Where it happened: Office
Langauge: English
Sex: Male
Rating: 7
Category: Straight
Bobbi was a junior editor with the magazine I owned. In the six months since starting with the company she had also become my secretary, the mail clerk, and my confidant; the one I spoke to and counseled with on almost every decision that I made. She was also a lesbian, a brunette, a skinny little thing with fantastic perky tits and an absolutely beautiful face; a woman who you could never have imagined liked women and not men!
I had suggested that we go to lunch, something that we did most Fridays. ”So you and Carol are off to Hawaii for a weekend?” she asked as we sat in the café eating.
I shook my head. My wife hated Hawaii! We had gone there too many times and she simply wasn’t interested although the trip was free! I was thinking of giving the tickets to my brother and his wife, a weekend at the Grand Prince hotel at Waikiki with first class air fare from LA!
“I’ll take them,” she said, as she looked at me and smiled. “Louise, I think, would love it!”
Louise was Bobbi’s partner, and her lover. I smiled, thinking of the two of them making love. “You ever had a relationship with a guy?” I had asked, curious as to why a chic as beautiful as her had never likely ever been involved with a man.
She shrugged her shoulders. “Two,” she told me. “One was in high school and another was in college.”
“Ever… you know?”
“Did I fuck them?” she responded.
I nodded.
“Of course! Isn’t that what people do in relationships?”
“Then what made you change?”
She shrugged her shoulders. “I don’t think I did change. My preference always was for other women. I kind of tried to do the things that other girls were doing; going out with guys. I never got anything from it. I went out with guys I guess because I was supposed to.”
“So you never did enjoy having sex with a guy?”
She smiled, obviously affected by my curiosity. It was the first time I had ever spoken to her about it, or to any other lesbian for that matter. It was hard for me to understand.
“I guess I never understood the fact that I was supposed to attain my orgasm in three minutes.”
I shook my head, and then asked her what she meant?
“You want me to be blunt?” she asked.
“Sure.”
“A guy puts his cock in me, then wiggles it for two, maybe three minutes and then cums in me and calls me filthy names; and then he looks at me as if I’m supposed to tell him it was great?”
“Three minutes?”
“At the most; maybe five. How long do you take?”
“Twenty, maybe longer, depending on how long it takes her?”
“Lucky Carol,” she remarked. I knew damn well by how she said it that she didn’t believe me. “Most me exagerate.”
“You don’t believe me?”
“I didn’t say that.” she said smiling.
“You did.”
She shrugged her shoulders, and then smiled. “You’d have to prove it.”
“You name the time, the date, the place,” I suggested.
“So you’re telling me you think that you could fuck me, till I had an orgasm?”
“I know I could.”
She shook her head. “I doubt it!”
“Here’s the deal,” I heard myself saying, leaning toward her, whispering, not wanting to be heard by others. “If I can’t make you cum you get the tickets; the one’s to Hawaii.”
“You’re serious?”
I was discovering I was. How quickly it is that a conversation such as this could cause for it to happen!
“I get the tickets, the whole meal deal, no strings attached?”
“Right, but only If I can’t make it happen!”
“I’ll think about it,” she concluded, looking at her watch. “It’s time for us to be headed back to the office.”
At three that same afternoon Bobbi arrived in my office carrying some papers that she needed me to sign.
“I phoned Louise,” she started saying, “about the trip to Hawaii.”
“Was she excited?”
“I think she was. I think she wondered how I’d pay for them.”
“Did you tell her,” I questioned.
She shook her head. Of course she hadn’t!
“So,” she asked, “did you phone Carol, and tell what you said to me?”
She knew the answer. I looked at her and wondered what she might look like naked? She did not seem to be any hurry to leave my office, and so I got up and then went across and locked my door and closed the curtain. She said nothing and just stood there, waiting, to see what I’d do next.
