck to the single life.

Anyway, we were all at the club on a Monday night. That's when a local jazz band played there. It was mostly university students that came down, so I was a bit older than the rest of the crowd. When I got there, John and Sally were already at a table. I got a drink and they waved me over to sit with them.

The place was pretty full for a Monday. But it was really cold outside, and I think that people just liked being in a war bar with a nice cocktail. I was just asking Sally about how her new job was going when I noticed a woman come in the door. Holy hell she was stunning! Dressed in a long black jacket, her hair done up in buns on each side, a light dusting of snow on her shoulders. Most people will talk about how seeing a person's figure is what turns them on and so a bundled up woman doesn't show much of her figure. It didn't matter. I saw her and I felt myself immediately get aroused.

Oh, and her makeup. Maybe that sold the package to me. This woman's makeup was perfect. She had a fair complexion that contrasted with her black hair. And her eyeliner would make any goth kid so envious. I was so busy staring at her that I didn't even notice that she was walking right at our table!

When she got there, she said hello to John and Sally and then looked at me and asked, "Is this seat taken?"

At first, I couldn't respond. I stammered out a clumsy, "Well if you sit there, then it will be." And I immediately regretted that line.

She removed her jacket to reveal a beautiful black blouse and matching long skirt. And then I could see her boots. Doctor Martens, 10-eyelet, black boots. I was in love and I didn't even know her name!

John and Sally introduced her. "David, this is Clare. She's a friend of mine. I met her at University before I graduated."

"Pleased to meet you, Clare," I said. "I'm David. But Sally already said that." I was having trouble with my words. She was so beautiful!

We all fell into conversation over a couple rounds of drinks. It was glorious. Clare was so charming and intelligent. It was a dream.

After another hour had passed, a few more people showed up that John and Sally knew and they went over to talk to them, leaving Clare and I at the table alone. We talked about music and our love for jazz. We talked about movies and our love of Star Wars. We talked about many things.

I asked her if she wanted another drink. She said she would have one more, but then she would have to head back as she had to get up early. I went to the bar and ordered another round of these perfect gin martini's that the bartender made.

John was there and asked me, "So, looks like you and Clare are hitting it off?"

I told him that I was definitely enamored with this lovely lady, but I didn't know how Clare felt about the whole situation. John told me that he could tell that Clare was into me just by the way she was talking. Clare is a bit of a loner that does things her way. She doesn't play a lot of the social posturing games that others do. And if she was spending that much time talking with me, she was definitely interested in me. I asked John if there was anything I should say. Or maybe anything I shouldn't say. He told me that if I really wanted to get her interest, I should find a way to tell her that she's dangerous. John said that she really liked that phrase.

I thanked John for the tip, paid the bartender, and went back to the table with the drinks. Clare still looked stunning. She took the drink and we clinked our glasses before sipping the drinks. We listened to the band for a bit, holding our cocktails.

Clare looked down at the drink and said, "I really like a gin martini. I think it makes a girl look mysterious. You know, dark hair, striking makeup, sipping on a chilled gin martini. So worldly and mysterious."

I looked at her and said, "Well, I don't think you're mysterious."

She blinked at me. "You don't?" she asked with a hint of hurt in her voice.

"No, not mysterious," I said. "But I do think that you're a little dangerous."

Her eyes widened at my comment and I saw her catch her breath slightly. I saw how blue her eyes were at that moment and I knew that I had gotten to her.

"Well," she said, her eyes looking down at her drink. "I suppose that's alright."

I stared right at her, grinning and sipping my drink. "I'm glad that you think it is alright."

She shifted in her chair, her body language suggesting that she was uncomfortable. Not in a bad way. Not like she wanted to leave. But like she wanted to stay, but didn't know how to take that next step.

As I said, I wasn't really looking for the next Mrs. Right. But Clare definitely had me thinking of the things I missed from being with a woman.

We finished our drink with small talk that had definitely changed in tone. We were both skirting around a topic, neither of us wanting to cross that line just yet. She set down her glass on the table and looked at me. I looked back into her eyes, curious of what she was going to say.

