The Fourth Time's the Charm

by

Caution: This Humor Sex Story contains strong sexual content, including Ma/Fa, Romantic, Humor, Cheating, Cuckold, .

Desc: Humor Sex Story: Man in love just refuses to trust his whorish girlfriend though he remains her best friend through the worst of times.



I'd met Lana at State College. I was gradding in the M.A. program in June, but she had a year to go on her B.A. I'd majored in Psychology and she in Liberal Studies. The circumstances of our meeting were her taking a Psyche II class that I was student-teaching under the watchful oversight of Professor Duncan.

Lana Albright was pretty, slight of build, possessed of a winsome personality, intelligent, and she was the campus whore. It was common knowledge, and it was common knowledge that she relished. Seeing her sitting in the second row of the theater-style classroom shook me. Okay, yes I did want some of that. Gawd! what an incredible cunt, I thought. As I stood, there were twenty-seven bodies staring at me like I was an idiot, but I didn't care an iota; I knew I had to figure a way into her pants.

"Mr. Colson? Are you all right," said Mary Gilford: a student who had taken two other courses student-taught by me. Her words brought me out of my temporary coma.

"Oh—yes—Mary. I had my mind somewhere else, I guess." I said.

There was a low pitched gaggle of giggles and guffaws. I ignored them; I had no choice.

Somehow I got through the class without completely making a fool of myself.

Class ended, Mary came up to me and asked me a question relating to a theory of Carl Jung's. I gave her the reference and started packing my brief case to leave.

As I turned to go, I literally slammed into Lana. "Geezsus! I said as I caught her just in time to keep her head from hitting the floor. "Ms. Albright, I am so sorry. I didn't see you..."

"Shush, Mr. Colson. No harm no foul. I have a question if you don't mind," she said.

"Oh, no, that's fine. What can I do for you?" I said, still struggling to get some sense of control back. I combed back my hair with my hand, straightened my glasses on my nose, and waited for her to tell me what she wanted. She had to be able to tell how shaken I was by her presence, but thankfully she didn't show any sign that she did.

"Well," she said, "I would really like you to fuck me. I have time right now if you aren't in a hurry to go somewhere," she said.

The tent in my pants was sinfully obvious. "I don't—"

"Mr. Colson. I know you want to. It is soooo obvious. And, I'm in heat and needing a little TLC. Whaddya say," she said, smiling the smile of a cat with its paw in the fish bowl.

"My name is Jess Colson," I said. "Jess to you." I wasn't passing this up. I walked up the ten steps to the classroom door and threw the deadbolt. I walked back down and motioned her to follow me into the small office off to the side of the room. Entering I locked it too. She smiled at me and began disrobing. "Take a seat," she said. I did, and I watched her enthralled. Damn, she was pretty! And now she was naked.


She moved toward me and just stood there for several moments. Her pubis was baby-bare. I gazed at her slit, which was almost at eye level and wondered if the female form wasn't the most perfect thing in the entire universe.

She stepped back, turned around, ad bent over. Her butt was less than eighteen inches from my face. The rear view of her lips was mesmerizing, and her anus was as pink and beautiful as anything I had ever seen. I was overcome with a desire to kiss it and lick it and to try and penetrate it with my tongue—something I had never contemplated before.

Had anyone asked me at that moment; I would have said that this woman could have been the "face, and the body, that launched a thousand ships and laid low the topless towers of Illion." She was that spectacular. The only bad part, as I suspected, was that she absolutely knew it and understood her power. And in Lana's case, power did corrupt and that absolutely.

As she stood there bent over, I got out of my chair, stripped naked in no more than eleven seconds, knelt behind her, grasped her hips and pulled her buttocks to my face and its waiting tongue. I made love to this woman's most private place and adored her as the ancients would have a fertility goddess.

She straightened up, tossed her hair and turned to face me. Still on my knees I licked her slit and kissed her lower belly for what seemed a thousand times. I felt her hands on the back of my head pulling me tightly to her.

"That's right baby, make me feel good. Be a good boy and make me cum." And I did. At that moment, I would have agreed to be her slave forever more. Talk about pussywhipped.

She shivered, and I knew she had orgasmed. Weak in the knees, she knelt down and faced me. We kissed in that position for some moments before she collapsed onto her back on the floor and spread her legs in surrender to me.

