The Senior Streak: Pt. 04

*All characters in this work mentioned or unmentioned are 18 or older*

Like a deer in headlights Jeff stood naked and frozen before the latest source of his embarrassment, a little Latina cleaning lady. She stood frozen as well, shocked at the sight of the naked young man before her. They stood silently for a moment as each processed what was going on when a mischievous grin crossed her face.

Oh no! What is she thinking!? Jeff thought with a sense of dread.

She came all the way in the bathroom with her cleaning cart, turned her back, and locked the door behind her.

While her back was turned Jeff noticed her body. There was only one word to describe her and that was thick. She had a massive butt that put Ms. Braun's to shame contained in black leggings that hugged the curves of her ass and equally ample tits pressing out with all their might against a too small school issued shirt. Despite her heavy stature her waist and belly were actually not too over-sized. She turned back to Jeff once the door was locked. He noticed her cute face as she smiled coyly at him with brown hair tied into a loose bun with two loose curls hanging down framing her face. She couldn't have been older than her early twenties to look at her and she was just beautiful.

She walked around her cart eyeing Jeff up and down biting her lip when she looked at his proudly presenting penis. "Chico susio." She said to him softly. The tension was palpable between them. Jeff had never been naked with a woman before today and now he was naked and alone with one. Try as he might he couldn't avoid the erotic nature of the encounter furthering his excitement.

The cleaning lady approached Jeff while staring directly into his eyes brandishing a lustful smile. As she approached the speed of his breath increased. He was so turned on right now it was driving him mad. She stopped inches from him, smiled coyly, and swayed her hips back like an innocent girl playing shy. She said something in Spanish in an undeniably flirtatious tone. While Jeff didn't understand the words, he thought he understood the meaning, something like "Strange meeting you here?"

Jeff was at loss and didn't know how to respond and it turned out he didn't have to. The luscious Latina bit her finger sensually and moved even closer all the while staring down at Jeff's goods. She stopped just short of touching Jeff, so close he could feel the heat coming off her. With that he couldn't hold himself back any more moved in and kissed her, grabbing her waist, and pressing himself against her, his dick sliding up in between the two of them. The soft cotton shirt and leggings felt great against his staff, so good that he began dry humping her involuntarily. She reciprocated this advance by wrapping her arms around him and grabbing his tight ass. The encouragement only served to arouse him all the further.

He had never had such an erotic experience in his life and didn't want it to end, in fact he wanted it to go even further. Feeling bold he reached up to grab her massive tit with no protest causing his hard on to throb against her. She let out an approving moan to both sensations. Jeff wanted to see her body now more than anything and to take this hot and heavy session to the next level. He boldly tried to reach under her shirt while attempting to kiss her neck. She quickly stopped him and pulled away. He gave her a confused look and she smiled gently at him and shook her head. A wave of disappointment washed over him as he realized she was ending their session prematurely (which, luckily, he didn't!).

She walked over to her cart, got out a small piece of paper and pencil, and scribbled something down real fast, all with that little smile never leaving her face. She walked back with her note and handed it to him. Confused he took it and as soon as it was in his hands she grabbed his wrist and pulled him suddenly into her for another kiss. Jeff kissed back passionately hoping optimistically that their fun was resuming only to be disappointed as she pulled away again. She pulled him by his wrist over to the door, said "¡Adiós Guapo, buenas suerte!" and pushed him out before he could react. He looked back just as she shut the door. His heart sank as he heard the door lock and her let out a playful laugh. He looked down at the note she handed him and it said "llámame" followed by a phone number.

Wow! I guess she was having a good time. He thought for half a second then realized. What would we talk about on the phone!? Before he could ponder any further he heard the familiar sound of giggling girls down the hall. Shit! I gotta move!

He immediately began running in the opposite direction of the giggles, carefully checking around every corner before turning down any hallway. Their giggles haunted him as they seemed to be getting closer. He turned down a new hallway he hadn't been yet on this adventure and was about halfway down when he saw an old woman turning the corner looking down at a book. He froze in his tracks and went to turn around only to see a group of girls turning the corner talking to each other.

Feeling like he was between a rock and a hard place he feared he was finally going to face the music. When he realized there was a door right next to him and with no time to think he opened it and dove inside. He scrambled quickly to hide behind any furniture he could find. Once safely concealed he peaked toward the door and saw the girls and woman pass by without issue. He let out a huge sigh of relief when he realized the room he had dove into was the school library.

Sure, as hell never thought I would be naked in a library! He though amusingly to himself. Before he could plan his next move, he heard a feminine coo come from behind him. He jumped facing the noise to find a short nerdy girles. Despite being quite obviously nerdy from her attire she was still very cute with short red straight hair framing her face and best yet she was sporting the most adorable smile.

