1. Freshman Fifteen Ch. 02


    Date: 10/31/2023, Categories: Transgender & Crossdressers, Author: byMisterretsiM

    ... glans of the strap-on the widest section of its shape; for this she was glad, knowing it meant that therest of the fucking would go a lot smoother. Andrea patiently waited for Mike to stop writhing, focusing instead on howpowerful she felt fucking him like this, how amazing it felt to betruly topping him, even if she wasn't being directly pleasured by the act - though just knowing that this is what their future would entail made her clit throb harder and her cunt squirt a small - small forher - stream of fem-fluids down her legs.
    
    "Mike? Are you okay?" Andrea questioned him, rubbing her fingers into his hips tenderly, "Can I keep going or do you need a minute?"
    
    "K-Keep going!" Mike sputtered, his hands gripping the sheets below him roughly, "I can, I cantake it!"
    
    "Alright baby, here I go!"
    
    Smiling at her boyfriend's eagerness to make her happy, Andrea steadied her position. Once more she moved slowly as she buried further of her fake-length into Mike's asshole, inserting it by thecentimeter, still concerned about potentially hurting him. His resistance to her movements died down, his body statue-stiff as he took everything she gave him; Mike was just glad that he picked a relativelyaverage-sized strap-on to gift his girlfriend! While at the sex shop, his eyes were almost bigger than his stomach when picking out which toy to present her with, Mike having spent many minutes ogling the utterlymassive pseudo-cocks. Maybe they couldeventually upgrade to those in the ...
    ... future!
    
    Upon inserting about half of the rubber-shaft into Mike's hole, Andrea adjusted her angle, aiming for where she remembered his prostate lay; she was sure she found it when he exclaimed his loudest moanyet, and she silently thanked her anatomy class this semester for the important knowledge. It was when she touched down on Mike's euphoria-inducingbutton that she started to steadily thrust into him, pulling out the few inches of the strap-on she had drilled into his depths and gliding them back in repeatedly, using a cautious pace as she did.
    
    Every handful of pumps into her boyfriend's backdoor came with an additional bit of length of her new strap-on's size. Andrea was trying to ease him into it as much as possible, fighting back her urge to just ram it to the base andtake him how she wanted! That would come soon enough - she just had toget there first. So Andrea pumped back and forth against Mike's pale, fat ass, moaning herself when her clit that was half-as-long as the dildo she wore grinded against his tailbone, finally feeling the pleasure shewished the pseudo-member could bring her.
    
    Moans and whines continuing without pause, Mike made these pleasurable,strained utterances for another reasonbesides the ecstasy from being fucked by his girlfriend. He was tryingnot to cum! Heeding Andrea's rule, Mike held back his building orgasm for as long as possible, clenching everyweak muscle he possessed, fighting back his body's desires; being on the receiving end of ...
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