"Well, as I said, I have an early day tomorrow. I have to get up early. And so, I must take my leave, sir." She spoke with a tone that said that she didn't want to leave, but she was resigned to the reality of it.

"It was a pleasure making your acquaintance, Ms. Clare," I said with as much charm as I could manage. "I had a wonderful time talking with you and sharing a few drinks." I tried to be as aloof and nonchalant as I could. I didn't want to give away the fact that I was so attracted to her.

"Get your phone out," she said abruptly.

I did, holding it up and giving her an inquisitive look.

"I'm going to give you my number," she said with a very matter-of-fact tone. "You're going to call me and we're going to go out for drinks. Just the two of us. We can talk movies and music and whatever then."

She told me her number, I repeated it back to her. And, for good measure, I gave her mine.

"Okay, I have your number. But I'm not calling you. Just so you know that."

"I understand," I told her.

She then smiled at me, turned, and walked out the door into the wintery night.

I decided to leave as well. I had work in the morning. I said goodbye to John and Sally and got a cab home.

The next day I woke up, unsure of what to do with myself. I went to work just buzzing with excitement thinking of Clare. I kept checking my phone to see her number in my contact list. I couldn't believe that I had spent that time with such a beautiful woman! I wanted to call her right then and there. But I couldn't. For one, I didn't want to seem overly eager. Also, I was thinking that I needed to keep my head on straight. I didn't need to jump right into some crazy new relationship so soon after my divorce. I mean, the divorce technically wasn't even final yet. We didn't have the final court decision for another 2 months. So, I spent the day at work, absent-mindedly going through the motions of my job. I got home, fed my cat, and watched TV until 2 AM.

On Wednesday, I woke up thinking of Clare. I was so aroused just remembering how she was dressed, how she carried herself, how she held that martini glass. It was ridiculously distracting all day at work. I had planned to call her today. I figured 2 days was the right timing. Not too soon to seem overly eager, but not too late to seem uninterested. I didn't really know the right way to do this anyway. I had been married the past 10 years. I was so far out of the dating scene it was ridiculous.

I made it through work, came home, changed my clothes and waited. I wanted to wait until 6:30 because I felt that was the right time to call. It was early enough to invite someone out but late enough that I wouldn't seem too forward. It was casual, considerate, and probably completely wrong. But I couldn't wait.

At 6:30 and 10 seconds, I was dialing Clare's number. I was so anxious, hoping she would answer. I was ready to sound cool and collected. It was ringing. She picked up.

"You know, I had a whole speech prepared to tell you that when a girl gives you her number, she expects you to call back. And if you had taken any longer to call me, I would have told you that it was too late and I wasn't interested. But I guess you did call back, so I suppose I don't have to give you that speech. How are you?"

It took a moment for me to regain my composure, "I'm good. I guess I'm glad I called you tonight, then. Seem that if I had waited any longer I would have missed the opportunity to invite you out for drinks."

"That's true," she said, coyly. "So, what's up?"

"Well, I was trying to figure out what to do tonight and I thought it might be a perfect opportunity to invite you out for Round 2 of cocktails and movie talk," I said, trying to sound very casual.

"That would be lovely, my dear," she replied. "But, I have a term paper to finish tonight and I just can't get away. Can we do it this weekend?"

"Of course," I replied, trying to hide the disappointment in my voice. "Friday I'm free. And I think Saturday I can be free as well. I have some errands to run during the day."

"Friday it is," she said. "Same place?"

"I was thinking of going to Zim's. You know, the lounge over near the art museum?"

"Oh, I love that place!" she said, not hiding the excitement. "I'll meet you there at 8 PM. It's a date!"

"Perfect," I said, hoping that she couldn't hear me pumping my fist in the air. "I look forward to seeing you there."

"Same," she replied. "I'll wear my boots." And she hung before I could reply.

The rest of the week was torture for me. When Friday finally arrived, I told my boss that I was leaving at lunch time because I had people coming in from out of town and wanted to clean up my place. Truth was, I wanted to clean up my place on the hopes that Clare would be coming home with me.

