Extending the MILF List Ch. 16

"Do you think she could wait outside?" She asked in a voice that startled me, it was so soft and gentle I wondered for a moment who she was speaking too. "Mr. Duncan?"

I started, jerking awake.

"Oh, what? I guess. Do you mind?" I said to Holly, suddenly reverting to the pre-MILF Sonny. It's always disconcerting when that happens, like pulling on wet socks after being asleep and warm in bed.

Holly glared at me and jangled the chain. Then she made her eyes bulge and poked her head at me.

"What? Oh, right. You there, woman, wait outside till I call you."

Holly rolled her eyes but took the chain from my hand, which I'd forgotten and disappeared through the door.

I turned back to find Mrs. Olivette removing her coat. I realized she'd done the entire lecture in that coat and once it was gone, I could see why. She wore a tight, tight blouse that was so tight and so sheer you could see the frilly patterns on her mighty bra, the bra, by the way, that only barely covered her tits. Where the coat was ankle length and appeared very warm, her skirt was barely mid-thigh and pleated, black. It was far too young for her and her thick, plush thighs, like a hat on a hippo, it didn't fit.

"Mr. Duncan, I believe you and I have something to discuss."

"Oh, no ma'am, not that I know of." I mumbled.

"Oh but we do. Didn't you have sex with me a few weeks ago while the woman you were with watched? A blond woman, with a very intriguing tongue?"

"Nope. Couldn't have been me. I don't know any blond women. Blond hair makes me sneeze."

Mrs. Olivette rolled her eyes and shook her head.

"Good thing I am not blond, then isn't it?"

"Oh. You might look fetching as a blonde." I said. I was getting a bad feeling and by a bad feeling I mean my cock was awakening and beginning to browse around for space to stretch out, so "bad" may be the wrong word. Something seemed bad, though or about to be.

"Mr. Duncan, I have a clear memory of you having sex with me. I have dreams about that. Finding you in the stairwell like that."

I had memories too but I had little assurance they were clear.

"I am not a lesbian." I said vacantly, as though remembering.

Mrs. Olivette nodded her head.

"You remember. Your mistress accosted me and brought me to a climax with her mouth and then you inserted your penis into me and I had another climax."

"You describe it so well. I bet you are a star in the sack."

"Now you listen, young man, you cannot talk to me that way. I, I have been beside myself since that night. I have not been able to have an orgasm since then. I think, I think I need you to have sex with me again, so, so I know that I don't have an orgasm for some other reason."

"Other reason?" I never can leave a thought half finished. It's like hearing the first four notes of Beethoven's fifth, I have to have the home note or it makes me eyelids itch. Wait, I mean only the first three notes...whatever.

Mrs. Olivette blinked.

"I am afraid that the orgasm I had with you was so good, I cannot orgasm with another man now."

"Mrs. Olivette..." I began.

She smiled then.

I was getting a really bad feeling, the sort of feeling though, that my cock really seemed to enjoy.

"Call me Sandra. After all, we have had sexual relations. You brought me to a very fine climax. I want you to have sex with me again so I can prove that the orgasm was because of the situation and not because of you."

"Or because of Suzanne's very clever tongue? Maybe you are a lesbian but then aren't we all?"

She shook her head violently. "No. No, don't even say that. I, you are going to have sex with me, right now, this very instant. My husband is mortified that I no longer have orgasms with him." Her face changed, becoming pensive. "They were such timid things, more like a twitch than an actual climax, not even worth mentioning when I compare to what you did to me that night."

"What we did to you, you mean. I seem to remember you orbiting the moon on Suzanne's tongue several times while I just stood around and watched."

"I am not a lesbian!" She fairly snarled at me.

"And there it is!" I muttered. "Yep, I remember you just fine."

"You will have sex with me this instant!" The woman snarled.

I confess my cock shrank. I also must confess that it more or less reassured me that I wouldn't end up balanced on someone else's words, wearing Tia Maria's collar or something. The hard cock doesn't lie. I had all the empirical evidence I needed. I got no joy out of a woman ordering me around and neither did my dick. I was a plain jane motherfucker. Oh, well, maybe plain isn't exactly the right expression, after all. Jane probably doesn't fit either, now that you mention it. Take away "plain" and "Jane" and what's left? Right. Sonny Duncan, it turns out. No way to avoid that conclusion.

"Mr. Duncan, you heard me!"

I focused on Mrs. Olivette.

