Not so Easy Money

Story Info
Stood up for a date and an opportunity presents itself.
3.3k words
4.67
44k
46
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
April601
April601
513 Followers

I can't believe he stood me up...again!

It was quarter past nine and the movie that he promised he would take me to started fifteen minutes ago.

I knew it wasn't his type of movie, but I never asked much of him. Hell, I did so much for him; I gave him all the sex he wanted; when he wanted; the least he could do was sit through this movie for a couple of hours.

To make it worse I had spent half the day getting ready for tonight. I thought I would surprise him with a new semi-goth look. He had mentioned several times that he liked that look, so stupid me thought why not surprise him.

I should have clued in when he called me that evening and told me that he was running late and would meet me at the cineplex instead of picking me up. I knew that running late meant he was drinking at his buddies place. I disapproved, but he promised he would show up. Stupid me...again.

So there I was in the lobby waiting for my piece of shit boyfriend questioning why I let men treat me like this.

I called him but there was no answer. The later it got the more obvious it was that he wasn't going to show. I'm sure he was drunk with his ignorant pig buddies.

I was feeling hurt and seriously pissed off.

Well, fuck him, I thought. I went outside and paused on a bench to gather my thoughts. How could I somehow salvage this night? I knew he was at his friends place drinking and I was pretty sure he was expecting me to show up there...just like all the other Saturday nights. Well not this night...I had enough of him.

I pulled my long black coat tight around me. My hair was blowing in the wind, and I could feel the biting wind against my stockinged legs, my short skirt not offering much protection.

An older man came and sat on the bench beside me. Lighting up a cigarette he looked me over and said,

"Nice look. Goth or emo?"

"Neither" I replied as I turned away from him. I'm sure he got that I wasn't in a good mood.

"Are you interested in having some fun?" He said.

I didn't respond as I wasn't really interested in anything he had to say.

He took a drag of his cigarette, then dropped it to the ground, grinding it out underfoot. He pulled his wallet from his jacket pocket and counted the contents.

"What can I get for $200?"

Oh my god, does he think I'm a hooker? Do I really look like a hooker? He got my attention now.

I turned to look at him. He had longish but greying hair, smooth features, attractive in a bookish kind of way. He was dressed in a suit, dark blue, with a white shirt and a pale yellow tie. His leather jacket looked expensive, as did his shoes.

"Are you serious?... I'm nineteen, and you're offering me money for sex? You fucking old pervert." I sneered at him.

The entire time I was scolding him I was thinking $200 is a shit load of money (back then) and I was really in no position to walk away from such a windfall. At the time my father was not working due to an illness and my family was struggling financially.

He smiled and put the money back in his wallet.

"I'm in town on business. I was supposed to meet someone for dinner but they've just canceled. I'm at a loose end. I'm sorry if I offended you."

He stood up and made to leave. I had to admire his audacity.

"Cash upfront," I shot back. I was momentarily stunned that those words actually came out of my mouth.

He stopped and looked me over. I stood up. I had on my long black coat, short black leather skirt and black stockings, and my knee high leather boots. Under my coat, I had on a scarlet bra and a lacy blacktop. I had gotten carried away with my make-up, lots of darkish lipstick, and tons of black eyeliner. My mom said I looked like a panda, the bitch. I was going for the semi-Goth look that evening and I had nailed the look...well so I thought.

"Half now, the rest later." He said.

I nodded and took the offered $100.

What the fuck was I doing? Getting back at my piece of shit boyfriend? But I was strangely attracted to this older well-dressed man and well it was $200, more than two months worth of working at my part time job and babysitting stints combined.

"Where are we going do this?" I asked.

He pointer to the hotel across from the cineplex.

"I'm in room 306. I'll go ahead, and you follow in 5 minutes. I'm trusting you not to be a runner."

He turned, crossed the road, and disappeared through the hotel revolving door.

I could just run, I thought, his fault for soliciting a young girl.

Could I actually go through with this? What was the alternative...go hang out with my dumbass boyfriend, get drunk, and then have unsatisfying sex with him. At least this guy seemed nice. I'm sure he wouldn't have stood me up either. I told myself to think of it as just another date. Awe fuck, why not.