I realized I didn't know much about her other than she was friends with John and Sally, she went to the University, and she liked gin martinis. Not a lot to go on.

I left work at noon and went home. My place wasn't really a mess, I just wanted to arrange it "just in case". I had some jazz music cued up and ready to go when I walked in the door. I picked up new bottles of gin and vermouth. And I made sure my glassware was chilled. For good measure, I got a little cheese tray with the olives and stuff. And I even made sure that the hot tub was ready to go.

I was really lucky that the house I had bought when I moved here had a glorious built in hot tub. It was especially nice to have it in the winter time. The master bedroom had a sliding door that opened onto the patio and the hot tub was right outside!

I ate dinner, got dressed, combed my hair at least three times, then headed out to Zim's. I arrived before Clare got there. And the next 15 minutes was pure torture as I worried that she wouldn't show up. But at 8 PM on the dot, she walked into the door. I waved at her and she smiled. She took off her coat to reveal a gorgeous black dress, with a wide belt, and tall Dr. Martens boots that came up almost to her knees.

She figured out that I was a guy who likes his ladies in tall boots.

We sat down and ordered drinks. She had her gin martini, but I was drinking scotch tonight. I wanted to seem more "worldly", whatever that meant. We talked for a while. It was amazing. She was so highly intelligent. And then she asked me an odd question.

"So, David, how old are you really?"

"Excuse me?" I asked, genuinely surprised.

"I talked with John and Sally about you," she said. "I know you're a bit older than me. So I'm wondering how old you really are."

I looked at her and grinned, "I want you to guess."

She gave me a coy smile and looked me up and down, "Okay. Um... 32."

I was kind of shocked. I was 38 at the time, and I knew that I was in really good shape, but I wouldn't have thought I looked that much younger.

"Too low," I said. "Guess again."

"Okay... 34."

"Higher."

She looked a bit puzzled. "Higher? 36."

"Higher," I said without blinking. Daring her to figure it out.

"So... 37?"

I looked right into her eyes. "Keep going."

"Are you 40? You don't look 40!" she said, somewhat embarrassed.

"No, not 40 yet."

"Okay, 38?"

"We have a winner," I said with a smile.

"Good think I'm into older men," she said, half under her breath. "So, how old do you think I am, then?"

"Oh no!" I said immediately. "I'm not going to do that."

"Do what?"

"I won't guess your age."

"Why not?"

"Because if I guess to old, you'll be offended. And if I guess too young, you'll think I'm being condescending. I know you're old enough to be in a bar, I saw the guy at the door check your ID. But other than that, let's just say that I don't have a clue."

I actually did have a guess. I figured she was maybe 23. Sally said that Clare was a friend from college and Sally had completed college 2 years ago. If Clare was 2 years behind Sally, that would put her around 23.

"Well, I'm 21," she said with a tone that told me she was worried about my reaction. "I'll be 22 in a week."

I tried to be very casual when I said, "Ah, okay."

"Did you think I was older?" she asked immediately.

"I didn't have any specific opinion," I lied. "But let me ask you a question now."

"Okay," she said hesitantly.

"Does the fact that I'm 16 years older than you present a problem?"

She looked down at her hands on the table then took a sip of her drink. "No. As I said, I'm into older men."

We had a couple rounds of drinks and the tension at our table was running high. Since we weren't around our friends, we got cozy. Very cozy. We were sitting on a love seat at this lounge and she had cuddled up to me right after the 'age conversation'. She rested her hand on my thigh as we talked.

She was a beautiful woman. Around 5'7", very nice curves, and even though her dress wasn't cut to emphasize it, I could tell she had quite nice sized breasts. She leaned her head onto my shoulder.

"So," she said.

"So," I replied.

"Do you want to get another round of drinks here," she said, seeming like she had other plans in mind.

"Well, we can, if you'd like," I replied. "It's up to you. But, if you don't like the vibe of this place, we can go somewhere else."

She ran her fingers along my leg and said, "Well, where would we go? This is the best place in town for cocktails. The jazz club is likely packed tonight. Is there somewhere more... quiet?"

