Dude, You Slept With My Mom

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Feedback request: If you haven't already given me a response on the question about bringing Sam's sister, Elise, into the mix - please - if you have a strong opinion - give me your vote very soon... Thanks.

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(Bucket-List Progress: Week 29 - 67/104 = 64.42%)

(Bucket-List Progress: Week 29 - 67/104 = 64.42%)

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~~~ Week 29 - Sunday evening ~~~

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Once everything had been loaded into the Civic, we took off for the school again. I drove to the parking area by the dumpster, behind the school, and we carried our things to the maintenance entrance. I entered the code and we waited for Principal Ullrich to greet us. The light on the security panel flicked to green for a moment - to let us know that we were being viewed remotely - and then the lock disengaged. I pulled the handle and the door opened.

We grabbed the keyring and made our way through the boiler room to the hallway. As soon as we were out of the maintenance area, I eased the door shut and we headed off towards the Principal's office - with Emily leading the way.

I was not at all surprised to find that the outer office door was standing open - as was the interior door that led into the Principal's personal workspace.

"Pull that closed," Principal Ullrich directed, as she came out of her office. "There shouldn't be anyone else around here - but there's no reason not to be careful. Especially considering that I would have a lot of explaining to do if someone found you here... Who's this?"

"This is April," Emily said, "Lyla's daughter."

Principal Ullrich smacked her palm to her forehead.

"I'm feeling a little frazzled," she admitted. "I should have figured that out. I'm afraid that my mind is going a million different directions right now."

She looked us over.

"Emily, you're looking well," she said.

"Thank you," Emily said, nodding.

"Sam, you've filled out a bit. You're not the little kid that I remember from the first day of your Freshman year."

"Thanks," I said.

She turned to April.

"If I could squeeze past you, ma'am," the blonde said, "I haven't gotten a chance to scope out your office to see where I'd like to set up the cameras."

"More than one?" Principal Ullrich asked.

"Yes. I have two tripods, a GoPro, and I will also be recording what Sam is seeing through his glasses. I hope to give you a video that feels just as immersive as what you'll experience here today."

The high school principal chuckled.

"You are just as fiercely focused as your mother," she said. "You are definitely Lyla's daughter. I'm hoping today is a bit more... immersive... than the video, however."

"Don't worry," April told her, "Sam will take care of you. Mrs. Watson invited Emily to join their session as well. If that's something that you'd like to include, I'm sure that she could be convinced."

"Allison mentioned that," the administrator said, nodding. "However, I think I'm just going to stick with the two of us. No offense, Ms. Kruger."

"None taken, Ms. Ullrich," Emily said. "Unlike Sam, I don't really have any fantasies about the two of us together."

The principal turned her head in my direction.

"Really?" she asked. "That statement implies that Sam has..."

I blushed like a virgin. I wasn't sure why. In my fantasies with her, I'd been taking out some of my frustrations with her - sexually. Actually, as I thought about it, that was along the same lines with what April's mother had described that the Principal wanted for her session. My cock began stiffening as I thought about how I might go about giving her what she wanted - while also letting me live out a fantasy or two that I'd had about her.

"You've been a busy boy since we were last together, Mr. Fowler," Principal Ullrich said. "Do you wear those glasses to all of your sessions?"

"Yes. I used to wear a mask - a Ninja Turtle one - but there was... an incident... and we decided that - in addition to trying to keep my face from being recognized - we also needed a way for Emily and Maggie to keep an eye on what was happening - in case we had to call the police again."

"Again? That sounds ominous..."

"It got pretty intense," I said, nodding.

"If you don't mind me asking, how many mothers have you already...?"

"You are number 68," Emily told her.

"My...!" Principal Ullrich said. "Out of... 104?"

I nodded.

"Just from... June...?"

"I kind of started in late April, I think," I told her.

"Still... in six months... That's more than 10 a month... It's surprising to me, then, that you've done as well as you have at preserving your secret."

"Speaking of... we're worried that we may actually need to step things up before I end up on the front page...," I told her, nodding again.

"Ten women a month is more than two per week... Good gravy, son! I'm not sure how you could move any faster than you already are."

Not really knowing how to answer her, I simply shrugged.

"So, we'll be doing a bit of play-acting...," Principal Ullrich said. "I'm going to guess that you've done some of that in your... 67... sessions?"

