Stepbrother With Benefits 16 (Third Season) (16 page)

"It's alright," I tell him.  "I know it might be hard to... you know... so if you have problems, um... we can get pills?"

"What?" he asks, finally looking back at me.

"You know, like... erection pills?  So you can have an erection."

"I don't think that's going to be an issue," he says, laughing a little.

"I know it's a lot to ask," I tell him.  "Um... do you want to just kind of practice to see how it'd be like?"

"You mean have
sex?
" he asks.  "Right now?"

"What!  No, of course not.  I just meant... here."

I pull off my tight t-shirt and toss it onto the floor.  Caleb stares at me, confused, but before he can say or do anything I help him take his shirt off, too.  I pull off his shoes and socks, then take mine off, too.  Standing, I unbutton and unzip my jeans, then peel them down my legs.  Caleb protests by mumbling a bit, but I get his jeans off, too.

We're in his room in our underwear now.  Caleb's sitting on the bed.  I think he's right.  He probably won't have an issue with getting an erection.  He seems to... um... that's just because of what we were watching.  It's natural?

I kind of liked the movie, too, but what we're about to do is for purely artistic reasons!  We're not even getting naked.  This is a trial run.  Going through the motions, if you will.

"Move over," I say to him.  "Let me lay down."

He moves over, but then realizes what exactly he's doing as soon as I lay down.  I'm laying on his bed, almost naked, and he's sitting next to me, looking down at me.

"So... let's use what we just watched as inspiration, alright?" I tell him.  "This will be our audition for the main parts in my final project movie."

"I have no idea what you mean," he says.

"After she finished giving him a blowjob, he brought her to the bed.  The video was just a preview, Caleb.  It wasn't that long.  You didn't forget what happened already, did you?"

"Uh... no?"

"Alright, so do what he did," I say.

Caleb shifts so that he's kneeling on the bed, one arm propping him up.  He holds out his other hand and looks at it, unsure.

"Like this?" he asks.

He puts his hand on my stomach.

"No, um... higher.  I have a bra on, so it's fine," I say.

Caleb swallows hard and moves his hand.  This time he does it right.

He caresses my cheek, and I close my eyes, moving into his touch.  He leans down close like he's about to kiss me.  I can't see it, but I can feel the warmth of his breath gently brushing against my cheek.  He moves his hand down my cheek to my neck, then towards my breasts.

Mine aren't as big as the girl in the movie, but Caleb circles one of my breasts with his fingertips before pressing his palm tight against me.  He squeezes gently, massaging my chest.

"Uh... Scarlet... I don't know if this is a good idea..."

"Shh," I say, smiling at him and winking one eye open.  "You're doing really good.  This is just a practice run, alright?  We're just seeing how it goes.  The real script and everything will be different, so don't worry."

"I guess..." he says.

He moves his face down, almost kissing my neck.  His heat and warmth send shivers through my body.  Oh, that's good.  If I feel like this now, then it'll look amazing for the camera, won't it?  He kneads and massages my breast again.  It's just through my bra, so it's fine. 
Don't worry...

His hand leaves my breast and traces down my stomach slowly.  He circles my belly button before diving lower, inch by tantalizing inch.  My body shifts and moves with his hand, my back arching up in anticipation.  Caleb's warm, heavy breathing against my neck feels really nice, too.

His fingers creep down towards my panties, which I'm still wearing, so this is completely fine. 
I told you not to worry!

Then his fingers dip beneath the waistband of my panties.  In the movie, the girl was obviously not wearing panties at this point in time.  Caleb follows the man's lead, mimicking everything he did up until this point.  His fingers go lower, pressing lightly under my panties, past my smooth, shaved pubis, until...

"Um... Caleb?" I ask, eyes clenched shut.

His fingers are wrapped around my bare pussy beneath my panties, holding me tight.  One of them is just barely almost inside me.  I...

"Oh, sorry!" he says, snapping his hand away.  "I forgot.  Practice run.  Underwear.  Uh..."

"I mean, we can do it that way if you want?" I say.  "I just thought..."

