The Next Senior Streak Pt. 01

Story Info
The adventures of Jeff continue right where they left off.
3.7k words
4.73
7.8k
9

Part 1 of the 5 part series

Updated 08/13/2023
Created 06/16/2023
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*Everyone in this story is 18 or older*

Jeff woke up the next day after the great ordeal he went through. Despite how stressful the whole thing was he felt quite well rested. He looked at the clock and it said 10 am. Wow! How long did I sleep? He thought back to the day before how he had been pushed naked out of the locker room into a group of horny girls, how he had to run through school trying (and failing) not to be caught. How many lustful interactions he had and how the night ended. All those thoughts caused the blood to start pumping to all the right places.

He was about to touch himself when he remembered his phone. He picked it up and saw that he had a couple texts. He opened it up and saw that the texts were from Emily and Stacy.

Emily's texts read:

Hey Jeff!

I just couldn't believe how much I enjoyed last night!

I seriously have never been happier in my life!

I can't wait to explore what's between the three of us!

OH!

I wanted to tell you...

I came sooooooooo hard last night...almost as hard as you ;3

God! She's so fucking cute! He thought affectionately.

Next, he opened the texts from Stacy they read:

Yesterday was SO HOT!

I have never been so TURNED ON!

I am going to jump on that cock and ride it till pussy breaks!

OH! I wanted you to tell me...

What you thought of those pictures we left for you ;3

Text me AS SOON AS YOU LOOK AT THEM!

God! She's so fucking hot!

Her texts did remind him that Emily had said they put nudes on his phone to show that they wanted him in good faith. That if he were to enter the relationship with them both it was his choice not that he was forced to.

He went to his picture gallery, already sweating in anticipation. When he finally opened the app his jaw dropped and eyes bulged. There they were in all their glory, pic after pic of these two gorgeous women completely nude posing for his pleasure.

The first picture was of Stacy naked and on all fours staring back at the camera biting her lips as her lower lips were fully on display. From the picture he could tell she was fully shaven. Her ass looked even better without cover. He couldn't believe it, the girl he had been crushing on for years posed nude for him. He had never seen a woman he knew naked. It was a real rush, not as much as streaking for your very life, but thrilling nonetheless.

The next was Emily shyly looking at the camera her tits on full display, in it she was clearly blushing, her nipples looked hard enough to cut glass. Her tits, although not huge, were extremely perky and did more than enough for Jeff.

The next pic was Stacy sitting spread eagle with a lustful look saying "come get me big boy". Next, a pic of both them kissing deeply with Stacy's ass on prominent display for the camera while she twisted Emily's nipples. Next was Emily shyly fingering herself. Then one of Stacy using a vibrator looking like she was mid-orgasm.

How in the fuck did I get so lucky! Jeff thought in sharp contrast to how he was feeling yesterday. He wanted to masturbate so bad, but he thought it would be better to save it for the girls. He then remembered Stacy wanted him to text.

He decided to be a little frisky so he positioned his phone so that it would get a full image of his body and hard cock in one image. Once he got the angle right he snapped it off, typed a quick message "This is what your pics did to me!", and sent it off.

Three dots quickly appeared and Stacy replied:

MMMMMM! Don't tease me!

When I see a cock that big and hard I need it inside me in one end or the other

* smiling devil emoji*

This is still pretty crazy for me

I mean until yesterday I wasn't even sure you knew who I was

Now we're sexting

It's just so fast, you know?

I know it's fast from your perspective

But for Emily and I it's been in the works for awhile

What's awhile?

Just awhile!

That's all you need to know

She's had a crush on you for like 6 years lol

6 years!

I had no idea

Yeah and you had no idea that I had the hots for you either ;3

You did!?!?!

DUH!

You think I orchestrate ordeals like that for just any guy!

I knew you were special, but I wanted you to prove it!

Putting you through that probably was difficult for you

but it only reinforced how much we both like you

It's all still really weird for me

Like you could have just told me you liked me and not you know stripped me of my clothes

And made me go streaking

Where's the fun in that!?