"I'm sorry. I can't." I muttered. "The bet." I gestured at the door but really to Holly beyond it. She was my ticket out of this ass crack. "I promised she could spend the whole time with me and she'd get to watch me have sex, anytime I did, have sex, I mean. It was sort of part of the bet, so I can't actually. So, I can't without her here. So I'll just be going...." I started to stand.

For a professor, Mrs. Olivette can move fast, I'm telling you. She was around her desk and had shoved me back down into the chair before I could dodge out of her reach. She opened the door behind me. I felt the cold draft of air and it burned on the back of my neck.

"Mr. Wollstadt, leave my students alone. Shoo! Move along! Miss, would you please come in now. I am ready for you."

Oh, shit! I thought. My gambit to escape didn't work. My cock recovered his surprise and disappointment and regained his former glory. Fuck me.

I felt Holly reenter the room. The two women stood behind me.

"It's actually Missus, not Miss." Holly said, her voice full of fake umbrage, dangled like bait before the unwitting professor. Mrs. Olivette ignored her, focused as she was on her own agenda.

"He says he cannot have sex with me unless you are in the room. Is that correct?" Mrs. Olivette's voice screeched behind me.

"I, well, yes. That was the bet, part of the bet." Holly fumbled but seemed to carry it off effectively.

Who were we fooling? What did it matter? So long as nobody sneezed.

"Well, then, I guess you'll just have to watch." Mrs. Olivette mumbled.

"Excuse me?"

"Mr. Duncan, please stand up. First, though, young lady, please suck his cock. I cannot have you party to this encounter without knowing that you did indeed take part. I presume you will have no wish to be known as the little cocksucker so you will keep quiet about a professor accosting a student in search of a fabled orgasm I surely misremember!"

"Jesus, Sonny, she's crackers." Holly hissed.

I stood up and hitched my ass on the edge of the desk.

"You heard the woman. Time to suck my cock."

Holly looked shocked that I was in agreement with Mrs. Crackers.

I had had enough of this bitch ordering me around. If I couldn't dodge it, I was going to have a good time, anyway. If she flunked me...god, mom would have kittens! If she flunked me, at least I could say I had a fine piece of her while I was at it.

"On your knees, Holly. Holly, this is Sandra Olivette, my Econ professor and that is Holly Romelingame. I am training her to the collar so she can fuck a man who needs a nicely submissive woman. It is a favor."

Mrs. Olivette stared at me.

"Not a bet then?"

I shook my head.

"Do you have underwear on?" I glanced at Holly. "On your knees already." I just wanted to get this over with. I looked at Sandra Olivette and suddenly it seemed like I saw her as a woman once more. I wanted her. I was incorrigible!

Holly got to her knees on the chilly floor. She began to fuss with my slacks. I shrugged off my coat and tossed it on the chair. Mrs. Olivette stared at Holly. I snapped my fingers at her. "Bitch, Sandy, up here. I asked you a question."

The professor's face crumpled when she looked at me.

"Oh my, what did you say?"

"Do you have underwear on?"

"Underwear?"

"Panties?"

"Oh panties, yes of course."

My cock felt skin, Holly's fingers had found it. She pulled my briefs down further. She was just kissing the end of it when my phone rang. Fuck me, what timing! I fished my phone out of my pocket. Holly placidly sucked the end of my cock into her mouth. Mrs. Olivette stared at us.

"Take off your panties, Sandra. And, shit, how do you get that blouse off?" I was thinking ahead, strategically for once. All right, I just wanted to see her tits free and clear again. Her blouse packed her in it tight. It was so tight, I did not see how the hooks and ladders could hide but I did not see any way to get it off. I answered my phone.

"Ugh, what?"

Holly picked that moment to push her mouth further onto my cock.

"Sonny? It's Alissa. Are you in class? I know I shouldn't be calling."

Holly sucked harder.

"What do you want?" I grunted, gritting my teeth. "Show me your tits, Sandra." I muttered, lighting on the way to get her to show me how the blouse unraveled.

"What? Who's Sandra."

"What do you want, Mrs. Honeywell?" I glanced at Sandra to see if she caught the name but she was unzipping the blouse under each arm.

"Sonny, a gentleman wants the use of me. I told him you owned me and, rather like Mr. Rector, he doesn't believe me. I need you in the office this afternoon. He demands to talk to you but I suspect he wishes, um, to watch us...."

"Fuck?"

"Right. Yes. He says he'd allow you to provide a woman but he prefers a black woman. I said I knew only of me in that shade, but that you had some very wonderful white women who would gladly fuck him. He seemed to think that might be okay but he wants to meet you, face to face, he says."