She watched as I came to her, and then began the process of undoing the buttons on her white blouse. I took my tie off and laid it on my desk, and I saw as she undid her skirt. She stepped from it and left it on the floor. I helped slip off her blouse, and then undid her bra. Her tits were small, but likely the most perfect breasts I’d seen!
I took my shirt off, and then my pants, and stood there now with just my boxers on. I watched as she took off her panties. It wasn’t shaved. Her cunt was underneath, inside the ball of fur. I lifted her and sat her on my desk, then kneeling down upon the floor I opened up the lips of it and licked it gently with my tongue. She gasped. Her cunt reacted!
I ate her out. She would not let me stop, and crushed my head into her pussy as her climax started coming and then quickly reached its peak!
She sat there gasping when we’d finished, overwhelmed by what we’d done. I took my boxers off, my cock erect and anxious, and then slid it in her cunt! She wouldn’t let me kiss her. The bet involved the fuck, and my cock began to fuck her as I felt of her respond!
Too soon it was all over. She was gasping with each stroke, and then she started cumming like she’d never cum before!
“You cheated!” she had murmured as she tried to catch her breath, suggesting that the bet we had involved a fuck, and that was all!
For me the foreplay had been the best part, and I argued that she lost the bet!
She argued that she hadn’t; and then we both agreed! We’d try again tomorrow! Just a fuck, and not the foreplay!
It was Thursday morning. She had walked into my office and then closed and locked the door. The suit that she was wearing was off her in a moment, and the slipping off her panties she then sat upon my desk.
She asked about the tickets. Was the bet we’d had still on?I told her that it was. They were sitting in my drawer; then she opened up her pussy to lips to show me where to put it!
My cock caressed her wetness, then an inch went in her cunt. I told her she was gorgeous, that her cunt was really tight, then I gave her all eight inches and felt her cunt react!
She laid back on her elbows as her feet wrapped round my butt! She did not want to kiss me; a fuck was all it was and then the phone upon my desk rang and Bobbi picked it up! She looked at me and smiled and said it was my wife, and her pussy squeezed my penis as she handed me the phone!
My cock now slowly fucked her as my wife talked on the phone.
“I’ve changed my mind,” she told me and I knew that she was about to tell me that she now wanted me to keep the tickets and go to Hawaii after all!
“I promised the tickets to Bobbi,” I explained, trying just the best I could to hold the receiver against my shoulder, both hands now on Bobbi’s buttocks as my cock massaged her cunt!
“Really?” She seemed to me as though she were surprised!
“Well; why not?” I asked. “You told me that you didn’t want to go there!”
“Fuck you,” she responded! She was mad as hell that I had given them away! “And fuck Bobbi as well!”
“I will,” I responded, hearing my wife still cursing as she hung the phone up! She was pissed. I looked at Bobbi, at the soaking wetness of her sex, my horny cock now bringing her to climax as I felt her squeezing anxiously upon my shaft!
Bobbi smiled, taking the phone from my hand and placing it back upon the receiver.
We had fucked, it must have been like half an hour, maybe more! I was gasping. She was trying not to cum! The tickets were all she wanted! “Cum, you horny little bitch!” I heard the words as they were flowing from my mouth!
“Fuck you, you horny bastard!” she responded with a gasp.
“Give me the fucking tickets, then I’ll cum!”
“You can have the fucking tickets! Just cum, you horny bitch!”
It seemed I heard her try to laugh! The bet she knew was won! She was going to Hawaii! She was starting to go crazy, and I knew as she was squealing that I might have won the bet had I held on! Her orgasm was such as I had never experienced with a woman before! It was terrific, though my cock was almost strangled in the process! We were done. I took my cock out, then got the tickets from my desk. It had been worth it!
Finally when we were both dressed and tidied up she went to leave my office. “Thanks for the chat,” I told her as she walked out of my office.
“I enjoyed it,” she assured me, “much more than what I thought I would. Maybe we should ‘chat’ more often?”
“As often as you wish!” I responded.
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