"There is..." I said, trying to be very careful. "But it's up to you. My house is quiet and I just restocked my gin and vermouth."

I held my breath, waiting for her answer.

She smiled up at me and said, "Go pay the tab, I'll get my coat, darling!"

My body tingled with excitement. We got a cab to my house. When we arrived, I tipped the driver and got his number just in case Clare would need a ride home later. I hoped she wouldn't.

We went inside and took off our coats. I turned to her to say that I would make some drinks and that she should get comfortable on the couch. But when our eyes met, I couldn't speak. I leaned down and kissed her. It sent shivers through my whole body. I immediately was so turned on by that kiss.

After we stopped, she looked at me and said, "I've been thinking of this moment since I got home Monday night."

"Well, why don't you go into the living room and make yourself comfortable on the couch. I'll get us a couple of drinks."

"Don't take too long," she said.

I went into the kitchen and got everything that I had prepped out. I mixed up a couple of martinis and then brought it all into the living room.

"I hope you like a little cheese tray," I said, trying to not look at her legs. "It is one of my favorite snacks to have with cocktails."

"Looks amazing," she said, staring at my and not even looking at the tray.

She accepted her drink and we toasted. We didn't even finish that first round before we were entangled together, kissing deeply on the couch. It was passionate and driving. We couldn't get enough of each other. She had her arms around me, holding me closely. I had one hand behind her head and the other on the small of her back.

She stopped and looked at me. "I don't want you to think that I just do this all the time with anyone," she said.

"I understand," I replied. "This is really out of my depth as well. We can stop if you want."

She looked at me, "That's the problem. I don't want to stop."

"How far do you want to take this?" I asked and immediately regretted saying that.

"As far as you want," she said with a smile that made me want her so badly.

"I told you that you were dangerous," I said.

That comment had the effect that I had hoped for. She stood up and held her hand out at me.

"Let's go," she said.

"Where?" I asked her innocently.

"Take me to where you're going to ravish my body, because I can't wait any longer, darling."

I stood up, took her hand, and led her down the hallway to my bedroom.

"Ah, your bed is made," she said as we walked in. "I respect a man who makes his bed."

"Thank you," I replied. "So, I'll ask you one more time. How far do you want to take this?"

She didn't say anything. She just smiled at me. Her eyes never left mine as she unbuckled her waist belt and let it drop to the floor. She continued to stare at me as she unzipped her dress, shrugged it loose from her shoulders, and let it drop to her hips. She unclasped her bra and let it drop to the floor. Her breasts were amazing! Her nipples were already hard and she ran her fingertips gently over them as her eyes burned with passion. Then, she reached down and slipped her dress down off of her hips. It fell to the floor and she stepped out of it. She wasn't wearing any panties. Her shaved pussy there for me to see. My cock nearly burst from my pants I got so hard.

"I'm leaving the boots on, if that's okay," she said as she stepped towards me.

"That sounds like a great idea," I said as I unbuttoned my shirt.

I quickly removed my shirt and then motioned for her to sit on the bed.

I sat down in my chair and unlaced my own boots. Slowly and deliberately. The whole time, staring up at her. I kicked them to the side and removed my socks. The anticipation was killing me, but it was clearly getting to her as well. She kept eyeing my jeans and the bulge that I had there. I unbuttoned my pants and unzipped them as well. I wasn't wearing any underwear either and my erection popped out immediately. Her eyes lit up as my pants dropped to the floor. I stepped out of them and moved towards the bed where she was sitting.

She stared at my cock and I stood there in front of her. She looked up at me and without a word, reached up and grabbed my rock hard cock in her hands. It had been a while since I had been with a woman and her touch almost made me cum right there. But I closed my eyes briefly and tried to calm myself. I was able to pull back from the edge of orgasm and looked down at her again. She was gently caressing my cock just inches from her face.

Then, she looked up at me, slightly embarrassed and said, "So, this is a lot bigger than I'm used to."

"Oh really?" I asked, genuinely surprised. "Is that a problem."

"No," she said. "It will just take a moment for me to get used to it. That's all."

