Worth the Drive-Lisa

"Lisa doesn't know what she is in for"

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I was expecting to hear from Lisa after my night with Laura.  What I didn’t expect was to hear from her three days later.  I was pleasantly surprised. 

“How are you doing, stud?”

“Pretty good.  How about you?”

“Horny.  Especially after hearing the juicy details of Laura’s night with you.”

“It was a really good night for both of us.  I’m curious, are you looking for a night like that?”

“Mmm. Yes, I am.  Is that okay?”

“Yes, that’s fine with me. When were you thinking?”  I said. I decided I  would just go with the flow this time and not worry about things anymore.  If Laura and Lisa wanted to get together for a good time, who am I to argue with them?  I would happily agree with them. My night with Laura was more than I expected it to be.  I think we both surprised each other that night. 

“Well, since it’s almost the weekend, how about next Friday? I’ll let the details up to you.”

“I can do that. It’s a date! I’ll pick you up. Just text me your address.”

“I have a better idea.  Meet me at the same hotel bar as you did with Laura.”

“If that’s what you want.  I aim to please.”

“Mmm. You got it, stud.  That’s what you’ll do to me. See you next week.”

I relaxed the weekend. We flirted with each other all week.  I picked out a quaint little Italian restaurant. It was family-owned.  Incredibly old school. Not a lot of tables.  Romantic lighting. It was perfect for our date.

Just like my date with Laura, I took off Friday so I could relax, go to the gym, shower, and straighten up the house.  I just didn’t want to get stuck at work on a Friday. I got dressed and headed to the bar I met Laura.  Lisa didn’t want an impersonal hotel room.  She wanted to see my place because Laura got to see it as well.  I think she thought her experience would be the same.  Well, not exactly the same, but the same result.  A very satisfied woman.        

I got to the hotel and parked in the nearby lot.  I headed into the bar to find Lisa.  I saw her almost immediately.  She was wearing a royal blue dress.  It was hugging every curve on her body.  It had a slit up the thigh. Her stockings were the white thigh-high kind.  I know because I could see the lace tops when she moved.  She had matching blue stiletto heels that completed the ensemble.  Her hair was in a French braid and she had worn glasses.  That made her look even sexier. 

Lisa was surrounded by the weekend lounge lizards.  I was going to intervene but, by the look of things, she could take care of herself.  I went to the bar, grabbed a drink, and proceeded to watch the night’s entertainment.  They were totally talking shit to Lisa trying to impress her. Telling her how sexy she is and how good they were in bed.  She wasn’t buying a single word they said.  She finally spoke her mind. 

“You guys can cut the charm.  Higher class, richer, and definitely way hotter men have tried to get into my panties, and it didn’t work.  Now excuse me, my date is here.” She looked at me, walked over, and sat down beside me.  “Buy a girl drink?” she asked.

“What’s your poison?”

“White wine, please.” After we got our drinks, I led her towards the lounge lizards that were still hanging around, getting dirty looks from each of them.  We sat at the corner of the bar.  It was dimly lit and slightly more romantic than the main bar.  We sipped on our drinks and chatted.  I mentioned that we were going to dinner then to my place.  Lisa got excited hearing that.  As I saw her eagerness, I felt I had to tell her my plans for the night.

“Lisa, you wanted me to plan everything right?”

“Yes, I did.  What are your plans for us?”

“Well, we’re going to do things a little different tonight.  Just follow my lead and do what I tell you. I promise you won’t be harmed in any way. No questions. Got it?”    

“Sure, Bret,” she said, but she looked nervous.  I ran my hand up and down her back to relax her.  She felt my hand began touching her thigh.  I bent over and kissed her on the cheek and whispered in her ear.

“Take your panties off and give them to me,” I said as I moved her legs apart.  Her dress started revealing a little more leg.  Lisa looked at me. She saw the determined look in my eyes and my face.  I helped move the hem of her dress up a little more as she started to wiggle her sexy ass to get to her panties off. Then, I reached down to grab them.  My fingers brushed her pussy and Lisa gasped in shock.  She turned the stool towards me, and I slid her panties off the rest of the way.  All the while my hands running down her sexy stocking-clad legs.

I stuffed her panties in my hand and put them to my nose to get a good whiff of her intoxicating scent.  We finished our drinks and headed to my car.  As we passed the lounge lizards, I held up her panties.

“I guess I’m the only one getting in her panties tonight.  Oh, that’s right.  I was already in them.  Have a great night. I know I will,” I said.  They just stood there as their jaws dropped as we walked out.  I had my hand on her ass as I gave her a quick slap on each cheek.  Then I massaged it as we walked to my car.