"What a guy. I'll bring someone in."

"He says he wants to have her in my office, while you have me, he said that would be fine. Sonny, I think he just wants to be sure that he isn't being shortchanged. There is a sort of dick measuring going on when it comes to doing business with us. Me, I guess I mean. I am afraid I have gained a sort of notoriety, thanks to Kline and Bickerstaff's marketing skills. This won't take long, I shouldn't think."

I groaned as Holly succeeded in pushing my entire cock into her mouth. The woman had skills.

Mrs. Olivette had loosened her blouse but couldn't reach the back zipper. "It's a little chilly. I'll turn up the heat." She tottered over to the thermostat and fiddled with it.

"Oh and Sonny, Hassam wants you to call him."

"Oh god," I groaned, "do I have his number?" I knotted a hand in Holly's black hair and pulled her off my cock. I didn't want to come just now. I'd be another ten minutes in Mrs. Olivette, if I did. I was hoping to poke, spew and run.

"I'll text you his new number. Sonny, how soon can you get here?"

I had to get stern with Holly, she was an eager beaver when it comes to cocks er when cocks come er, forget it. My cock would have given me the finger if he had hands but then maybe he's always giving me the finger. Holly sat back on her heels. She looked over at Mrs. Olivette.

"God, it is hotter when someone is watching!" She mumbled.

"Four?" I said into the phone.

"Earlier if you can."

"I still have Holly with me. Is it okay if she comes along?" I said but on examining my phone understood Alissa was gone. I guessed it would be okay then. I knew that was a lie and I'd have to work around it.

Mrs. Olivette was standing staring at me.

"Help me with my blouse will you, honey?"

Holly thought the woman had spoken to her so she got to her feet and moved around behind the woman. Sandra's eyes got really wide, her mouth yawned and she gasped. I could tell when Holly touched her skin because her eyes closed. They stayed closed till her blouse came up and off her torso and she stood in the warming room with her tits pooled in the half bra.

"You have to fuck her, Sonny." Holly said, clearly amused.

I had thought I'd escape but now it hardly mattered.

"Clean off the desk." I growled.

Mrs. Olivette shuffled clutter off of it onto the floor.

"Front or back?" I asked. I got a blank look. I decided to do her from behind. I grasped Sandra by the elbow and maneuvered her to the desk, facing it. She bent over onto it with the slightest pressure on her back. I unhooked the bra. She stood up and shrugged it off. She unhooked her little skirt and let it flutter down her full legs. She bent over, gasping as her dangling breasts contacted the cold surface. She wore thigh-highs and a pair of bikini panties. I moved behind her, shuffling with my slacks around my knees. I skimmed her panties off her stout hips. She grunted and repositioned herself. Her face was turned towards the wall.

"Holly, lock the door." I said and ran my hands down Sandra's hips. She groaned. I slapped her bare buttock. "Mrs. Olivette, tell me what you want."

"I want you to put your penis in my body." She said immediately. "I want to feel again what I felt that night when I came upon you having sex with that woman!"

"No. You want me to fuck you." I pressed a finger between her legs and found the woman was fountaining already. I stroked her pussy lips. "Say that."

"I, oh god, that's the feeling. Yes, touch me there."

I found her opening and pushed my finger into her.

"Say it."

"Oh god, please, don't make me talk that way!"

My finger sank deeper into the woman. Holly was by the door. I gestured at her. She came closer.

"Take off your coat." I growled. Sandra started to stand. I smacked her ass. "Not you. You're already naked."

"Oh, yes of course."

"You, Holly, take off your coat."

Holly moaned and stripped her coat off and put it with mine on one of the office chairs. She moved up beside me.

I moved my finger around inside of Mrs. Olivette. The woman wriggled on the desk.

"Oh, oh, oh no. It can't be!" She cried.

I fingered her pussy more and she began to shake. I stroked in and out of her and her hips jerked once and she cried out.

"Oh my god, no, please. It cannot be possible! I am coming already!"

"Jesus, Sonny, what did you do to this woman?"

I shook my head.

"You wouldn't believe me if I told you." I dodged, not wanting to drag Holly into Suzanne's particular boudoir. I pulled my finger out of my Econ professor.

"Oh Christ, fuck me!" The woman said, her voice tense and stringent.

I smacked her on the ass again.

"Shut up. Holly, here."