My mind was made up, I stood up, crossed the road, and entered the hotel. I could feel the stares from the staff as I walked through the lobby and headed to the elevator.

The elevator seemed to take forever to arrive and my hand was shaking as I pressed the button for the third floor. The elevator doors opened, and I saw the sign telling me the room I wanted was to the right.

I paused, took a deep breathe and knocked on the door, there was no turning back now. He opened the door and stood to one side letting me. He closed the door behind me, motioning me into the room. I heard him lock the door with the latch and the dead bolt behind me. Yikes there was no escaping now.

As I entered the room, I couldn't help but notice the size of the bed. I'd heard of king sized beds but had never seen one before. The lights were dimmed and there was soft music playing in the background. How nice.

He undid the cuff-links on his shirt and placed them with his expensive-looking watch on the dresser.

"Would you like a drink?" He opened the mini-bar, so I could see the contents.

"Umm...a white wine, please."

He took out a premixed vodka and tonic for himself. There was only one glass, and he poured the wine into it. My classless boyfriend would have just given me the unopened bottle.

The room was pleasantly warm. I took off my coat and went to throw it over the chair. He took it from me and hung it up in the closet.

I stood there, in my short black leather skirt and lacy top. He smiled at me.

"Relax," he said, "I want you to enjoy this as well." I guess he sensed my apprehension.

I smiled back, despite myself. I sat on the edge of the bed.

"I'm going to take a shower," he said.

He took off his shirt, revealing a nicely toned body. He stepped out of his shoes and removed his socks, then took off his trousers. He wore boxer shorts and left them on as he turned on the light to the bathroom.

"I won't be long. Make yourself comfortable." He motioned to the bed.

Oh wow, this was moving fast. I guess this was my cue to get undressed? Never having done anything like this before I was taken aback at how quickly things were progressing. I wasn't sure what I was expecting. As much as I tried to convince myself that this was just like any other date, it wasn't. He had purchased my services. The outcome was predetermined.

I could hear him in the shower. I finished my drink and took off my boots, kicking them into the corner, and my clothes followed. At nineteen I had nice perky breasts (34B), stood at 5'5", and I was a skinny 105 lbs.

I was feeling uneasy as I wasn't sure what the protocol was for this type of situation. Should I get under the bed covers and wait or was that too forward? Instead, I sat on the bed and nervously waited with my arms and legs crossed tight trying to cover up as much as possible.

The shower turned off, and I could hear him moving about. The door then opened and he stepped out...naked. I couldn't help but look at his package. His pubic area looked like it was freshly shaved. His bald and clean cock was semi-hard as it swayed from side to side as he walked towards me.

He came and sat on the bed beside me. His eyes took in my body, from my brown hair, down over my perky breasts, my stomach, my pussy, down my long, skinny legs to my dark purple painted toenails.

I girlishly lowered my head hoping to hide behind my hair but it was too short to give any kind of coverage for my boobs. I was doing my best to cover up and not overly expose myself.

"I love your smooth pearl white skin," he said as he placed his hand on my leg and rubbed my thigh. I felt a tingle of arousal shoot through me as his warm hand moved to my inner thigh.

I didn't say a word as I continued to clinch my crossed arms and legs. I could feel myself shaking as I nervously sat there. I also felt myself getting aroused by the thought of what was about to happen next.

"Relax...let's make this fun," he said as he ran his hand over my shoulder and brushed back my hair exposing a partly covered breast.

He leaned in.

"Is kissing OK?" He asked.

There was a split second of hesitation on my part, as I realized that the inevitable moment had arrived. I decided to just go for it.

I responded by wrapping my arms around his neck and pulling his mouth to mine. Our lips met and our tongues entangled as we passionately kissed.

His hand moved up across my stomach to my left breast, his fingers finding the nipple. His touch was gentle at first, then he began to pull at my nipple, his hand kneading the flesh of my young firm breasts.

My hand fell from his shoulders to his lap, finding his cock fully erect. It felt big in my tiny hand. I gripped his shaft and stroked him up and down to feel his full size. He was rock hard now. It also felt nice and smooth...I liked that he had shaved for me.