I opened the door to let her in.  As Lisa bent down to swing her legs in, she deliberately spread her legs to show me her bare and panty-less pussy.  I grinned at her, closed the door, and got in the driver’s seat.

“One more thing before we leave, take my cock out and give me a hand job,” I said as I handed her panties back to her.  Put these on my cock and stroke it until you make me cum in them for you. The silkiness of your panties is quite erotic.  If you do a good job, I’ll finger fuck that sexy pussy.  I may even let you cum.”

“But people will see us,” she pleaded.

“You agreed to follow my lead, did you not?”

“Yes. Yes, I did” she said as she put her panties on my cock and hesitated but started to jack me off.  My hard cock was wrapped in her blue satin panties when she started to stroke my cock.  After a few strokes, Lisa took her other hand to cup my balls and play with them.  She even took them in her mouth and began to hum all the while still stroking me without missing a beat.

“One more thing.  No cumming until I say so.” I left the seat back a little to give her more room and relax.  Then, I reached out and ran my fingers over her pussy.  She moaned out loud. Soon her pussy was getting wetter with every stroke I made.  Soon, I stuck two fingers deep in her pussy.  Her hand was getting faster on my cock and I was getting close to cumming.

“Oh, fuck yes.  I’m almost there.  Make me cum for you, Lisa.  My pet,” I cried out.  I noticed people were watching us.  “I’m cumming Lisa!” I said as I shot ropes of cum into her satin panties.  It felt so erotic to do that.  The look on Lisa’s face showed that she enjoyed doing it as well.

When I was finished, I told Lisa to bend over and suck my cock clean.  She looked around and saw a few guys watching us.  “I can’t believe what I just did.  Especially in front of strangers.” She started to blush.  She hesitated, but she knew she had to do. Lisa bent down and licked my cock clean.

When she finished, Lisa was expecting me to finish fingering her to get her off.  I had other plans.  I started the car and drove towards home. Lisa gave me a disappointed look but never said a word to me. We got to my house and I led her towards the door as I held her hand and pulled her close to me.  I opened the door to let her in.  As I closed the door, I turned and began kissing her.  I pushed her against the door.  I began kissing her lips, her neck, and I pulled the top of her dress down and feasted on her luscious breasts.

Lisa closed her eyes and moaned out loud in pleasure. I knelt, lifted her dress, and began to devour her sweet pussy.  I grabbed her ass and pulled her towards my tongue and buried it deep into her pussy licking up her sweet juices.  I paused and looked up at her.  I could see the lust in her eyes.

“Remember Lisa, no cumming until I say so.” I resumed licking Lisa.  She put her hands around my head and pulled me closer as she ground her sex into me. I loosened my tie and took it off.  I got up and kissed her pouty lips as I took her wrists above her head. As we continued our make-out session, I wrapped the tie around her wrists, binding them together but not very tight.  I lifted her and grabbed her ass cheeks as she wrapped her legs around me.  I carried her towards the kitchen.

“Bret, where are you taking me?”

“You’ll find out soon enough, my little slut.”

“What? What did you call me?”

I sat her down on the kitchen table. I spread her legs again and began to lick the juices running down her legs.  She was getting close to cumming with every lick.  I stopped before she got too close.  I stood up and gave her pussy a little slap.

“I said not to cum.  You were getting close, weren’t you?  I bet you weren’t going to say anything until you did.”

“Yes, I was.  I couldn’t help it.  Your tongue is amazing.”

“Wait until you feel my cock after I’ve edged you even more,” I said as I pulled her off the table and turned her around.  Then, I pulled up her dress and bent her over the table.  I began to stroke my cock and teased her pussy with it.  It was then that I noticed the shiny red butt plug in her ass.

“Well, what do we have here.  You really are a slut, aren’t you?”

“Yes. Yes, sir. I am.  My boyfriend likes to fuck my ass and bought it for me.”

“Well, I think we should see how well it works.”  I gently pulled it out of her tight little ass and put it in her mouth. I grabbed some lube.  I rubbed in on my cock and even more in her tight sphincter with a finger or two.  I spread her cheeks and pushed my cock slowly into her tight rosebud.  I went slow to get her used to me. As she moaned, the plug fell out of her mouth.

“Oh, fuck yes.  Fuck me, please.  Your cock feels so good in my ass.”  I took her panties with my cum and put them in her mouth to gag her and let her taste me.

