1. Roommates Adventures After the Snow


    Date: 6/2/2024, Categories: Transgender & Crossdressers, Author: byWhyNotUs

    ... curious about Ted's.
    
    When his cum hit my tongue my first thought is, 'wow, this is delicious.' Six months ago I never even considered swallowing cum and now I was a connoisseur. Ted left a huge load in my stomach and I wondered if all real men came this much. I only had two examples, but they both ejaculated much more than me.
    
    Once I swallowed every drop, Ted sat down next to me and was breathing heavy.
    
    "Sorry I didn't save you any for you, but it was just so...delicious!" I said.
    
    "Delicious, huh," he said.
    
    "I'm definitely doing that again!" I said.
    
    "Oh so you want to see me again after tonight?" He asked. "I wasn't sure if this was a one time thing."
    
    "Well you haven't fucked me yet. Maybe I won't like it," I said, laying on the sarcasm very thick.
    
    "Is that a challenge?" He asked.
    
    "Yep," I said.
    
    He pushed me back on the bed and said, "Challenge accepted!"
    
    He put a pillow under the small of my back and lifted my legs up. His tongue began to lick my pussy and I was making crazy sounds. My heels were still on and I didn't care. It made me feel extra hot to see them dangling in the air while Ted was going down on me.
    
    As good as he was sucking my clit, he may have been better at eating my pussy. He used the right amount of pressure and moisture before introducing his fingers. I was thankful he worked his way up to three fingers because of the size of his cock. He wanted to make sure he fit and more importantly, so did I.
    
    He had me on the ...
    ... brink of another orgasm when he stopped. I whimpered like he did when I stopped blowing him.
    
    "I think you're ready," he said.
    
    "Please fuck me!" I moaned.
    
    "Always so polite! I love it!" He said.
    
    He crawled up towards me and I spread my legs as far as I could. He pressed his head against the entrance to my pussy and held still.
    
    "Are you ready?" He asked.
    
    "Yeah, just..." I moaned.
    
    "Go slow? I know my dick is big," he said.
    
    "Yeah I kinda noticed," I said.
    
    "Relax, you're nice and open for me, but if something doesn't feel good, just tell me," he said.
    
    "Okay, go for it. Fuck me!" I said.
    
    "What my lady wants, my lady gets!" he said as he pushed against me.
    
    Despite all the constant fucking over the last couple months and the fingering just now, I was either still tight, or Ted's cock was just that big. I must have made a face as he tried to penetrate me and he stopped. He caressed my face and mouthed 'relax.' As he opened his mouth I put my hands behind his head and pulled him down for a kiss. He took the hint and as my tongue entered his mouth, his dick entered my pussy.
    
    I had never been stretched so wide and it hurt. I tried to focus on the kissing and not the telephone pole being pushed inside me. I tried to push out and that seemed to do the trick. He was slipping deeper and deeper inside of me and it was starting to feel good. It was like the first time with Ben all over again.
    
    When I felt his hips touch mine he broke the kiss.
    
    "How's ...
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