"Yeah, some. Most of the time it's more like 'wham, bam, thank you, ma'am'."

Principal Ullrich gaped at me for a moment and then started chuckling.

"You are so very different than the young man that I knew from high school," she said.

I shrugged again and said, "Not that I would say that these sessions are becoming monotonous but... I've... learned a few things."

"I suppose you have," the administrator said.

"67 partners? I'm more than twice your age and you've already been with twice the number of people that I have," the school administrator admitted, looking a little astonished.

"Yeah, well, this crazy scheme would have already imploded if it weren't for Maggie."

"Brian Jenkins' mother?" she asked.

"Yeah."

"How is Brian? I'd heard he was in the hospital. I didn't really feel comfortable asking his mother about that when we were trading information to arrange this... session."

"He's good," I said. "He helps with our landscaping business."

"I thought he was going to college," she countered.

"He'd been struggling," I told her. "When he was laid up, he started thinking things over a little more and decided to take a break. Our work is a little tasking, physically, but it's simple and fulfilling - well - most of the time at least."

"Most of the time?"

"Our last job - well - the job before last... We had to do a little babbling brook that ended in a koi pond. That was our first one of those. Brian and I were stressing ourselves out, trying to make sure we didn't fuck it up."

I realized that I had just cussed in front of the principal. I started to open my mouth to apologize but she held up her hand to stop me.

"You're no longer my student and I'm going to guess that both you and I are going to say a few things that are even more vulgar than that before we're finished."

"Ready whenever you are," April said, emerging from the office.

Principal Ullrich started to head that way.

"Uh, Ms. Ullrich?" I asked.

"Yes?"

"Based on what they said you were wanting... I'm probably gonna say some pretty offensive things to you..."

"Demeaning, degrading, vulgar, perverted, and erotic...?" she asked.

"Uh... yes," I said, "probably all of the above."

"That's fine," she said. "We're just play-acting."

"If... If it gets to be too much...," I said. "We need a safe word."

"Do you think so?"

"It would make me feel better...," I told her.

"He's a big pussy...," April commented. "He made me choose one too. I picked 'rutabaga'."

"We can use 'rutabaga', if that makes you feel better, Sam," the principal said.

"Thanks," I told her.

I followed her in to her office. I had never actually been in her private domain. The few times that I had gotten into trouble, it was little enough that she had a conversation with me in the outer office - in front of the secretary. Those had left me angry enough.

As I looked around the space, I tried to remember the last thing I'd gotten yelled at about. I could not remember the specific incident - but I could remember her being in my face - pestering me with questions. The questions, however, had been rhetorical. They were not questions that I was supposed to answer. Answering them had made her angry - which had earned me an extra detention. As I thought about that incident, my heartrate soared, my cheeks flushed, and I felt my anger rising.

I slouched into the chair. Principal Ullrich sat on the edge of her desk. Her spaghetti strap dress was like a sundress - except made of a nicer material. She had a jeweled necklace on that sparkled. It hung down to the top of the dress - which held her modestly-large breasts. The dress had a zipper running down the front to at least the waist of the thing. I couldn't really tell beyond that. The dress fell to just past her knees and flowed some as she walked. It was a velour-like material - thicker than most sundresses. Sundress was probably not the right name for what she was wearing but I actually wasn't sure what it was called.

As she looked down at me, in the seconds before April told us to begin, I realized that there was no ring on her finger. I thought back to what April's mother had said. I guess that I had never really noticed that the woman hadn't been wearing a wedding ring.

"Ready?" April asked.

My old high school principal and I both nodded at the same time.

"3... 2... 1... Action," April said.

~~~ Week 29 - Noemi Ullrich (#9999) ~~~

~~~ Week 29 - Noemi Ullrich (#9999) ~~~

~~~ Classmate: Timo Samira ~~~ Partner: Jonas Samira(divorced)~~~

~~~ Classmate: Timo Samira ~~~ Partner: Jonas Samira(divorced)~~~

"The janitor said that she caught you in the girls' restroom the other day," Ms. Ullrich accused.

"Emily Kruger heard that I had a big dick and wanted to see it," I explained. "I was showing her."

"In the girls' room?" she asked.

"I couldn't very well invite her and the others into the boys' room."

"Others?" the administrator asked, her face turning angrier.

"You know how rumors spread around here..."