"Well, that's good," I said. "So... anything in particular that you'd like to do?"

Her smile faltered for a minute. She looked to the side. Her breasts looked so inviting and her nipples still hard as diamonds. She looked back up with a shy expression and said, "I was hoping that you would just... you know... just tell me what to do?"

That's when it dawned on me. She was a sub. She wanted me to dom her in bed! I almost came again just thinking of that!

"So, you're asking me to be in charge?" I said with a somewhat stern voice.

"Yes, sir," she replied.

"Stand up," I told her. She did so, immediately.

"Look at me," I directed her. Her eyes looked directly into mine.

"I will do this, but there are some things you must know."

She gave the slightest nod and listened intently.

"You call me 'sir'. That's it. Not David, not 'daddy', not 'master'. Just 'sir'."

She nodded again.

"You will do as I say, when I say. I will not hurt you. I will not punish you. I am going to satisfy myself with your body. I will respect you and your wishes. This is only done with your consent and willing participation. I don't know you well, so if anything I tell you to do is over a line, you must immediately say, 'please wait sir' and I will stop to make sure that everything is okay. Do you understand me?"

Her eyes said it all, but a small voice came out of her mouth and said, "Yes sir, thank you sir." And with that, I knew she was mine.

"Clare, I need to have release now so I can continue tonight. Turn around and while standing, bend over the end of the bed. Reach back with both hands and spread your ass so I can see your pussy."

She did as I told her. I looked closely at her shaved pussy. It was already dripping wet. She was clearly very turned on. I could smell the sweet juice coming from her lips. I knew that I would cum quickly as soon as I stuck my dick in there. I slid my fingers around her labia, spreading her wetness around. I slid my finger into her pussy and she moaned gently. Her body tensed slightly and then relaxed as I massaged her G spot. I pulled my finger out and immediately put it into my own mouth. She tasted so good. I had to run my tongue up and down her dripping pussy to get that taste. She moaned as I did this, her hips starting to gyrate slowly.

I stood back up, my dick was rock hard. I lined the tip of my cock up with her lips and swirled it gently. Her body was crying for pleasure. I slid into her pussy and felt the glorious warmth on my cock. Two thrusts and I exploded with orgasm in her cunt. It was so tight and hot. I couldn't contain myself. It had been too long since I had fucked a woman, I knew it wouldn't take much to make me cum like that.

"I'm not done," I said. "Remain where you are."

"Yes sir," she panted.

I pulled my dick out. It was still hard. I would need to give myself about five minutes, then I could really give it to her.

I liked my finger again, but she didn't need the lubrication. Her pussy was still soaked. I slid my finger back into her pussy and worked it back and forth. My thumb flicked her clit, which was hard and wet. As I worked her, I was amazed that with only one finger in, her cunt was still tight. I slipped a second finger into her pussy and she quivered with pleasure.

"Are you ready to cum?" I asked her

"Yes sir, if you want me to, sir," she said obediently.

"I want you to wait," I instructed her. "Hold it back. You're not allowed to cum yet."

"Yes sir," she said softly.

I pulled my fingers out of her pussy and ran them around the rim of her ass, spreading her juices all over. I teased her ass with my fingers, never quite putting them in, but hinting at what was going to happen next.

I moved to her side just a bit and my left hand reached under and cupped her breast. I felt her nipple, so firm against my palm. This made my cock pulse. I then put one finger at her asshole and another at her pussy, just pressing against the openings of her holes. Then, with a gentle push, they both went in up to my knuckles. She yelped a bit in surprise and her body tensed. As I started to slip them in and out of both holes at the same time, she got into the rhythm. Her hips were gyrating back and forth as I fingered her. Her moans kept getting louder. Her pussy kept getting wetter and wetter until it was running down her thighs in rivulets.

“Sir?” she said softly.

I slowed my pace of thrusting my fingers but I didn’t stop.

“Yes, Clare?” I asked.

“Sir, I don’t think I can hold my orgasm any longer, sir,” she said desperately.

I immediately stopped with my fingers and removed them from her pussy and ass.

