Hopeless, Romantic

 

I walked into the office and said, “Ms. Gale, please block out the week of July first through July tenth.  I’m going on vacation.”

She looked up from her desk, her blue eyes framed by her wide-rimmed glasses, and asked, “Vacation?!  Where?”

“That’s right, vacation.  I’ve gotta get outta here.  I booked a resort hotel for Lo and me on a beach in Maui.”

“Ooooo, really?” she squealed with excitement.  “Are you going to propose to her there?”

The question took me by surprise.  “Propose?  Why would I do a darn-fool thing like that?”

“Because, Mr. H., that’s what people do at those romantic resorts on the beach.”

“People,” I said with scorn.  “I am not people.”

“You’re in love with her, aren’t you?  Why are you just stringing her along?”

“Ms. Gale, you are correct, I am madly in love with Lola.”

“So why don’t you get married to her?”

“Because I am madly in love with Lola.  I am not madly in love with marriage.  Marriage is a comfort that, once achieved, leads to the erosion of love.”

“Oh, Mr. H., you’re such a stick-in-the-mud.”

“And you, Ms. Gale, are a busybody twenty-something who has never been married, divorced, or lived fifty some-odd years to learn from experience.”

“Well, that’s no reason not to get married.”

“If you’re so crazy about marriage, why don’t you marry Lola?” I asked as I walked out of the reception area where Ms. Gale had her desk, slamming the door to my private office.

That was how my day started.  It only got worse from there.  Needless to say, by the end of the work day, which was nine at night for me, I was in no mood for Lo’s tomfoolery.

I walked into the bedroom, found Lola naked under the sheets, doing what Lola is always doing when she’s naked under the sheets with easy access to her phone, and I began to undo my tie and remove my button-down shirt.

“Oh yeah,” Lo moaned.

“Is that meant towards me, or your porn video?” I asked as I removed my pants.

Without taking her eyes off the video or her hand from between her legs, she said, “Yes.”

I washed up in the bathroom and returned, taking off my pants and getting under the sheets next to Lo.  “Well, Daddio, am I going to get any tonight?” she asked as she was rubbing her pussy lips under the covers with one hand and holding my flaccid cock with the other hand, the phone with the video still playing next to her, flat on the bed.  I could hear the couple in the video moaning and groaning.

“You have to get me hard first,” I said.

“That seems to be an insurmountable obstacle,” she replied, lifting and dropping my soft dick.

“Really?  I never thought I’d hear you say that.”

“I never have had that problem. . . with other men.”

Within moments I was asleep, or so Lo told me the next morning.  She had to get her rocks off without me. . . again.

When I woke in the morning, I found her curled up next to me, her eyes already open.  “You can fuck me if you want to” were her first words to me.

Luckily, having expelled all my bad feelings of the previous day through my sleep, I was very “up” that morning.

“Roll over on your back and spread your legs,” I said.  My first words to her.

“Oh, Daddy!  You’re so romantic!”  I honestly couldn’t tell if she was being sincere or sarcastic.

I positioned myself over her naked body and took a good look at her.  “You look good,” I said.

“Prove it!”

“The proof is in the puddin’, and I’m puddin’ it in you.”  I slid in.  She was dripping wet.  “Lo,” I said once I was deep inside her.

“Yes, Daddy?”

“How long have you been up?”

“I don’t know.  Why?”

“Did you jill it?”

“When?”

“This morning.”

“Yes.”

“How many times?”

“Daddy, I’ve been jillin’ it since last night.  I have no idea how many times.  I’m sore and soaked and I want you.”

“What have you been jillin’ it to?”

“Daddy, I can’t remember it all.  Just shut up and fuck me.  Please.”

I shut up and gave her what she asked for.  But she asked, “Can I turn over, Daddy, please?”

I let her turn onto her tum and she put her ass up in the air to be had from behind.  But then I saw her grabbing her phone and looking at it.  One hand held it up for her to see and the other was manipulating her clit. I tried to see what she was looking at, but couldn’t quite make it out.

“Lo, what is that?” I asked as I leaned forward and put my hands on her shoulders to see better.

“Never you mind.  Just get back there and do your job.  I want to feel you, hard and deep and hard.”

I complied with her demands.  She came.  At the moment when I felt her pussy clench on my cock, I came too, deep inside her.  She collapsed into the pillows, dropping her phone.  I fell on top of her.  Eventually, I slowly pulled out.  Looking down at her, I quoted one of her favorite films, “Little full, lotta sap.”

She laughed and then said, “Clean me up.”

I took care of her and then suddenly she was up and out of bed.

“I have to go now,” she said.

“But you only just came!”

“Work, Daddio.  I have a job, remember?”

She went into the bathroom to get ready.  I picked up her phone and went through her browsing history.  I was shocked by what I saw, but I figured I’d ask her about it that evening, when we could explore her fantasies together.  I put down her phone as if I wasn’t looking at it just as she opened the door to the bathroom.  She was putting on her makeup.  “Honest answer,” she called to me, “do I look like a trollop to you?”

“Honestly? – Not enough of a trollop.”

“Perfect.  That’s just what I’m going for.”

Markings On Rear

Markings On Rear

 

“If you could have me anyway you want me, how would you have me?”

“I think you know.”

“No, I don’t.  Tell me.”

“You know.”

“Please, Daddio.  I want to hear you tell me,” she said seductively, pulling at her nipples as we lay in bed naked, next to each other.

