Fierce competition

"It won't fit!"

Abbie is desperately trying to push the dildo into her tits, the tiny bra she has on is so damn tight that that big pink dildo doesn't want to go in easy.

I grin "Well lube it up of course"

She stares daggers at me.

"Besides I told you I want it to look sloppy, so I need that thing drenched in your spit."

She closes her eyes in rage.

"Fine! But you don't get to watch turn around!"

I smile as I move to the other side of the bed. At first I don't hear a thing. Then I hear the first *gleck!* As Abbie gags on the dildo. God she has such a strong gag reflex. I feel my dick start to grow as I listen to the mighty Abbie gag on a pink sparkly cock.

*Gleck!* "Fuck..." *Gleck!* "God I hate this thing" *gleck! Cough!* "Ok turn around is this enough?"

I turn around to a wonderful sight. Abbie is holding the dildo up, it covered in a spit, a string of it is still attached to her chin! Even the tops of her tits are glazed now.

"Perfect!"

I watch as she pushes forces the dildo up through her tits, I'm absolutely grinning beaming as I watch. She looks up at me with blushing cheeks "now what?"

"Now suck on the tip."

She reluctantly pushes her head down and starts suckling, I raise her phone up and line up the shot.

"Open your eyes and look at the camera (her beautiful blue eyes flutter open and look at me practically begging to take the picture) drool some more, I want to see it running down the dildo to your tits."

Her eyes flash with anger for a moment but she does as she is told. Spit cascades down the dildo pooling in her squeezed cleavage. I'm so hard right now it hurts. I get nice and close and push the button, the phone flashes immortalizing this perfect slutty image forever.

"Gleh damn it, did you get it?"

"Well maybe..."

She snatches the phone from me "Oh shut up let's just send this stupid thing and get on with the game."

I stand over her shoulder and watch to be sure she follows through. She sends the picture, then starts typing out the follow up message, it reads as follows "Oh my gosh Fred please delete that it was meant for John! I'm so sorry! I would never... I'm just sorry have a good night!"

Before I can stop her she sends it "Hey what the hell Abbie!?! Why did you say it was for me!?!"

She giggles "What? I had to write something, you didn't specify what you wanted... Besides who cares?"

I scoff "Now he's gonna think something is going on between us! Just great! Besides he knows I would never hook up with you in a million years!"

Her smile fades "Oh... I'm sorry I didn't...I'm sorry... I can send another if you want..."

I instantly feel regret for my words "No, You don't have to... I didn't mean... You know what I meant right? We just don't... Ya know."

"I get it... I haven't exactly been nice these past few years, it's whatever I understand. lets move on ok?"

"Ok..."

She pulls the dildo out of her tits and takes a big swig of her drink. I take an equally deep drink.

"Truth or dare John?"

"Dare."

She crawls over to her nightstand and grabs something from the drawer she comes back and places it in my hand. It's a small pill shaped pink vibrator.

"I dare you to play the next 10 minutes of the game with this in your ass!"

"What!?! No! I've never had anything in my ass!"

She smiles "It's up to you..."

I grip the vibrator hard "But... But..."

I close my eyes in disbelief I'm even considering this. Could I even get it in? I've never put anything in there, I don't know. It's so unfair that she has a whole room full of toys to torment me with. Is playing with my ass her ultimate goal? Is this all just a trick so she can try and fuck me?

"Fine! Do you... Do you have some lube..."

She grins "Of course!"

Goes to her little dresser this time and rummages around til she finds it. She comes back and hands me a sticky bottle, it's massive and unlabeled. How much lube could one person need!?!

"Thanks I guess... Fuck I don't even know how to do this."

She gives a devilish grin "I mean I could help you if you want..."

"No! I... I've got it ok just turn around."

She giggles as she moves across the bed and sits down criss cross staring at the headboard.

"I would recommend taking a deep breath in, then as you exhale try to push up."

I shake my head "whatever! I can handle it!"

I take off my pants and panties hesitantly, I'm scared, can I actually do this!?! I sit on the bed and spread my legs, I pour a small amount of the clear lube on my fingers and rub it on my asshole. It feels so cold that I shudder a little, I begin breathing harder as I pour some lube on the vibrator. I put it against my ass, with a shakey hand I try to push it in but it won't go. Fuck! If I can't do this that means I lose... That means I'll have to...