My boyfriend's cock was medium in size; this guys was a bit longer and fatter. I wondered what it would feel like inside of me, hopefully, I wouldn't have to wonder for too long.

He sighed as I stroked him slowly, his kisses more urgent, deeper. His hands found both my tits, and he began to maul them. His mouth left mine, and he dipped his head to suck on my erect nipples, his hands pushing the flesh together.

I put my free hand on his head, holding his hair and forcing his face into my tits.

"Suck me." He leaned back onto the middle of the bed, his cock standing proud, the head pointing to the ceiling.

I crawled onto the bed on all fours as I slowly approached his beautiful cock and balls. I took a few seconds to admire how clean they looked without any hair. This was the first time that I had seen such a clean smooth hairless cock, and I was eager to play with it.

I let my hanging breasts rub along the length of his stiff cock as I gazed into his eyes with my panda eyes. My erect nipples ran up and down his shaft as he watched and then pulled on my tits.

"I just love your perfect tits," he said as he softly caressed them. I let my nipples run through the pre-cum that was glistening on his head. I was feeling hot and aroused now. I was ready for him.

I wrapped one hand firmly around his shaft and lowered my mouth over the head. I licked his pre-cum coated purple helmet and then began licking and kissing the entire length of his smooth shaft. I admired how easily my lips slid over his smooth cock. Why didn't every guy shave like this? I then took him into my mouth.

I have been told that I give pretty good blow jobs. My boyfriend never lasts very long when I suck him, and yes, I often swallow. I took this guy's dick like a pro, using all the tricks I knew, licking and nibbling the shaft, rubbing the head, sucking his balls. I tried to deep-throat him but could only manage about three quarters of his length. I spit coated his cock, and it got even bigger, thicker. I continued to suck him until my jaw ached.

He lasted a good ten minutes before he tensed up and let out a deep orgasmic moan. He spasmed and came hard in my mouth. I squeezed his balls hard as he came and violently stroked his shaft as my lips formed a tight seal around his girth. I wanted to squeeze, suck, and stroke every last drop out of him.

I opened my mouth to show him his load, then swallowed twice to get it all down.

He kissed me, pushing me back on the bed. He obviously wasn't finished with me. He kissed down my neck and sucked my tits again, then licked down my stomach. He grabbed my legs and pulled them apart, exposing my wet pussy to him. He ran a finger over my opening, over my clit, getting the finger coated in my juice, then licking it clean.

The second time he did it he offered the finger to me. I greedily sucked on his digit. He then bent down and started to eat me out. My boyfriend would lick me but only for a minute or so, this guy went to town on my cunt, bringing me off countless times, his tongue, lips, and fingers all over me, rubbing my clit then prodding inside me, kissing, biting me, pulling at my swollen clit.

I thrashed around on the bed, the sheets beneath me soaking wet from my orgasms. I felt well and truly used, but I loved the feeling. He looked up at me, his face wet from my pussy juices and kissed me, our tongues mingling. I could feel his cock against my hole, solid again. I reached down and rubbed his cock against my clit. He felt good. I held the tip of his cock against my opening, and he pushed himself against me.

The head disappeared between my lips. He gripped my knees and brought them up, level with my shoulders, and sank his hard cock deep into me.

Fuck, I could almost feel him in my stomach. He stretched me wide, my cunt lips taut around his shaft. He drew out slowly and then sank his cock back in just as slowly, shifting his hips from side to side, getting contact with every inch of my vaginal walls. My nipples stood up like bullets, I held my legs wide open as he rested on his hands and started to speed up his fucking motion.

"God you feel so tight..." he gasped.

He reached behind me grabbing my ass for leverage and continued to thrust into me deep and hard. I was at his mercy, and I loved it.

An orgasm washed over me as he continued to pound me into the bed. I was aware of my screaming, but it felt like a different person. I begged him to fuck me, I ordered him to fuck me, I pleaded with him to make me cum again. I couldn't take much more but wanted everything he had. He slipped out of me, eliciting a gasp from me.

"Turn over," he told me.