“Then I’ll give you time to cool down a bit,” I said, somewhat mischeviously.

“Sir?” she asked again.

“Yes, Clare?”

“Do I just wait like this, sir?”

I thought about this for a minute.

“No,” I finally said. “Turn around and let me sit on the bed. Stand here facing me.”

She did as instructed. She was standing there in front of me. The juices from her pussy had run down to the top of her boots now. Her nipples were standing tall and proud. Her eye makeup was still perfect.

“Now, kneel down in front of me. I want you to put my cock between those lovely breasts and work it for me. Just with your breasts. No hands. No mouth.”

“Yes sir,” she replied and started on the best tit job I’ve ever had in my life.

Her breasts were larger than most women I had been with in my life. So I rarely got to fuck a woman’s breasts. But Clare’s were a perfect size. And they were so firm! She worked my cock just right, and it felt so good! They were firm and supple, conforming to my hard dick almost as tight and firm as her pussy. She was breathing a bit heavier now. I watched her concentrate on my cock, on pleasuring me. I put my hand on her head, holding it as she worked her body up and down, pleasing my shaft.

Then, with a gently motion, I stopped her for a moment. My hand on her head moved to her face and I ran my finger over her lips. I parted them gently and she opened her mouth slightly. I ran my finger onto her tongue. She sucked it gently. I pulled my finger out of her mouth but tapped her chin to get her to open her mouth wider. Then, I reached my hand behind her head and tilted it forward until the end of my cock was on her lips. I gently pushed her down on my dick and she took it into her mouth inch by inch. I kept watching for any signal from her that I should stop. She never gave me any. I was surprised and pleased at that response from her. Shen her lips reached the bottom, I could feel the tip of my cock in her throat. She was holding her breath right now. When I realized that, I backed off so she could breathe easily. Without taking my hand off of her head, I started her moving up and down on me, sucking my cock deep into her throat every few strokes. She worked my dick and I felt my orgasm building. I looked down at her as she sucked me. I knew I was going to blow another load, so I motioned her to stop. I pulled my dick out and stood up.

“Get on the bed here. Lay on your back with your head over the side here.”

She did as I said. I reached down and fondled her nipples. She shuddered as I did this. I then leaned further over and slipped my fingers into her pussy. It was still flooded with her juice. My cock was slipping over her face as I leaned over her. I stood back up and told her to open her mouth. She tilted her head back over the edge of the bed and opened wide. My cock slipped right in and I started fucking her mouth. It didn’t take long for me to cum again. And again! I shot two loads into her mouth in this position. I’ve never cum so hard in my life.

I immediately pulled my cock out, leaving a trail of cum across her face. She coughed once and gasped a bit. Then she looked up at me and said, “thank you, sir”. That comment made my dick hard instantly, even though I had cum three times already.

“Are you ready to cum, Clare?” I asked her as I stood over her by the bed.

“Yes sir,” she said. “I want to, sir.”

She was the perfect sub!

“Okay, but I want to ask a few things first.”

“Okay, sir.”

“Have you done anal before?”

“Yes sir.”


“Did it make you cum?”

She paused for a minute. “Yes, sir. It did.”

“Then stand up here,” I told her with a gesture for her to stand with me.

She stood up, her legs seemed to be shaking a bit. Her body a perform form of sexuality and desire.

“Sir?” she started. “Please, uh, please wait sir.”

I stopped and looked at her.

“Yes, Clare? Is everything okay?”

“Yes, sir, but…”

“Okay, stop the ‘sir’ right now. You gave the safe word, we’re here now. What do you need?”

“Well, two things. The first is a glass of water.”

“Oh, yes, I should have brought them in before we started. I think I was just too carried away in the moment. I’ll get those right now.” I stepped down the hall to get some water. When I brought it back in, Clare was still standing where she had been. She had not moved.

“Clare, what’s the other thing?”

She looked down at the floor. “Well, sir. Um… I, uh… I don’t know how to say this, but… well…”

“It’s okay, Clare. You’re safe. I’m here for you. What do you need?”

“I’m a bit worried.”