"You'll serve detention for that," she stated.

"I didn't do anything wrong," I argued.

"You were in the girls' bathroom..."

"... by invitation."

She glared at me.

"Coach Petrova told me that she caught you in the girls' locker room," she went on.

"She promised not to tell. I... did what she asked."

"What?!"

"She... made me..."

"You are accusing a staff member of inappropriate... with a student?"

"She... uh... made me wash her car," I lied.

"Were you in the locker room?"

"She wasn't supposed to tell."

"I think this is becoming a pattern for you, Mr. Fowler," the principal said, her voice growing louder. "I don't think detention will suffice. I think, maybe, that you should..."

"You planning to make me do stuff... like Petrova did...?"

"*Ms* Petrova!" Ullrich raged.

"Petrova wasn't too worried about what I called her when she had my cock shoved inside of her."

"What?!"

"Is that what you want?" I asked. "Is that what this is about? All of these rumors are flying around the school about my cock and you haven't gotten a look yet? You decided to drag me in here to see it for yourself?"

"How dare you!"

I stood to my feet, she leaned back on her desk. I grabbed the waistband of my basketball shorts and my boxers and shoved them down - they dropped to my ankles. I glanced from my stiff prick - up into the face of the administrator.

"Holy mother...!" she gasped.

"Is this what you wanted to see?" I asked her. "Maybe you don't just want a look. Maybe you're like Petrova and you need to feel this thick prick pushing its way inside of you. Maybe it's been too damned long since you had a nice, hard fuck and... you know what... I'm just the guy to do it."

I stepped towards her. She leaned farther back - onto her desk. The heels on her shoes lost traction and her feet went out from under her - dumping her onto her back. Ullrich's feet shot out in front of her. I grabbed her ankles and moved towards her center - my naked penis pushing the loose material of her velvety skirt in front of it.

"Unhand me!" she gasped.

"I don't think I will," I said. "I think I'm going to remind your pussy what it needs and then make you beg me to fuck you with my big fat dick."

"I'll..."

"You'll shut your fat trap and be a good little slut," I told her. "When was the last time you had a cock inside of you?"

She glared at me.

"Years," she admitted.

"What's that?" I asked. "More than one year? Since any man has put his penis in you?"

"Yes, dammit."

"Ever had one as big as mine?"

"No."

"Are you not the least bit curious to see if it fits?" I asked her. "Petrova was worried about whether or not she could actually take it. It fit just fine - again and again. It fit nicely in Mrs. Watson too. If it's been that long since you got dicked, then you'll be a sweet fuck. Let's see how you taste first though..."

I threw the principal's legs over my shoulders, ducked my head under her skirt, and then grabbed her hips to drag her ass to the edge of the desk. I tried to shove her skirt up and out of the way - bunching it up around her waist. I wanted to be able to look into her eyes as I sucked on her pussy. Unfortunately, the material didn't want to behave for me.

I stood up, grabbed her wrist, and pulled Principal Ullrich to her feet. I unzipped her top, grabbed the bodice, and started lifting the garment off of her. She half-heartedly fought me for a moment but then gave in. Flames kindled in her eyes as I stripped her dress off of her.

Under the black velour dress, she had a lacey bra and panty set - also in black. I leaned in, fisted her tits, and kissed her - keeping at it until she started to kiss me back. I reached behind her, unclasped the bra, and lifted it off of her - spilling her jiggling breasts out to sway and bounce. I ducked my head, caught a stiff nipple in my lips, and sucked hard. She gasped. I sucked the other one and ran a hand to her vulva to grope her sex through her panties. There was already a damp spot in the crotch of her lacey undergarment.

"Naughty, naughty...," I teased.

I dropped to my knees and yanked her panties down. She gasped. She gasped louder when I shoved my mouth onto her vulva, speared the tip of my tongue between her labia, and then slid my tongue up her slick furrow to get her taste. Her slit was drenched and her nectar was leaking out. I cleaned her up and started sucking, nibbling, and licking her everywhere that I thought she would like.

Principal Ullrich's hand went to my head. A moment later, her fingers dug into my hair, dragging across my scalp. Her fingers tensed and then latched onto my hair - holding me in place. I had no intention of going anywhere until she'd cum on my tongue and was begging me to fuck her.

It took several long minutes - and two orgasms - but she finally said the words.

"Sam...," she said huskily.