My cheeks turn red.  I don't know what I'm doing.  Wait, did I really ask Caleb to make a sex tape with me?  It seemed like a good idea at the time, because we're friends, and there's reasons, and...

It's not supposed to be just a sex tape.  I want it to be beautiful erotic art.

I don't really want to make a sex tape with anyone else, either, and I think this
ex tape
idea would be a great project.  I get that it's controversial, but I think that's what makes it perfect.  I wouldn't mind sharing the twenty-thousand dollars with Caleb, too.  It'd actually really help me out with school funding.  That's just an extra benefit, not the main point of this, but why not get paid for my art?

Art.
  Yes.  That's what this is. 
It's nothing more than art.

Art's kind of a big deal sometimes, though.

"Uh... n-no," Caleb says, stammering.  "I just didn't realize what I was doing.  Sorry, Scarlet."

"No!" I say, probably louder than necessary.  "No, it was good!  That would have been great if we were really filming.  You did really good."

"Should we stop?" he asks.

"Let's just try the first position?" I say.  "You know where when he was done fingering her he grabbed her thigh and then... but we have underwear on, so just kind of pretend, alright?"

It's extremely obvious right not that Caleb has an erection.  I don't blame him or anything.  It's natural, and to be honest I'm kind of aroused, too.  Art should invoke intense emotions in the viewer, right?  I think it needs to invoke intense emotions in the artist and the subject of the art in order to be intense for the person viewing it, too, though. 
This is important.

Caleb grabs my thigh tight, his fingers wrapping around my leg.  It's kind of mesmerizing, actually.  I feel so small next to him.  I always do, but like this, where we're almost naked, I feel even smaller.  I know it's not true, but I feel like he could wrap his fingers around my entire thigh if he wanted to.  He's strong, too.  I like that he could pin me in place and hold me down, like, um... when he was tickling me. 
Not for any other reason.

He pushes my thighs apart, then shifts between my legs.  He grabs my other thigh with his free hand and pulls me close to him.  Our underwear touches, and I can feel his erection throbbing between us.

I reach up for him, and Caleb comes down to me.  We're close not.  In the movie, they kissed, but we don't kiss.  He buries his face in my neck and I press my lips against his shoulder.

"Like this?" he asks, whispering to me.

Slowly, he starts to grind against me.  He pulls his hips back, then presses forward, his cloth-covered crotch pressing hard against mine.  I lift my legs up and wrap them around his hips as best I can.

"Mhm," I say, murmuring.  "That's good.  Keep going like that.  Pretend we're doing it for a movie."

Caleb rocks and grinds himself against me.  It feels... um... it feels really good, actually.  I close my eyes and listen to him breathing.  I wrap my arms around his neck and squeeze him tight against me.

"This is really good," I say.

I'm not sure if I'm saying that he's doing a good job, for the movie audition test we're doing, or if... I don't know.  I'll think about that later.

Caleb keeps going, keeps grinding, keeps rocking.  I'm not sure exactly what's going on, but I like it.  We're getting into a good rhythm together.  I rock and shift my hips, swaying with his.

I don't know if you've ever moved cloth against something before, but I should probably explain what happens when you do.  First, everything is fine, because it stays in place.  For underwear, there's a waistband, right?  That's good when you're standing up, since it keeps your underwear from falling down, but when you're laying down and grinding against something, um...

It tends to move?  And shift to the side, or down, or...

In the case of boxers, which sometimes have an opening in the front, um...

As he grinds and pretends to have sex with me, Caleb's underwear slowly starts to shift open.  As I grind against him, my panties start to move to the side.  As we grind together, um...

At some point, his cock ends up freed from the confines of his underwear, but I think neither of us really notices it.  I have panties on, so he's just grinding his erection against those, and cloth is cloth, right?

This is all well and good until the head of his cock just so happens to find the wedge of my panties that, again, just so happened to shift to the side.  At first, only one of my deliriously slick, glistening pussy lips was revealed, but his cock manages to wedge further, push the cloth aside more, and...

He grinds into me again, except this time he's...

He's actually in me.