My mind raced as to what she could be worried about. Was she having second thoughts? Did she think that she made a bad choice while drinking? I was not sure how to proceed.

“Worried about what, Clare?” I asked.

“Well, um… about the, uh… the size of your dick.”

I looked at her, confused. “Um, okay. How so?”

“Well,” she looked at the ground and took a deep breath. Then she looked up right into my eyes and said, “Your dick is bigger than any I’ve ever had before. And when you were fucking me, it felt so good, but it still felt very, very big. And now you want to do anal. And I do too. I mean, I really want to, but I’m worried that because of the size of your penis it will hurt and I won’t enjoy it.” She sagged after saying that. Defeated. As if she had ruined the whole night.

“It’s okay, Clare,” I assured her. “As I said, we don’t do anything without consent. If you’re worried, we can do something else.”

She said, “No, but can I direct this next part?”

“Sure, whatever you want.”

“Okay,” she replied. She took a big drink of water, smiled, then set the glass down and looked at me.

“Sir?” she asked. “Will you please lay on the bed on your back?”

I complied with her request. As I laid there, looking at her gorgeous body, following the curves around her gorgeous breasts and following them down to her hips and seeing that her shaved pussy was still dripping with arousal, my dick grew hard again, standing tall as I lay on my back.

She climbed up onto the bed and straddled my chest. Her pussy was dripping onto me as she slowly rocked her hips forward and back. She smiled at me and reached behind her to stroke my cock, never losing eye contact with me. Her other hand went to her clit and started to rub it gently. She was stroking my cock and her clit in time. Building up arousal. Her fingers slid into her pussy then and she moaned gently as they did.

She continued for a bit longer then stopped. She got up, turned to face the other way and knelt over my face. Her pussy juice was dripping down and her labia were glistening with how wet they were. Her fingers again slipped into her pussy and started working back and forth. She leaned forward and took my cock into her mouth as she did this. Slowly sucking me as she fingered her cunt. I reached up and ran my hands across her smooth, firm ass. She leaned into this and moaned more while sucking me off.

I could feel the orgasm building in me. I couldn’t believe I was going to cum again. She then took my cock out of her mouth and held it in one hand. She moved down my body until her pussy was right above my cock as she squatted over me. She lined my dick up with her cunt and sat down hard! I went in deep and she let out a cry of pleasure. And she started working my dick hard, bouncing up and down, thrusting it in and out of her pussy. I watched her ass move up and down as she rode me. It was bringing me closer to orgasm, but this time it felt more powerful. But it also felt more like I could hold it. She kept fucking me hard, panting and moaning more and more.

Without stopping, she said, “Sir, sir, can I cum please, sir?” with desperation in her voice.

“Yes!” I shouted. “Yes! Cum on my cock. Cum now!”

Her body exploded with orgasm. Her pussy clenched so hard on my dick and she squirted all over my cock! She was cumming so hard as she rode me. I could see her ass clenching with each pulse. I could hear her cum squirting out of her as she orgasmed.

“Oh fuck! Oh fuck! Oh yes, fuck!” she shouted as she orgasmed over and over.

I was holding my own orgasm, though. I knew this wouldn’t be the end of the night. I wanted to hold out for one more orgasm. As Clare rode through her spasms of a multiple orgasm, I held mine back. Giving her what she wanted, but waiting for my own, still to happen.

As she slowly got herself back under control, she looked back and said, “Sir, I’m sorry, I made a mess of your bedsheets.”

I smiled and said, “Clare, I think that’s okay. We can worry about the mess later. But I think there’s still something you have to do.”

She blushed and said, “Oh, yes, sorry sir.” She paused and then said, “Sir, thank you for letting me cum. I needed that before this next part.”

Then, without taking my cock out of her pussy, she spun around until she was facing me, straddling my dick. Her breasts were moving up and own with her heavy breathing. She had her legs parted so I could see my cock going into her pussy. And her pussy was absolutely soaked from her squirting orgasm.

She looked at me intensely and said, “Okay, sir. I’ll start now.”

I smiled as she began.