"Yes?"

"I... need you...," she said.

"Tell me plainly, Principal Ullrich. You know I'm not the brightest in my class. Tell me what you want. Be very specific and use all of your words - even the dirty ones..."

"I want to see if your... thing..."

"My dick?"

"Yes."

"Say it."

"No."

"Say it or I'm not fucking you."

She huffed at me. I waited.

"I want to see if your... dick... will fit inside of me," she said.

"In your ass?"

"No!"

"Where?" I asked her. "What do you want?"

"I want you to put your penis inside of my..."

She gave me a look like she didn't want me to force her to say the word. I outwaited her.

"Pussy," she finally said.

"I got lost in there somewhere," I told her. "I'm struggling to understand what it is that you want. Use a complete sentence, please."

"Mr. Fowler..."

"I'll walk right the fuck out of here," I said, looking her in the eyes. "I'm sure Petrova or Watson will be willing to help make my hard-on go down..."

"Please put your dick inside of my pussy," Principal Ullrich finally said.

"Just once?"

"No - more..."

"Until...?" I asked. "You're not doing well with these sentences, Ullrich. Give me the opening paragraph for your term paper..."

"Put your dick inside of my... pussy... and keep stroking in and out of me until we climax."

"You, me, both?"

"Both."

"Give me two complete sentences and tie it all together...," I told her.

"Please put your penis inside of my vagina and... make love to me... until we both finish."

I stood, spun her around, pushed her down onto the desk, slid my dick between her thighs - pulled it up against her vulva, and then shoved her legs together. I slowly fucked my dick in and out of her gap, rubbing it against her vulva.

"No...," she said, moaning as she did. "This is not what I..."

I ignored her and just kept fucking her gap.

She got impatient and growled at me. I swatted her on the ass.

"Tell me what you want," I said again.

"I did," she insisted.

"I asked you for a paragraph - or at least two complete sentences... Stop fucking around and tell me what you want."

I pulled my dick out, slid my hand under her, shoved a finger into the mouth of her vagina and then began vigorously finger-fucking her pussy from behind. She panted and moaned and cursed and groaned.

"Stop!" she ordered. "Quit fucking around and get your cock inside of me. Fuck me with that beast until you fill me with ejaculate. Please!"

"Was that so hard?" I asked.

I pulled her up, spun her around to face me, kissed her hard, sat her on the desk, and then leaned her back. I threw her legs up onto my shoulders and scooted closer until my cock was almost to her entrance. She reached down, grasped my manhood, and guided me in.

Lyla had said that the woman's husband had left 13 years ago. Principal Ullrich's pussy was tight enough that I believed that she hadn't had a cock at any time in the intervening years. We both groaned like crazy as I pushed my way inside of her. I had to stop twice just to give her time to acclimate to my size.

When she finally had it all, she tilted her head forward to see why I had stopped pushing.

"That's all of it?" she asked. "I took the whole thing?"

"You did," I said. "You want a cookie?"

"No, I want you to cum inside of me," she answered.

I eased my hips back until my penis slipped out of her. I shoved it back in - just as she opened her mouth to complain. I caught her off-guard and the air burst from her lungs as I filled her.

"Fuck!" she cursed. "I've never had anything so big inside of me. I can't believe Petrova took this thing."

"I had to kind of force it...," I admitted. "You feel pretty fucking good, Noemi."

"Principal Ullrich," she said, unhappy with my use of her first name.

"Whatever," I replied tartly. "You'll have to beg if you want this again. I'll call you whatever I want and you'll come running - and then you will cum until you can't run anymore..."

"Big promises...," she countered snippily.

"Oh, yeah?" I asked. "We'll see who's struggling when I'm done with you."

I sped up my thrusting. I drove into the woman, ignoring whatever she was saying as I fucked her. I only paid attention to her moans and mewling - to know when she was getting close to cumming again. When she climaxed, however, I didn't give her much of a respite before I started pounding her again. Her cunt was a sloppy mess already - and I hadn't even cum inside of her.

I pulled out of her, walked around, grabbed her arms, and pulled her across the desk until her head hung off of the side. I pressed the head of my penis against her lips.

"What are you doing?" she asked.

"Your pussy's all sloppy now," I told her. "Clean me up so I can get a little friction going again or I'm never going to be able to get off in that raggedy twat of yours."