“Oh, fuck, Lisa. Your ass is so hot and tight.  I’m going to cum,” I said as I rubbed her clit.  Lisa was helplessly bent over the table with her bound hands stretched out.  “Cum for me Lisa.  Let it go.  I want you to cum with me.” I continued thrusting my cock until I couldn’t hold my orgasm anymore.  I exploded deep in her ass. 

Lisa spit out her panties and cried out, “Oh my God, sir.  Yes, pump your seed in me. Oh fuck.  I’m cumming sir.  I’m cumming.” Her body started to shake and spasm with her first orgasm of the night.  Many more to follow. I continued thrusting until my cock deflated and I pulled out. Once I was out, I pushed the plug back in her ass.

“Just a little bit of me to remember our first fuck,” I said.  I helped her up and began to untie her hands.  “Come on, let’s get naked and we’ll hit the hot tub.” We stripped each other and I grabbed some wine and two glasses and met her in the tub. 

“Oh sir, that was wonderful. You did everything I wanted.”

“Yes, it was.  Just relax for now. I have more in store for you tonight.  Let’s enjoy each other’s company for now.”

I watched Lisa climb into the tub.  I was mesmerized by her ass when she bent over.  I knew we were going to have lots more fun later.  I poured each of us a glass of wine.  We toasted and I wrapped my arm around her, and we just stared at the stars for a few moments. 

When Lisa wasn’t looking, I poured a little wine on her breasts.  She was shocked as she felt the cold wine on her hot skin, but even more, by my tongue licking it off each breast and nipple.  Lisa threw her head back and put her hands under the water giving me free access to her.  One of Lisa’s hands was stroking my cock and the other was fingering her clit. 

I started whispering all the dirty things I planned on doing to her.  She started moaning and I knew she was close to orgasm.  I’d give her that orgasm.  She would pay for it later, though.

“Oh, I’m cumming. I’m cumming,” she cried.  I took a free hand and plunged two fingers into her tight pussy.  I had her cumming again in minutes.  I pulled them out when she finished.  I had to taste her sweet nectar again,

“MMM, Very tasty.  But I never said you could cum.  Did I?”

“No. No, sir.”

“Relax, Lisa. I was just teasing.  Now the rest of the night, your ass is mine, though.” I took her glass and set it on the edge of the tub and helped her out.   “Come on, my little slut.  Into the bedroom,” I said slapping her ass very stiffly.

“Owww. Sir,” she cried and went to block her cheeks, but she caught herself. 

I led her to the bedroom and dried her off with a towel.  I grabbed some handcuffs and snapped them on both wrists.  Lisa had a wild look on her face as I turned her around and led her to the bed. Lisa climbed up and went to turn around, but I grabbed her and put her face down on the bed.  I took her hands and then cuffed them to the bed.  I grabbed some massage oil and poured some on the small of her back and rubbed it in from her ass to her feet.  All the while, I kept slapping her cheeks, each time a little harder.  When they reached a nice shade of red, I stopped.  I could see her pussy glistening with wetness.

“You like that you little slut?”

“Yes sir.  I do.  I need to cum.  I need you now, sir. Please!”

“Now there. All in due time. You’ll get what you want and more,” I said.  I pulled her ass up and stuck my tongue in her pussy.  Her head went down into the pillow and she moaned in it. I gave it another smack and rubbed it.

Lisa got her emotions in check. “Yes sir.  Spank me.  Spank your slut.  Make me cum again.  May I cum again, sir?  Please.”

“No, you can’t,” I said.  I stuck my lubed finger into her tight sexy ass.  When she was good and ready, I went to her face and gave her my cock.  “Get me all wet for you, my slut.” I fucked her face until she got me even harder and my cock was dripping her saliva.  I moved behind her and pulled out her butt plug.  My cum started to drip out of her ass as I sank my cock into her pussy. She screamed with pleasure into the pillow.  I pulled her up by the hair.  I wrapped my hand around her neck and held her while I continued pounding my cock into her needy pussy.  Her moaning continued until I shot my cum into her tight pussy.

“Oh, sir.  Yes, fill me with your seed. I need more.”

“Good girl, my little slut.  You didn’t cum yet.  You should get a reward,” I said.  I got up and unlocked her cuffs from the bed.  I pulled her up with her still facing the bed.  I moved her hair and kissed the nape of her neck, sending chills up and down her body.  I smacked her ass again and spun her around.  I kissed her and then lifted her and she wrapped her legs around me, I carried her back to bed and laid her down.  I kissed her lips down to her pussy and back up.  I grabbed her arms again and locked her back up to the bed,

“Sir, I thought I was getting a reward for being a good slut for you.”