Holly looked from Mrs. Olivette's bent body to me. Her face blanched when I held out my finger. Without looking at me, eyes fixed on it, she extended her tongue and tasted Mrs. Olivette's coating on my finger. Her tongue stretched out, touched the goo on my finger and snapped back behind her lips. Her eyes widened. She stuck out her tongue again and acquired more of the woman's goo from off my finger, this time, she savored the taste.

"Oh my goodness gracious me! She tastes good!" Holly said to no one in particular. Her tongue licked the rest of the dew from my finger, finally ending sucking assiduously on it.

Mrs. Olivette looked around at us.

"Fuck me!" She cried. "Fuck me, fuck me, fuck me!" She chanted, like a child upon learning a new and interesting word.

I lined up and did so. I pushed my cock into her body. She cried out, keening at first and then chanted "fuck me" as I plunged into her and pulled back. I thundered against her bent body, thrusting deep into her pussy. She shook, she grunted, but the climax eluded her. I grasped her by the hips and trotted into a gallop, ramming against the bent woman faster and harder. She panted and grunted as I shoved against her. Her full, soft ass scrunched between us. She cocked it up to get the most of what I was giving her.

I grasped Holly by the wrist and pulled her closer. I rammed deep into Sandra, pulled Holly against me and kissed her. Holly pressed her great tits against me and kissed me back with more passion than I anticipated. I slowed my Sandra banging and she pushed her ass back at me, gently at first and then harder, more insistently, perhaps sensing my divided attention.

Holly broke the kiss, her eyes shone bright like she had a fever.

"Fuck her, Sonny, god, fuck her!"

I grinned, turned my attention to the spindled professor and hammered into her. Her body responded. Her hips lifted and I slapped against her, ramming as deep into her with each stroke as I could.

I felt it. The first stirring of my first orgasm of the day. I felt so happy!

It stormed at me and I felt my face twist. I slammed against Mrs. Olivette's bent form, pulling her back onto my cock as hard as I could. Then I was coming. I thrust into her and exploded. Her body seemed indifferent to my cock but she was panting and grunting as I fucked her. I turned to Holly while I was coming and pulled her under my arm again. She turned her face up to me and we kissed even while I was coming in the professor. I felt Holly moving and opened my eyes to find her hand on Sandra's bare back. I coasted to a stop.

"God, Sonny, you do fuck them all, don't you?" I pulled out of Sandra Olivette and staggered backwards. The professor immediately stood up and turned around, cum trickled down her thighs. She hitched her ass on the desk.

"I didn't come." She said, her voice filled with angst and disappointment. "I want to come!"

"Well, now you know. Go back to your husband. Have those timid orgasms in good conscience. It was just a one time thing!"

Mrs. Olivette shook her head, her eyes were blurry.

"I am not a lesbian." She whispered, then her eyes cleared and they fixed on me. "She ate me. That woman you were fucking. She went down on me! That was it. Make her go down on me and then, then fuck me again. I must feel that glorious ecstasy again!" Her voice was raw emotion.

"She's crackers, Sonny! Let's get out of here!"

"Easy for you to say, its not your grade we're talking about! You heard her, on your knees. She needs a good licking."

"And hold my breasts. Kiss them, please!"

Holly wriggled out from under my arm.

"You can't be serious! You just fucked her!"

I lost my patience. I was tired and fucking a professor wasn't one of my goals in life. It had bad news written all over it, but, I realized quite consciously, I'd definitely do her again. And again.

"Holly, just go down on her. You know you want to!" I tried not to sound snide. Failed.

Holly glared at me and then, just like that, her expression shifted, like a cloud passing away from the face of the sun. She smiled, a vacuous wisp that reminded me of Lovely Kline. Holly nodded and looked down at Mrs. Olivette's pussy bubbling with her and me.

"Yes, Sonny." Holly whispered. "I said I'd learn, that I'd do what you told me to do. I will. I will. I can do this!" She moved around before the larger woman and got to her knees.

"I want to see her tits!" Mrs. Olivette whispered. "I am not a lesbian!"

"This again!" I thought but with a sort of twisted enjoyment at its return.

Holly was on her knees and twisted around to look at me.

"Sonny?"

"You heard her." I snarled. I had the same feeling of falling I'd had yesterday. "Show us your tits!"

Holly glowered, then snapped back into form, resisting her natural inclination to snipe back. She untucked her shirt and pulled it up over her head. Mrs. Olivette stared down at the woman before her, licking her lips. The expression on her face suggested lust, true lust and nothing but lust.

"The bra, too." Sandra said, her voice tense as a guy wire.

Holly reached around and plucked her bra loose and unfurled her breasts.