*smiling devil emoji*

Listen...

Emily was serious about not doing it again without your permission

It seemed like you enjoyed it though

Jeff thought for a minute and he had to admit the memory of the event was so thrilling that he was still turned on by it. He didn't realize how much something like that would work for him, it was sort of new sexual awakening. Finally, he typed:

Yeah...

I guess I did

I'm glad you could be honest

Now time for some more honesty

I was under the impression you were still a virgin

Is that true?

Suddenly Jeff got very embarrassed. I guess it wasn't really a secret I mean I haven't had a girlfriend so...

Yeah

It's embarrassing, but yeah

You really are honest!

You probably know that I'm not, but Emily is

At least... a cock virgin ;3

Now you're going to have sex with both of us

Jeff's heart started racing after he read that. I didn't think she would be so direct!

You have a really big dick though...

So, I need to ready you for her first...

I don't want her first time to be too painful

That being said, that means you and I have to fuck first

Jeff became so aroused reading that last message he wanted to jerk off right then, but he contained himself.

This is crazy

I never in my wildest dreams

When?

Soon! Like in an hour or two!

My parents aren't home so I'm just getting a few things ready

I'll text you!

Excitement enveloped his body. I'm going to fuck Stacy! He thought with more vigor and enthusiasm than he had ever felt before.

Oh! And don't cum beforehand!

*Smiling devil emoji*

Jeff sprang out of bed and began pacing his room excitedly. Then he remembered. Oh yeah! Emily, how is she doing? He picked up his phone and decided to use some of this sexual energy and took a full-length body shot including his hard dick. He sent it to Emily and waited for a response. It only took a minute.

Hehe!

Well good morning to you too!

How're you doing?

A lot better after that!

Haha thanks for the compliment!

How could I not compliment a body like that!

*Grinning emoji*

You have a hot body too! Those pictures were amazing!

Awww you really like my body?

Like it?

I love it!

You're making me blush so much right now!

You know you're so cute when you blush!

OMG! You are sooooo sweet!

Not as sweet as you! *kissing emoji*

Can I ask you a favor?

Sure!

Anything!

I really liked your butt

Can you send me a picture of it?

Jeff thought it was so cute how she put it, even the fact she said "butt" instead of "ass" added to cuteness. Of course, at this point he had nothing to hide from, and truth be told he didn't want to anymore. His inhibitions were stripped (much like he was) entirely away by the events yesterday. He lined himself up and got the best lighting and pose he could to show off his ass. Once he had a good picture he sent to Emily and waited. Three dots appeared then.

THANK YOU!

I'm seriously smiling so hard right now!

You have like the best butt!

I just want to touch it!

Jeff thought for a bit at how to respond to the flattering compliment. He finally decided to be a little flirty and to try suggesting something he never considered but was finding strangely arousing.

Do you want to spank it?

There was a short pause then three dots appeared.

Hehe!

Maybe! *Shy emoji*

What if I told you I WANT you to spank it?

He couldn't believe what he was typing, but it turned him on so much.

Well...

I guess if you want it...

THEN YES!

I WANT TO SPANK YOU!

I have to ask you something?

Oh yeah? What?

Do you want to spank me?

It took Jeff less than a second of consideration to decide.

YES! Your ass is so cute, and I bet it jiggles when it's smacked!

Hehe, maybe...

;3

You're so fucking adorable!

Stop!

You're seriously making me blush!

I'm gonna look like a tomato now!

If you look like a tomato then you're the cutest tomato I've ever seen!

LOL

That's sweet!

But WTF is a cute tomato?

IDK

I'm just trying to be as cute as you *kissy emoji*

It's tough though cuz I think you have the market cornered!

Oh Jeff! I seriously can't wait to see you again!

Can you come over tonight?

Yeah definitely! I'm seeing Stacy in couple of hours.

You want me to come over after?

Well...

I think you have to wait until tonight, my parents are gonna be home all day

But they're going out tonight and shouldn't be home until real late!

