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Chapter 59 by falconz499 falconz499

Fuck or be Fucked?

Be Fucked

It’s tough to take your eyes off the entangled girls on the bed but you manage to focus back on the strap on in Alaina’s hand the numbers twirling in your mind. If you go through with this you’d be tied with Salja for the lead. You think about Mary and Marlena being the two currently tied for last place and all of the things you could make them do if they had to submit to you for a week. But on the other hand this was a guaranteed threesome right now that didn’t involve the long black molded cock in Alaina’s hand...

“Fuck it I’m in this to win!” You proclaim. Alaina’s face lights up at you words while Salja’s falls. You only feel so bad for her as Alaina steers you out of her room. Before the door closes you hear an audible gasp from your friend as the brunette resumed her work. You look Alaina up and down again taking in every inch of her lovely body.

“Walk.” She breathed out in a soft but commanding voice. You recognize it as the same voice she used when she bosses Marlena around last night. You really hope your ass isn’t in for a similar treatment.

You lead the way to your single dorm at the end of the hallway. Alaina follows close behind you lube and dildo in hand. As you unlock your door you are reminded of your proximity to Luke your RAs door. You make a mental note to try and keep your noise to a minimum.

As soon as you step inside you feel a firm push on your back shoving you into the center of the room. “Strip.” Was the command from the brunette behind you. Stepping into the middle of the room you toss your jacket aside and pull your shirt off discarding it as you turn around to face her. Your taken aback by the strap on that she now has already... well strapped on. The long black shaft points directly at you menacingly.

“Second thoughts?”

You take a small gulp and answer her questions by undoing your belt and pulling your pants and underwear down at once. Despite your nerves your cock is still rock hard.

“Well well well if I didn’t know any better it looks like someone’s really excited to give their ass up for the first time.” You thought it was best not to respond and to let Alaina do the talking. You had to admit the idea of what was about to happen wasn’t nearly as exciting as the way the naked brunette was acting. That in and of itself was making you hard.

“I’ve had to share you so much these past two days... with Alicia... Mary... Ashley... Marlena... why even little miss perfect Kate got to feel your cock inside her.” During her speech she had moved behind you and on the word had reached out and grasped your throbbing member. You inhale sharply. “You even could’ve had Salja just now but you chose to be here with me isn’t that right?”

All you do is nod. She responds by firmly grabbing your ass. One hand for each cheek. “Well guess what though? Even after fucking all those girls I’m still the winner. Cause I’m the only one whose gonna fuck you in return.”

Your nerves stand on end as she starts to guide you over to your bed. You’re not quite sure how she wants you but you assume doggy style as you position yourself on your twin sized mattress on your knees and elbows. “Wider.” Alaina breathes out as she climbs into bed behind you and slowly begins to reposition your legs and ass into a better position. It’s only at this point that you realize that this probably wasn’t her first time doing this.

You felt very exposed you head down near your pillow as you could feel your ass cheeks spread apart as your legs did. Your cock still stands at attention between your legs point straight down into your sheets.

“This is gonna feel very cold.” Alaina said as you gasp audibly. You feel the cold sensation of the lube as she pours a liberal amount into your crack and even reaches in with a finger to lightly spread it around your anus. Just the foreign feeling of a finger probing that area causes you to clench your ass up.

“Easy now baby. Don’t clench. The more you relax the easier this is gonna be for you.” You nod your head and do your best to relax your ass instead trying to focus hard on your cock and the attention it was wildly craving. You hear the sound of squeaking and squirting noises as Alaina hoped off and on the bed again setting up the camera to record the mission and beginning to lube up the strap on.

“Ok. I’m gonna start really slow. Take it one inch at a time. Remember just relax and this will be easy. I’m sure you’ve taken shits bigger than this thing so you should be able to handle it.”

You’re about to laugh at the joke when you feel the tip of the strap on lightly push against your anus. You start breathing deeply trying to remain relaxed as slowly Alaina drove the dildo into your ass. You can’t help but let out a half gasp half moan as the full tip enters. Instinctively you tense up.

“Relax...” cooed Alaina who was clearly enjoying every second of this. You slowly adjust your arms and arch your back into what you feel is a more comfortable position in which to receive Alaina better. You again breathe deep and **** your bottom half to relax and you within a few seconds start to feel the dildo penetrate you even further. It’s one of the weirdest sensations of your life. It’s a complete mix of pain mixed with odd pleasure as you can tell the pressure on your prostate is turning you on.

Your half moaning half gasping continues with each passing inch until you feel Alaina finally stop. “Now look at you. You took that like a man.” For a glorious moment you think your done and you relax your ass even further as you feel the dildo start to withdraw. You’re about to think to yourself that that was easier than you expected it to be when you hear the sound of Alaina squirting more lube onto the cock and your asshole. She repeated this process a few more times stretching you further and further each time until you started to hear moaning from behind you.

With her increasing horniness Alaina grabs you by the hips and slowly begins to fuck your ass in earnest keeping a slow but steady pace. You can feel your virgin ass starting to go raw. As you were about to open your mouth to tell Alaina to stop you feel the sweet relief that the lube brings to your ass getting reapplied. You also let out your loudest moan of the night when she reaches around and grabs your cock.

“You’re gonna fun while I fuck your ass.” Was all you heard before your yelps muffle out anymore sound as she continued plowing into your ass though this time while stroking your member. You cum hard within seconds. From where your head is positioned you can see the streams of thick cum coating your bed sheets. You resist the urge to collapse as you come down from your orgasm. As the adrenaline fades quickly the pain from your ass increases.

“Relax. Relax. Relax.” Alaina said as deftly she navigated the strap on out of your anus. It’s an insanely uncomfortable feeling as you roll onto your side. You can feel just how stretched out your hole is.

“It’s probably gonna be really sore the next few days...” Alaina said in a tone that wasn’t wholly apologetic. She was in the center of the room slowly removing the strap on and examining it. “Now I hope you don’t mind but I’m gonna assume that you’re not gonna be in any shape to get me off for a little bit so I’m just gonna do it myself.”

“Be my guest.” You croak out through gritted teeth. Your trying not to show the pain and discomfort you are in but secretly you’re really happy to just lay on your side and watch the curly hairs brunette get herself off.

It doesn’t take her long with her fingers working furiously to begin to cum while standing in the middle of our dorm room. You through your discomfort admire every second of it as she finishes herself and eventually collapses on the bed by you.

“Do you mind if I crash here with you?” She asked cuddling into you without waiting for an answer. “I’m assuming Salja and Jess are still exploring some of their virgin territory...”

“That’s fine by me but we can’t sleep long...” you look at your bedside clock. 7:30am. “I need to complete one more task before noon to beat Salja.

What mission next?

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