"Wow Jeff! Today must be my lucky day!" she said enthusiastically.

She knowíos mío!"

Like a deer in headlights Jeff stood naked and frozen before the latest source of his embarrassment, a little Latina cleaning lady. She stood frozen as well, shocked at the sight of the naked young man before her. They stood silently for a moment as each processed what was going on when a mischievous grin crossed her face.

Oh no! What is she thinking!? Jeff thought with a sense of dread.

She came all the way in the bathroom with her cleaning cart, turned her back, and locked the door behind her.

While her back was turned Jeff noticed her body. There was only one word to describe her and that was thick. She had a massive butt that put Ms. Braun's to shame contained in black leggings that hugged the curves of her ass and equally ample tits pressing out with all their might against a too small school issued shirt. Despite her heavy stature her waist and belly were actually not too over-sized. She turned back to Jeff once the door was locked. He noticed her cute face as she smiled coyly at him with brown hair tied into a loose bun with two loose curls hanging down framing her face. She couldn't have been older than her early twenties to look at her and she was just beautiful. Jeff thought she could have been a model if the industry accepted her body type.

She walked around her cart eyeing Jeff up and down biting her lip when she looked at his proudly presenting penis. "Chico susio." She said to him softly. The tension was palpable between them. Jeff had never been naked with a woman before today and now he was naked and alone with one. Try as he might he couldn't avoid the erotic nature of the encounter furthering his excitement.

The cleaning lady approached Jeff while staring directly into his eyes brandishing a lustful smile. As she approached the speed of his breath increased. He was so turned on right now it was driving him mad. She stopped inches from him, smiled coyly, and swayed her hips back like an innocent girl playing shy. She said something in Spanish in an undeniably flirtatious tone. While Jeff didn't understand the words, he thought he understood the meaning, something like "Strange meeting you here?"

Jeff was at loss and didn't know how to respond and it turned out he didn't have to. The luscious Latina bit her finger sensually and moved even closer all the while staring down at Jeff's goods. She stopped just short of touching Jeff, so close he could feel the heat coming off her. With that he couldn't hold himself back any more moved in and kissed her, grabbing her waist, and pressing himself against her, his dick sliding up in between the two of them. The soft cotton shirt and leggings felt great against his staff, so good that he began dry humping her involuntarily. She reciprocated this advance by wrapping her arms around him and grabbing his tight ass. The encouragement only served to arouse him all the further.

He had never had such an erotic experience in his life and didn't want it to end, in fact he wanted it to go even further. Feeling bold he reached up to grab her massive tit with no protest causing his hard on to throb against her. She let out an approving moan to both sensations. Jeff wanted to see her body now more than anything and to take this hot and heavy session to the next level. He boldly tried to reach under her shirt while attempting to kiss her neck. She quickly stopped him and pulled away. He gave her a confused look and she smiled gently at him and shook her head. A wave of disappointment washed over him as he realized she was ending their session prematurely (which, luckily, he didn't!).

She walked over to her cart, got out a small piece of paper and pencil, and scribbled something down real fast, all with that little smile never leaving her face. She walked back with her note and handed it to him. Confused he took it and as soon as it was in his hands she grabbed his wrist and pulled him suddenly into her for another kiss. Jeff kissed back passionately hoping optimistically that their fun was resuming only to be disappointed as she pulled away again. She pulled him by his wrist over to the door, said "¡Adiós Guapo, buenas suerte!" and pushed him out before he could react. He looked back just as she shut the door. His heart sank as he heard the door lock and her let out a playful laugh. He looked down at the note she handed him and it said "llámame" followed by a phone number.

Wow! I guess she was having a good time. He thought for half a second then realized. What would we talk about on the phone!? Before he could ponder any further he heard the familiar sound of giggling girls down the hall. Shit! I gotta move!

He immediately began running in the opposite direction of the giggles, carefully checking around every corner before turning down any hallway. Their giggles haunted him as they seemed to be getting closer. He turned down a new hallway he hadn't been yet on this adventure and was about halfway down when he saw an old woman turning the corner looking down at a book. He froze in his tracks and went to turn around only to see a group of girls turning the corner talking to each other.

Feeling like he was between a rock and a hard place he feared he was finally going to face the music. When he realized there was a door right next to him and with no time to think he opened it and dove inside. He scrambled quickly to hide behind any furniture he could find. Once safely concealed he peaked toward the door and saw the girls and woman pass by without issue. He let out a huge sigh of relief when he realized the room he had dove into was the school library.

Sure, as hell never thought I would be naked in a library! He though amusingly to himself. Before he could plan his next move, he heard a feminine coo come from behind him. He jumped facing the noise to find a short nerdy girl, despite being quite obviously nerdy from her attire she was still very cute with short red straight hair framing her face and best yet she was sporting the most adorable smile.