Sounds awesome!

Can't wait!

Me neither!

With that the conversation ended. Jeff looked around his room and got together some clothes. It almost felt weird to put them on after being naked for so long, but he knew it had to end sometime and he couldn't go outside in broad daylight naked, at least not again.

After he got dressed, he got a text from Stacy telling him to come over now. He quickly left the house and dashed over to Stacy's. His heart raced the entire way over. He couldn't believe this was actually happening. He walked up to her door his palms sweating, despite everything he was all nerves, and knocked

After a minute he heard the lock on the door begin to move. His heart leapt in response. Stacy opened the door flashing a gorgeous smile his way. Her smile was far more affectionate than the ones she showed yesterday. She was wearing some baggy relax day clothes which was slightly disappointing to Jeff, but he thought it didn't really matter. She invited him in which he gladly obliged.

She closed the door behind him and before he could turn around to her she said sharply. "Now take off those clothes!" He started to turn and she told him to stop. "I want to watch you undress with your back turned!" Her enthusiasm shining through every word. God, he loved the way she talked. "Once you've taken everything off then you may turn around!" She ordered.

Jeff was already starting to get excited by the situation and he gladly complied. He started with his shirt which he took off and threw aside, Stacy cooed behind him at the sight. Next, he kicked of his shoes, and bent over quickly removing his socks. Now he undid his jeans and peeled them down his legs and stepped out them. He now only wore a pair of boxer briefs. He paused for a second.

"Don't stop now!" She demanded almost impatiently, but he could tell she was smiling by her tone. He hooked his thumbs in his waist band and pulled them down. With that he was fully naked, the cool air of the house breezing over him causing his semi-erect penis to get fully hard.

"MMMMMM!" Stacy said. "I don't think I'll ever get tired of that ass!" She mused. "Now turn around!"

Jeff complied and began turning. Once far enough he saw Stacy's expression was a devious, lustful smile. He saw her eyes move down to his stomach and then finally to his hard cock, she bit her lip causing his dick to wave at her. With that she began walking towards him just like yesterday swaying her hips seductively. Now instead of humiliation or embarrassment he felt only desire for this gorgeous woman.

He started walking towards her in reaction she picked up her pace until they met in the middle. He grabbed her and pulled her in and she reciprocated, their lips met in a passionate kiss. Jeff's cock throbbed against her stomach causing her to giggle at the sensation. She pulled away from him and pulled her baggy shirt over her head and pushed down her sweatpants so she was only wearing matching black-laced bra and thong. Jeff couldn't hold back anymore and came at her once more, kissing passionately his hands instinctively going to her ample ass.

She giggled as he grabbed her ass for the first time. His dick was now throbbing against her. With that she began kissing his neck, then his chest, then his stomach, working her way down his body until she came to his dick where took all of him in her mouth, sucking violently. He let out an appreciative moan in response. He looked down at her and she stared back at him as she ran her mouth up and down his shaft.

Suddenly she stopped and stood up. He looked at her confused until she snapped the back of her bra and slid it of her arms. Her perky C-cup breasts fell out, her nipples stiff as steel. Then she turned around, hooked her thumbs in her thong panties, and bent over as she ran them down her toned legs. Stacy was now bending over bare-assed in front of Jeff. Not being able to contain himself he smacked her ass full-palmed causing her to let out a squeal of joy.

"How did you know I liked to be spanked?" She said seductively as she stood up staring back him while smiling deviously.

There's that smile again. Jeff thought to himself recalling the day before causing his dick to jump once again. The motion drew Stacy's eye and her expression shifted from a smile to a look of unmistakable abject lust. It was time and they both knew it.

They embraced each other once again this time with nothing between them. Stacy grabbed Jeff by his cock and lead him to the couch where she fell back pulling him by his hard-on. With that she pulled Jeff down on her. She looked him in the eye communicating without words "Do it!"

He gladly complied as he slid into her tight wet pussy enveloping his cock entirely. She felt warm, slick, and euphoric, a feeling Jeff had no idea could be so good. He began pumping forcefully into her.