"Damnit..." I mumble under my breath.

I hear Abbie giggle but she doesn't speak. Fine, I'll try the way she said. I place the pill against my ass again, I take a deep breath in, then a massive exhale as I push. I feel the very tip of it go in the tiniest bit before being pushed back out. So she was right! Damn how many times has Abbie done this? Does she put stuff in her own ass or just other people's?

I shake my head focus, you don't have time to let your mind wander. I repeat the process and get the same result, it goes a little in then gets pushed out. I try 5 more times, getting closer each time. Ok John this is the one, your doing it this time. I take a deep breath and push, it gets halfway in and stops, god it's so big! I give one more push.

*Plop*

I let out a quivering breath as the vibrator enters me fully. I take a few quick ragged breaths trying not to freak out. I reach down and grab just my shorts, I pull them on while still sitting, I'm scared of what standing up will feel like. Once I'm dressed set the timer on my phone.

"Fuck... Ok Abbie you can turn around..."

She turns around still grinning, she crawls toward me like a sexy cat and sits shoulder to shoulder with me at the end of the bed.

"Damn John that took forever! Tell me how does it feel?"

"It hurt and it feels weird... Lets just continue the game..."

She smiles "Of course! let me just open this app really quick, sheesh I have so many settings options, let's do one of the advanced ones..."

I'm confused by what she is saying for a moment, I see her dramatically circle her finger in the air and tap a button on her phone...

*Buzzzzzz!*

I let out a quivering whimper as I instinctively grip the sheets with my right hand, my left tries to do the same but grips Abbie's muscular thigh instead.

"Abbie! Abbie!... Stop!... Come on!"

She puts her hand on mine pinning it to her thigh "Sorry John this is the bet, besides if I change the setting to anything it'll be something even more intense!"

Fuck... Fuck... Fuck...

I can't think straight, against my own will I keep clenching my ass down on the vibrator, it's instinct, I can't help it. Each time I do there is a split second when it feels good. No! This is gross! Come on stop clenching!

"So it's your turn to ask me, let's go!"

I grip her thigh harder as I speak through clenched teeth "Truth or dare!"

"Truth!"

I feel sweat pouring down my face, the vibrating is relentless. Right as I'm about to speak Abbie taps something on her phone, the vibrating gets even stronger.

"Ahh... Ahh fuck... Do you.. play with your ass.. ah... With toys like this?"

She blushes just the littlest bit "No but my ex liked this stuff alot, doing it to me and receiving it."

I close my eyes trying to focus and nod.

"Truth or dare!"

"Truth!" I whimper with my eyes still closed.

"Does the vibrator feel good at all?"

Im panting aggressively now "I guess (pant) a little (pant) when I (pant)..."

"When you what!?!"

I give a low whine before yelling "WHEN I CLENCH OK!?!"

She giggles "Ha I thought so."

I look down at the timer and see I still have 7 minutes to go. How has it been only three minutes!?! Fuck this is so weird! I want it to stop! Again right before I speak Abbie pushes a button and it somehow gets even stronger. Fuck how powerful can this fucking thing be!?!

"Truth... Ah... Or.. Dare!"

"Dare!"

Luckily I already had one thought out before I put this damn thing in my ass.

"I dare you to put the panties I've been wearing in your mouth for the next ten minutes of the game!"

Her eyes widen "Those are my sister's! Not to mention your dick has been rubbing all over them all night!"

Even through the intense feelings I'm having right now I still manage to smile at her discomfort "Yea duh Abbie!"

She shakes her head "Fuck! What is it with you and ****!?! Gah! Fine where are they?"

She finds the little frilly pink panties on the ground at our feet, she balls them and just stares at them for a moment like she can't bring herself to do it.

"Come... Ahh... Do it Abbie!"

She closes her eyes and jams them into her mouth, there is a delay where she has no response, then she gags half spitting them out, the sight of them dangling on her chin is beautiful to me. She pushes them back in and seems to tuck them into her right cheek making it bulge out comically.

She begins breathing heavily, probably trying to not gag again. She puts her face into her hand for a moment like she can't believe this is happening, or maybe it's that she can't stand it. When she speaks her voice is the slightest bit muffled but I understand her fine.

"Truth or dare..."