"Wow Jeff! Today must be my lucky day!" she said enthusiastically.

She knows my name? How don't I know her. Wait is that Emily? Emily was girl from his grade that Jeff had known in grade school, and were even friends in middle school. They grew apart freshman year as he leaned into sports and she moved towards academics. He hadn't seen her in a few years and it was clear she had grown a great deal more adorable with time. Her face was never ugly but had always been very plain, now however it was absolutely the epitome of cute. She had also gone from a complete stick to sporting a nice set of b-cup breasts and her ass now had a nice volume to it, small but lifted and from what he could tell toned.

"Emily! What are you doing here?" He asked nervously.

"Oh! Little old me?" She said playing up her adorability. "I was just in here studying for a test when I saw this naked hunk of a man jump in here. When I saw it was you I couldn't have been more excited! And by the look of it your kind of excited too!" she said as she stared directly at his seemingly unending erection.

"Well I, uh..." He tried to think of something to say, but was at loss.

"Shhh! Remember this is a library you need to keep your voice down." She said in a flirty whisper.

"Emily listen!" Jeff said in a loud whisper complying with her advice "I need to get to the lost and found! Someone stole my clothes and I really need to get home!" He said in a rush.

"Oh, You poor dear." She said with a sympathetic tone in her voice, her face however looked like she was fighting back a laugh like she was in on some joke that Jeff wasn't privy too.

"Well you know I can be your look out and tell you when the coast is clear ahead to get you there safely." She suggested.

"Oh Emily! Would you!?" Jeff asked so happy he could barely contain it. He finally saw a ray of hope in this dismal situation.

"But first you have to do something for me." She said slyly. He started to get nervous, but seeing no alternative.

"What do you want?" He asked reticently.

"I need some pictures for my human anatomy class... I was wondering if you could be my model?"

"Wait what!? You want me to model for you...naked?" he asked incredulously.

"Yes, and let me take a few photos for my...research." She declared adding a tone of mischief to the last word.

Jeff knew damn well she didn't want the pictures for "research" however he wasn't in a position to protest and besides despite his best efforts he didn't want to deny her.

"Yeah I'll model for you." He finally agreed. Emily could not have been beaming any brighter, her smile put supernovas to shame.

With that she got out her phone and began snapping pictures of his dick. First, she got several close ups then she zoomed out and got his whole body. Next, she had him pose by putting his foot up on a chair in the Captain Morgan pose. After that she had him lean over the chair and stare back at her so she could get a picture of his ass. The whole time she had a perverted smile printed on her face, clearly having the time of her life. Truth be told Jeff was too, he had no idea how much he enjoyed being objectified so brazenly.

After a seemingly endless series of poses and pictures she finally said with a great flush washing over her "Alright! I think that will be enough!" Her smile never leaving her face. "Now let's get you to the lost and found!"

She tapped away on her phone for a minute making Jeff think she was reviewing her photos. He waited patiently for her to finish and once she did she grabbed him by his arm and led him to the door. Remembering what had happened in the bathroom earlier he got a little nervous. Luckily for him she was actually following through with the agreement, and so she led Jeff by the arm, his erection bobbing up and down the whole way.

Jeff stood naked behind Emily, silently appraising her ass which got a good view of for the first time. Smaller than he usually liked but very tight and attractive.

"Alright let's go. The door is just across from the admin building. I'll look out it and get you there. I'll then go in and distract any secretary that may be lingering. You should be able to sneak by then."

"Okay." Jeff said nervously. With that they set off. She reached the door, looked out, then announced the coast was clear. The two scurried across the courtyard to the door.

"Alright! You wait here, I'm gonna open the door and talk to the secretary without closing it so you can hear me. When I say 'cool deal' that means she has turned and you need to book it to the lost and found. I may only get you a few seconds so you have to move fast!" Jeff nodded his head in agreement.

Emily moved to the door like she said knocked on it as it was locked. The secretaries came to the door and Emily initiated a conversation with the secretaries at the front, some questions about credits or something. She asked a random question about something behind them, and they turned away while talking, with that Emily said the magic words "Cool deal!"

Just like that Jeff ran with all his fury as she went inside following the secretaries. He barely caught the door before it shut, locking him out. He jumped inside and went down the hallway to the right seeing Emily shoot a devious smile as she turned the corner with the secretaries leading the way.

Jeff was elated as he was so close to his destination he could feel it. He turned the corner and saw the glorious lost and found bin. He ran up more enthusiastically than he had ever done before only to have his hopes dashed when he saw that the bin was unfortunately empty.

Empty! He thought forlornly to himself. Then a familiar voice came from behind him causing him to jump once again.