Disable your Ad Blocker! Thanks :)
Chapter 59
by
sexybjgal69
Where does Principal Howard Cum?
Big City: Doggy--He Pulls Out (Suspicion: +10, Tenure: +5, Luck +10)
After what Mr. Howard thought was an eternity of his skilled fucking, but was fortunately for Leah less than five or six minutes Mr. Howard was on the path of no return.
Leah groaned with each thrust which only compelled Principal Howard further toward the peak of excitement. He knew he was close too. He reached forward and grabbed Leah by the should as he thrust harder and harder.
"Aghhhhhhhhhhhhhhhhhhhh" He groaned trying to stifle his pleasures so as to not be overly loud.
Leah's ooohs and ahhhs were likewise muffled as best as she could.
There was just something about that black dress that Leah was wearing that enticed Principal Howard to act recklessly--or perhaps it was malice? Her thrust faster and harder until he could no longer contain himself.
Leah felt Mr. Howard pull out.
Great. He wants to try a different position. Leah thought in disgust. She looked back and saw Mr. Howard jerking his cock and then she witnessed him finish himself on top of her dress. Leah hoped this wouldn't cause a huge mess but there was no question that it would.
"Ughuuuuuuuh" Mr. Howard groaned as he shot his load on Leah's dress. His ivory ropes a deep contrast to her ebony attire. Each jerk sent a string of tepid goo down to mar her dress.

"....Really?" Leah said as she looked back at the mess Mr. Howard had just made.
"Aghhhhhhh." He barely formed words but regained his composure as he finished himself.
"Like...really?" Leah shook her head disgusted at the situation entirely. "This better not stain my dress like really? What a mess! Well don't just stand there help me wipe this up."
"Hmmmmmm that was nice. And you want me to do what?" Principal Howard asked unused to being asked to do anything from an underling.
"I can't reach back there very well." Leah said with a _you are a fucking idiot because how can I see behind my back _kind of tone.
"Oh." He responded sheepishly understanding the predicament. He hastily threw his clothes on then proceeded to grab a handful of tissues and wipe at her dress as best as he could.
If he smears that shit all over... Leah began to worry. She tried to reach back and help as best she could. I REALLY hope this comes out. I love this dress.
After as much of the mess was cleaned up as was possible Leah broken the frantic cleaning.
"I have shit I have to do during this planning period." Leah said as she fixed her dress as best as she could. Ugh is that a stain?
"I guess we are finished here. Well I am. " he chuckled as he began to put his pants in order.
Leah rolled her eyes as she walked to the door. She knew she would probably have to change quickly when she got home considering the state of her dress....but at least she did feel better that Principal Howard hadn't cum inside of her. Disgusting.
"Don't forget Miss Williams tomorrow is another dress up day. I trust you will ensure you show your full school spirit." he gave her a predatory grin. She just partially slammed the door as she left in utter disgust.
What's next?
Disable your Ad Blocker! Thanks :)
Attaining Tenure
One Female Teacher Does Everything She Can to Get Tenure
Miss Leah Williams is on her final year to get tenure teaching at her beloved high school. She has a wonderful future--a loving fiancé a stable career at a good school. However--all that could change with this school year when a secret threatens to reveal itself...
Updated on Jun 14, 2026
by sexybjgal69
Created on Jun 1, 2022
by sexybjgal69
With every decision at the end of a chapter your game state can change. Here are your current variables.
- 80,306 Likes
- 37,656,145 Views
- 4,905 Favorites
- 8,199 Bookmarks
- 3,642 Chapters
- 397 Chapters Deep
- All Comments
- Chapter Comments