She gyrated her hips forward and back, making her pussy slide on my cock, back and forth. She reached one hand down between her legs and rubbed her clit and labia, getting her fingers soaked with juice. She then reached that hand around behind her and started to rub her ass with her wet fingers. I couldn’t quite see from this angle, but it looked like she was fingering her own asshole while she was fucking my cock.

Then, I felt her finger slip all the way into her ass. She moaned in pleasure when this happened. Her other hand immediately rubbed on her clit. She did this for a bit, fingering her ass, rubbing her clit, and grinding my cock in her pussy. All while squatting over top of me. The muscles in her legs were so toned and I could see them flexing as she kept her balance over me.

Then, she stopped and lifted herself off of my dick. She took a breath and looked directly at me.

“Okay, sir,” she said.

She lowered herself back to my cock. This time with the head of my dick pressing against her ass. She pushed down on it and her ass hole parted slightly, the tip of my dick just slipping in. She moaned slightly and bounced just a bit to test things. She then proceeded to move slowly down onto the shaft of my cock. Her ass was so damn tight! But with all of her squirting and such, it was lubed enough to go in. When she hit the bottom of my cock, she waited. I could feel my cock throbbing. I looked at her cunt to see it dripping wet. Her clit was swollen and hard. That turned me on so much. After a moment, she started to move.

It was a slow pace at first. And short strokes. She was working herself up slowly. She got into a rhythm and sped up a bit. She was taking the full length of my cock in and out of her ass now. She was riding it up and down. Her breasts were moving in time with each thrust. I knew I would cum soon. I reached down between her legs and found her pussy with my fingers. I positioned my hand so that with each thrust of my cock into her ass, my fingers would also fill her pussy. She liked this a lot and grabbed her tits as she was moving up and down.

Her voice came out quietly at first, but grew louder.

“Yes, sir. Yes, sir. Fuck me, sir. Yes, sir! Make me cum. Please, sir, make me cum!”

Over and over she would say this, almost like a chant. Louder and louder.

I couldn’t hold back much longer. And I started moaning as well. Louder and louder our moans grew together.

“Yes, sir, fuck me, sir!”

“Oh, Clare, fuck yes, Clare!”

“Yes, sir, yes, sir! Please, sir. PLEASE!”

I realized she was waiting for me to tell her she could cum. I had almost forgot that she was a sub. My orgasm was almost there so I told her to cum.

“Yes, Clare, cum! Cum now! Cum hard. Cum now, Clare. CUM NOW!”

She burst with another squirt. This time, since she was facing me, it splashed all over my stomach and chest. And she kept squirting as she fucked me. She leaned back and her pussy sprayed squirt all over my body and face. She showered me with it.

And that’s when I couldn’t hold back any longer. As she pushed down on my cock deep into her ass, I pushed up and let my orgasm go. I shot my cum deep in her ass over and over. I kept throbbing and shooting cum. Clare pulled up, exhausted from riding me. Her pussy was still squirting and my cum was leaking out of her ass. I shot one more load of cum as my dick slipped out of her ass and my cum splashed her labia.

We both laid there, panting, covered in cum from both of us. It seemed like quite a long time until Clare spoke.

“Sir?”

“Yes, Clare?”

“Do you have a towel I can use, sir?”

“Yes, Clare. I’ll get them,” I told her. “Also, you don’t have to call me sir now.”

She smiled sheepishly and said, “But what if I like calling you that?”

I stopped and turned to look at her. “Do you?”

She smiled and looked down at the bed sheets which were thoroughly soaked and soiled from our escapades. “Yeah, I do… sir.”

I walked into the bathroom and got two towels. When I came back out, I handed one to Clare.

“Okay, that’s fine then. But there are rules,” I said.

“There always are, sir,” she responded.

“Yep. First rule, you don’t call me sir in public. That is for our personal time only. Second rule, we are equals in this. We do everything together and consensually.”

“Any more rules, sir?” Clare asked with a seductive grin.

“Yes,” I said with a smirk. “Take off those boots, clothing is not allowed in the hot tub.”

Clare’s eyes lit up, “You have a hot tub too? Damn, you older guys are awesome!”