I scooted around onto all fours, my legs wide and ready for him. I felt his cock slide into my wet gapping pussy. I love doggy style. I began pushing back in rhythm to his thrusts.

He slowed down, and I felt him pushing against my asshole with his finger.

"No! Keep fucking me," I pleaded.

Whack! He slapped my ass causing me to flinch from the stinging blow.

"For two hundred... yes," he said. He had a firm grip around my hips and I knew I was helpless.

"Please don't hurt me...you're too big," hoping that he would take pity on me and continue to fuck my wantoning pussy instead.

I felt him slowly exploring my anus with one of his saliva drenched fingers. He began making progress pushing one then two digits into my asshole.

"Oh...keep that beautiful cock in my pussy...I want you to cum inside of me...please fuck me," I begged, hoping to sway him from my ass as I thrust back onto his cock.

He ignored me, pulled out of my pussy, and placed the head of his cock firmly against my asshole. I'd rarely done anal before and never with anyone so big. He now had the head of his cock buried in me, my cunt juices lubricating his passage.

"Just relax...pull your cheeks apart," he ordered. I took a deep breath and complied with his commands.

Little by little he fed his fat cock into my ass. I reached down between my legs and pulled at his balls, then began to finger my clit as he started to pump into me. It was uncomfortable, at first, then the pain turned sweet and he started to build up his speed, my hand stroking my pussy lips and clit in time to his ass fucking.

He slapped my ass again, twice, each time harder than the first time. The sharp pain from the slap distracted me from the pain his cock was inflicting inside of my ass.

He pushed hard into me. I could hear his cock squelching inside me. I came hard, again, the feeling of his cock in my ass sending me into exquisite rapture.

My legs were almost beyond use at this stage, it was only the fact that I was impaled on his cock that kept me up on all fours. He tensed as his own orgasm built. With a soft plop, he pulled out, shooting his warm cum across my back.

He let go of my hips, and I collapsed on the bed totally spent and exhausted.

He stroked the last bit of cum out of his cock and onto my ass, then lay down beside me.

--------------------

I awoke with a start, the room was dark, and he was gone. My money, I thought. I got up and turned on the lamp beside the bed. There was a sheet of notepaper folded over, with five twenties inside. There was a note, also.

"I had a great time. Sorry but I had to go out and I didn't want to wake you. I'm in town once a month and would love to make this a regular thing. J."

His phone number was written underneath. I took a shower, my legs shaking under me, the smell of sex lingering.

Getting dressed, I checked my phone. One message from the boyfriend: "Where are you?"

"Wouldn't you like to know?" I smiled. Two hundred dollars and the best fuck of my short life.

I opened the contacts in my phone and entered the number from the piece of paper. With my eye-liner pencil, I added a footnote to his note:

"You have yourself a deal".

April601
April601
513 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
22 Comments
AnonymousAnonymous1 day ago

Hot story but what does "I came hard" mean?

Oh never mind.

MedicalpeteMedicalpeteabout 2 years ago

Good story, thank you for entertaining me. I hope you gave that useless “boyfriend “ the flick!

Davester37Davester37about 2 years ago

This isn’t my usual genre, but I loved it. You used great detailed description, and your dialogue was right on. The MC is a likable character, developing a bit of backbone. I love her sticking up for herself and having a good time doing it!

Thank you for writing and thank you for sharing your work.

AnonymousAnonymousabout 2 years ago

women's anuses are the best.

roveroneroveroneabout 2 years ago

like her thinking, looking out for herself, the unwilling-at first anal a bit off-putting, but then she liked it so...

in your bio you said you'd had a lot of experiences over the years-autobiographical-?

and your 1st fet-virgin boys-not seen that before

looking forward to more of your stories

4, and fave

Show More
Share this Story

Similar Stories

I Bet You'll Like It His roommate is sweet, cute and she's into butt stuff...in Anal
The Bet My girlfriend puts her ass on the line.in Anal
Anything I Want? A poker bet puts Jackie's tight ass in the pot.in Anal
"Wonder Woman" Takes it in the Ass A costume party leads to first time, anonymous anal sex.in Anal
Rim Fire Breaking the bro-code with best friend's little sister.in Anal
More Stories