“There’s one way that I really like to have you.”

“In the arms of another man?”

“Well, that too, but that wasn’t what I was thinking of just now.”

“Tell me.  In the arms of another woman?”

“There’s that as well, but. . .”

“The arms of another man and another woman!”

“My my, is this your fantasy or mine?”

“Well, it’s yours, but for my pleasure.”

“Isn’t it always for your pleasure?”

“No!” she protested, “I do things for your pleasure.”

“Only when my pleasure brings you pleasure.”

“That’s true.  But stop beating around the bush and tell me.”

“Interesting turn of phrase since the way I’d like to have you is. . .”

“Ooohhh!  I know what you want.  You want my ass, don’t you Daddy?”

“What gave it away?” I asked sarcastically.

She wiggled her ass in the air and said, “Well, you can’t.  Not tonight.”

“You say ‘Not tonight’ every night!”

“That’s not true.”

“Well, tell me something.”

“What’s that?” she asked, excited.

“Did you used to give up your ass more frequently than you do with me?”

“MmmmHmmm,” she said with a smile and licking her lips.

“Tell me about it.”

“Well, before you, with some of the fellas I dated in college. . .”

“Dated?” I interrupted.

“Well, fucked.”

“That’s more like it.”

“I used to take long, hot, steamy showers while they lay on the bed.”

“I bet you did.  And I know what you did in those showers too.”

“That’s right.  I’d cum and cum loudly about two or three times while I got myself all nice and clean and him all nice and hard.”

She stopped to pull on my cock and feel how hard I was at the time.

“You like my story, Daddy?”
“Oh yes.  Go on.”

“Well, when I was done, I’d come out of the shower and into the bed and I’d lie on my tum while my ass was in the air, like this.”  She put her cute bum up so she looked like a little inchworm.

“And?”

“And then I’d motion to my lover-for-the-evening to grab the body oil from my nightstand and give me a good massage with it.  He’d rub it into my calves and my lower back and I’d keep on putting my butt up in the air and I’d direct him where to go.  If he didn’t find his way, then I’d put my hand back there like so.”  She moved her hand over her ass cheek and began massaging her special spot.  “And then I’d finger myself until I came and then ask him – whomever he was – if he wanted to do the same.  I’d instruct him and direct him until he got me all revved up and then I’d tell him to get behind me and I’d make sure he slid into my puss first to get him nice and slick and then I’d direct him right. . . there.”  She let out a moan as she fingered her special spot even deeper.

“I remember those days when you used to go crazy – demanding that you wanted A to P and back again.  You’d even go A to P to M!”

“Ah, young love.  How romantic of us.  Right?”

“Why don’t you do that anymore?”

“Do you really want to know?”

“Yes.”  The truth was, I was afraid of her answer.  But I still wanted to know.

“Well, Daddio, I’ve never had anyone as thick as you.”

“Come on!” I protested in disbelief.

“No, really.  I’ve had longer, but never thicker!  You stretch me till it hurts.”

“I thought you like that.”

“Sometimes.  But I need a lot more practice.”

“Well, let’s get to it,” I said, pulling her little princess plug out of her toy drawer.

She took it from me and put it in.

“Fuck me,” she begged.

“No,” I said.

“What?”

“I said no.  You have to be punished for all your sins.”

“I like the sound of that,” she said.

She got on all fours and as I spanked her bottom, the lyrics of the song “Take Me to Church” played in my head:

Take me to church
I’ll worship like a dog at the shrine of your lies
I’ll tell you my sins and you can sharpen your knife
Offer me that deathless death
Good God, let me give you my life

 

She delighted at each open-handed smack of her bottom and I could feel her getting wet.

“Have me now, Daddy,” she pleaded.

I flipped her over on her back and spread her legs.  I worshiped her like a dog, using my tongue and lapping up her sweet nectar.

I reached below the bed and pulled out her Remus as another verse of the song chimed in my ears.

Drain the whole sea
Get something shiny
Something meaty for the main course
That’s a fine looking high horse
What you got in the stable?
We’ve a lot of starving faithful

“No, Daddy!” she pleaded.  “I want you.”

“First I’m going to fill you up.”

She accepted her sentence like a proud princess on the rack.

When she was stuffed beyond a reasonable amount, I pulled out the lengthy and thick dildo and replaced it with my hard rod.

“Fill me up, Daddy,” she whispered.

“I am,” I said.

“Oh.”

She had already cum twice and now I was slipping and sliding inside her.  I could feel the princess plug protruding from below.  I flipped her over again so that she was on her hands and knees and I was thrusting behind her and with each thrust my torso pushed the princess plug in a bit deeper.

“I’m cumming!” she called, “I’m cumming in my ass!”  Oh, how I longed to hear those words.  I thrusted with greater speed and more intensity until she collapsed, falling forward on the bed and, with both hands between her legs, she tried to prevent her flood gates from bursting, to no avail.

The sheets soaked, she asked me, “Did you cum?”

“No.”

“Do you want to cum?”

“Yes.”

“Well, too bad.”

“Why?”

“Because abstinence makes the heart grow fonder.”

“Darling, I am hardly abstinent.”

“You’re hard alright,” she said, looking at my member.

“Did you like it?” I asked.

“Yes.”

“Why?”

“Because I like that when I’m good I get spankings and when I’m bad I get more. . . a lot more,” she said, looking at the Remus horse dildo lying next to her on the bed.

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