My eyes shoot open and my mouth opens wide, too.  I gasp.

"Oh, wow," I say.

Caleb stares at me, his eyes open in shock.  His hips grind even further, pressing every last inch of himself inside me without thinking.

"Scarlet, I... I didn't mean to do that."

Without thinking, lost in the beautiful art of the moment, I buck my hips up.  Caleb's cock throbs and twitches inside me.  I grind and squeeze against him.

Caleb starts to pull out, and I open my mouth to beg him not to, even though I know we shouldn't do this.  I mean, it's not what we planned on doing...

But then he thrusts back in hard.

I didn't know I was this worked up.  I know I haven't, um...
in awhile
... but...

Caleb grinds against me, the roughness of my underwear and his body pressing against my clit.  He throbs inside of me, and I'm close... I'm so fucking close I can practically feel it.  I squeeze him tight against me waiting for the beautiful agony of orgasmic release...

"I'm... I'm close," I whisper to him.  "I'm going to cum, Caleb.  I..."

Apparently this snaps something inside Caleb, and he pulls out of me before climax can rush through my body.  I let out a gasp, but it's... I don't know...

My body is tight and tense, but now I'm unfilled
and
unfulfilled.  Caleb is on his knees between my legs, his cock bobbing hard in front of him, covered in the slickness of my arousal.  I want to reach out and grab it and pull him back to me, pull him inside me, but...

The look on his face stops me instantly.  He looks shocked and horrified at what just happened, like he can't believe he just did that to me, like he thinks he hurt me or took advantage of me.  I know we weren't supposed to do that, and I didn't really expect to do that right then, but...

I'm not mad.  I don't want him to think he was doing something wrong or that he was hurting me.  It didn't hurt.  It...

"Scarlet, I'm sorry about that," he says.  "I got carried away."

"No, no!" I tell him.  "Me, too.  I got a little carried away, too."

He stumbles off the bed and grabs for his clothes, putting them back on.  It's kind of hard considering his cock is still fully erect, but he manages somehow.

"I'm going to go to the bathroom quick," he says.  "Uh... maybe you should leave?  I..."

"Oh," I say, unsure what to say.

Yes,
great
, Scarlet.  This was your idea, and now you've fucked it all up.  Fucking great.

"Can we get dinner together, maybe?" I ask him.  "Just in the cafeteria, I mean."

"Yeah, uh... yeah," he says, conflicted.  "I'll meet you down there?"

C
heck here for all of the currently available Stepbrother With Benefits Season Three books on Amazon:

Stepbrother With Benefits (Third Season)

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~*~

Y
ou can find all of the books in my Stepbrother With Benefits series on Amazon

Stepbrother With Benefits series

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O
h no, everything's getting crazier...

First, I hope you liked the teaser at the end with Scarlet and Caleb!  I'd love to hear what you think about that specifically.  Would you like to see an entire book / series with Caleb and Scarlet?  I have one in mind, but I kind of need to make sure people would like to read it, haha.

If I do write it, it'd be titled Caleb and Scarlet Make an Ex Tape, which I think is a fun title.

Do you think they can get past their friendship to do it, though?  Scarlet seems to be doing it for the sake of creativity or art, but maybe there's another reason?  Caleb is obviously interested, but I think he wants more, too.  Hm...

As for Ethan and Ashley, things are getting crazy for them, too.  I wanted to add the teaser for the Scarlet and Caleb story at the end so you can see a little of why Scarlet might have been on edge with Ethan at the beginning of this book.  I'm not sure that forgives her or anything, and Ethan obviously has no idea what's going on, but life is getting complicated for a lot of people now.

I'm glad to say that Jake's still a huge asshole, though.  Really, what a jerk.  Ugh!

Some parts of this book will be more important in the closing few books of the season, too.  I wanted to introduce the idea of the art festival early on, because that's going to have a big impact later.  This is different from the ex tape, but it's still important.  Kevin is... interesting... I don't want to give too much away there, but he's going to play an interesting role in the future.  I like Jacky, but I think she's kind of oblivious sometimes, too, haha.