“This will be your reward,” I said.  I walked over and gave her my cock.  She greedily to it in her mouth. Lisa soon had me standing at attention.  I went to the edge of the bed and grabbed her by the ankles and spread her legs.  My cock went in with ease.  I pounded her pussy hard and fast.

“Oh, sir. Thank you. Give me your hard cock.  Use me. Make me your bitch!”

“Does my bitch want to cum, again?”

“Yes, sir!” she begged me.  I let her legs down and thrust my cock in deeper.  I rubbed her clit relentlessly. Her moaning became louder, and her breathing increased. 

“Cum for me my slut.  I want you to.  Cum all over my cock. I want to feel it,” I said.

“Oh, sir. Are you sure?”

“Yes. Cum for me.  Cum all you want.”

Lisa didn’t need any more encouragement from me.  Her body began to spasm. Her pussy tightened around my cock. 

“Oh, fuck, sir.  I’m cumming. I’m cumming all over your cock,” she moaned.

“Good girl.  You were great! Are you ready for your surprise?”

“Yes. Give me more!”

I pulled my cock out and stroked it before I shot rope after rope of my spunk, up and down her body.  Lisa had cum all over her, and she looked like she was in total ecstasy.  I took her handcuffs off and gave her another kiss tasting my cum on her lips.  I led her to the shower.  I got her a towel and went to change the sheets. 

Lisa came out of the shower wearing just her towel. I had her bend over my knee as I sat on the bed and I rubbed lotion on her beet red ass.  I am not a total dick. I do care for her as a friend.  After getting her relaxed, I led her to the freshly made bed and cuddled with her as we fell asleep. 

I woke up blindfolded, gagged, and handcuffed to the bed.  Lisa was riding my cock until she noticed I was awake.  She stopped suddenly and gently squeezed my balls.

“You better not cum, yet.  I’m not finished with you, yet.”  I guess now it was payback time.  She pulled the panties out of my mouth and the blindfold off.  She bent down and kissed me.  My cock was still buried in her pussy, throbbing, and twitching.  She sat up, dragging her nails across my chest. She dug so hard I could feel the burn left from them.  I love nails being dragged across me. Especially on my back while I am balls deep in a woman looking her in the eyes.

“Oh, my little slut.  That feels fan-fucking-tastic! I want to cum.”

“Not yet” she sternly said.

She continued riding me cowgirl and leaned back. Lisa reached back and stuck her finger in my ass. She gave me one of the biggest orgasms I ever had.  She kept bouncing on my cock feeling every pulse and twitch on my cock.

She fell on me, kissing me from my stomach up to my lips. Then, she turned around and sucked all the cum from my cock tasting both of us.  After she uncuffed me, she got up and headed to the shower again.  She turned around and looked at me.

“Bret, can you make me some breakfast? We worked up an appetite last night.” She said as she turned and head to the shower, I went to the kitchen and got us some coffee and bagels. Lisa came down in just her bra, panties. A garter belt, stockings, and heels completed the ensemble. 

“Wow, you look great.”

“Thanks, stud. You were great last night.”

After we ate, we got dressed to go to the hotel.  We pulled up by her SUV.  I walked around and helped her out of my car. She got in her SUV and turned to face me.  She pulled me into her. Then, she wrapped her legs around me, giving me quite the goodbye kiss. After we broke our kiss, I noticed the lounge lizards from last night getting their golf clubs in their car.     

“Lisa, are you still wearing panties?”

“Yes, I am.”

“Let me take them off so we can mess with our buddies over there.” She smiled a wicked smile.

“Go ahead, Bret.  Get into my panties again,” she giggled.  I slid my hands up her skirt and pulled her red lacy panties down. I closed the door and bent in to kiss her on the cheek.

“Watch this before you leave.” I started walking to my car and looked at our ‘friends’.  “Hey boys. I guess I got in her panties this morning. AGAIN!” I waved her panties at them. They stood there with a dumbfounded look on their faces as I drove away.  Lisa waved to them and headed home. 

Lisa messaged me the next day. “You’re getting the bill to clean my seats.  I was so horny the whole way home.  I couldn’t keep my hands to myself.  I attacked my boyfriend when I got home.  He fucked me until he had no more cum to give me.”

“Tell your boyfriend, I said he’s welcome.”

“I have to tell Laura about last night.  She’s never going to believe this! Gotta go. My boyfriend is back. You were worth the drive. See you soon. Bye.”

Published 4 years ago

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