I loomed over her and lowered myself to spear her womanly form. She smiled.

"Ugh!" she moaned as I mastered her. I began punishing her loins as I thrust again and again inside of her. Soon she was jerking in paroxysms of sexual completion ohohohohohohhoh! She stiffened and collapsed in on herself life a dying star. "My gawd that was good," she said.

I came three seconds after her, washing her insides with my blazing hot semen. I lay on top of her for a few seconds before rolling off of her and onto the floor beside her.

She rolled on top of me and began kissing and licking my face. The smell of her was overpowering and I gloried in it.

Tiring, she lay back beside me and relaxed. For a long time both of us just lay there in the afterglow.

"That was the most wonderful fuck I have ever had," I said.

"You might be the one," she said.

"What one?" I said.

"The one I will marry," she said. "I will let you know."

I wasn't sure if she were kidding or serious. But at that moment, I would have agreed to do anything she wanted any time she wanted to do it.


We began dating immediately after that first time. We were a monogamous item for a whole three weeks; then she broke a date with me for the first time. I wasn't an idiot; I knew what she was doing, and I was not about to let it get to me. I broke off with her.

"Why are you breaking up with me?" she asked, the next day seeming to really want to know. I had actually pouted at first, and then gotten a little bit angry at having been stood up.

"Why! Am I dreaming or did you ask me why?" I said too loud for normal conversation.

"Yes, why?" she said. "You knew before we met that I liked to date more than one guy. I never made it a secret. I know what they say about me around campus. Mostly it's true. I do not, however, pull trains, no matter what they say."

I just stood there with my mouth hanging open wondering if I should say something or just walk. I decided to just walk. If I'd been smart I would have walked clean out of the state.


A couple of weeks later I was sitting in the cafeteria going over some notes for my thesis. I was having trouble relating some of the evidence that I had gathered directly to my project: too much of it was anecdotal; I needed more cross references for support.

I took a sip of the cold coffee I'd been nursing for three hours.

"Hi," I heard from behind me.

I turned. "Lana? What?"

"May I sit?" she said. Not waiting for me to say okay, she sat. "How have you been, Jess?" she said.

"Okay. Lana, this is not..."

"Shush, young man," she said looking directly into my eyes. "I miss you. I want you back. So, tonight pick me up at my dorm at 7:00, okay."

"No, Lana, it's not okay. I don't share my girl with other men. I just don't, and I know..."

"I've turned over a new leaf, Jess. I'm yours if you want me. I know I disappointed you before, but it won't happen again; I promise. No more standing you up; really, I promise."

I stared at her for a long moment. "Lana, I don't know if you can change. You love the chase too much. I'm not into heartache and mental distress," I said.

"Jess, you're not hearing me. You have to give me a chance to prove to you that I love you and that I will be good. You simply must," she said. She was beginning to cry. That stopped me. Call me a fool, Call me pussywhipped, I just can't let a woman cry when I can do something to stop it.

"Okay, Lana, I guess a date won't be all that big a deal. I'll pick you up at 7:00." And I did.

The date was good. No sex though. I wasn't going for any of that until I was sure that she really had turned over a new leaf.

Two months later I graduated. Lana and I and my parents and some of our friends had a wonderful time at my folks' country club.

Lana and I continued to date. I remained at the college as an adjunct instructor in Psychology and Philosophy; at least now I was getting paid as I worked toward my Ph.D.

It was at a faculty party in the spring semester of that first year that I proposed to the girl of my dreams. She sprang into my arms and the sex for the next three days was nothing if not historic! Gawd! I loved that girl, and she loved me. She loved me so much that she stood me up again and fucked my best friend the night after we'd set the date for our wedding.

I hurt so bad that I cried for two hours straight that night. When she showed up the next morning, she begged me to understand, to forgive her, to start over.

I loved her, but I knew this wasn't anything that I needed. I walked away. She couldn't help herself. I left her sobbing bitterly and swearing that she didn't mean to do it; that it just happened.

Outside I shook myself and let myself feel good. I was free! I had almost made a bad mistake. Well, one lives and one learns.

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Story tagged with:
Ma/Fa / Romantic / Humor / Cheating / Cuckold /