"OH FUCK JEFF! YEAH!" She screamed. "Give me that hard cock!" Stacy grabbed his ass passionately as he pumped her with all his might. He kissed her deeply moaning with pleasure, she responded with a playful bite of his lip.

She pulled away suddenly and said. "Fuck me doggie style!" with that she had him slide out and she turned around on all fours presenting her ass. The sight of it made Jeff lose control as he spanked her hard and entered her once again, this time from behind. He stared intently at her ass as he fucked her, hard.

"That's it Jeff! Right there! Keep going! I'm gonna! I'm gonna! CUUUUUUUUUUM!" With that she writhed her hips ferociously on his cock, squeezing it tightly with her pussy. The motion and the beautiful sight were too much for Jeff and he started cumming hard inside her letting out loud moans as he finished.

Once they finished he slid out of her and they both laid down next to each other and relished in the euphoria.

Stacy turned to Jeff after a minute still flushed and panting. "Not too bad for your first time!" Jeff smiled at her extremely satisfied with himself. They hung around for the rest of the afternoon just chatting about school and other things getting to know each other better, all while Jeff remained naked much to Stacy's delight.

Jeff found that he had a lot in common with Stacy from their interest in the same sports teams to the shows they watched on the various streaming platforms. Before too long the time came around when Stacy's parents would be returning and so she had Jeff get dressed (which they were both disappointed that he had to do) and head home.

As he was leaving they gave each other one more long kiss and she said "This honestly couldn't be better!" beaming with every word. "Don't forget to text Emily! Oh, and don't fuck her tonight! She couldn't handle what we did today, yet. I still need to show you how to fuck softly so you don't destroy her virgin pussy!" Jeff laughed and agreed that he wouldn't fuck her tonight.

Jeff found his way home after the fuck session/hangout he had with Stacy. As soon as he was in his room he texted Emily seeing how she was doing. She replied quickly that she was good and she couldn't wait to see him. She told him her parents would be gone in a half hour and wondered if he could stop by after they left. He enthusiastically said yes.

As soon as he had word they were gone he went over to Emily's.

He knocked and within in an instant she answered the door with a bubbly "hello!". He said hi in return and they both entered smiling at one another. She was wearing a cute little black skirt and a tight long-sleeved striped shirt with a loose collar exposing a pink bra strap.

"How was Stacy earlier?" Emily asked with a hint of mischief in her voice.

"She was honestly fantastic!"

"According to her it was a good time!" She said giggling and blushing.

"I'm glad to hear that! But I'm here for you Emily not her."

Emily blushed a little deeper. "You're so sweet!"

Jeff smiled affectionately at her. Suddenly Emily's expression changed to a mischievous one.

"Well Jeff! I invited you over here for a reason..." She said flashing a devious smile at him. "Now take off those clothes...Slowly..."

Jeff didn't expect this from the shy Emily and he expected that Stacy had coached her. Still since they weren't gonna fuck he wondered what she wanted to do with him naked. He didn't think much of it though as he complied with her wishes. She watched him closely as he undressed, relishing every inch of skin he exposed to her.

He finally got down to just his box briefs and as he was about to drop them she asked him to stop. "Can you turn around while your dropping them?" She asked shyly.

He smiled at her and turned around. He slowly slid his boxers down his legs hearing a small gasp from her as his bare ass came into view. He turned around slowly relishing the feeling of her eyes on his bare body. When he turned to face her, he saw her face a lusty look was strewn across it. Her eyes went wide when his hard cock came into view.

"I'm still not used to seeing all of you. But I am liking the it!" She said with a hot smile.

"Well now that I'm naked," Jeff said referring to his bare state. "What do you want to do?"

A mischievous grin appeared on her face. "I want to taste you!" She said with a wicked smile, Jeff's cock twitching at the proposition. She opened a side table and got out a small vibrator. She pulled down her panties and got on her knees. The vibrator switched on and started buzzing. She brought it to her clit and let out a little moan.

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