1. Roommates Still Snowed In


    Date: 12/30/2023, Categories: Transgender & Crossdressers, Author: byWhyNotUs

    ... She had a legal pad and was furiously taking notes. She was really getting into this.
    
    "Ok, I think I almost have what I need," she said, "The bras you have are all 36C like mine. Is that size ok? Or do you want to go bigger or smaller?"
    
    Before I could answer Ben said, "I think that size is perfect for her."
    
    "I agree, we do have similar bodies," she said.
    
    "That's fine, I guess," I said.
    
    "You're gonna want breast forms, right?" She asked.
    
    "Yeah, but don't go crazy. She won't be needing them for long," he said.
    
    I was confused about what he meant. Was this just going to be a month long arrangement? Jen mentioned a month and then I could fuck her. Maybe he was happy with that too.
    
    "Yeah, don't go crazy," I said.
    
    "Great. Ben's right, they can get expensive, and especially if you're not going to use them long term, I'll figure out something nice. Ok, lastly, did we settle on tampons or a butt plug?" She asked.
    
    Ben started to answer and I cut him off, "Tampons will be fine," I said, in an embarrassing tone.
    
    "Don't be shy about it Sweetie, all girls use them. They're just for a different reason in your case," she said.
    
    "Are we done now?" I asked.
    
    "Yep, I'm gonna find everything and email Ben the links," she said.
    
    "And I'll order everything for you. My treat!" He said.
    
    "Gee thanks," I said, shyly.
    
    "It's the least I can do," he said, "I'm really looking forward to seeing what Jen picks out for you!"
    
    "Let me run and I'll email you ...
    ... before I go to bed. You two behave! Or don't!" She said.
    
    Ben hung up the call.
    
    "Was all that necessary?" I asked.
    
    "Why?" He said.
    
    "Having her look through all my panties, picking outfits for me, and the tampons?! Seriously?" I said, a little upset.
    
    "Relax Baby, I just wanted a little help, and you could see how excited she was. As for the tampons, you can't be leaking all over the house. You're gonna have to clean that sofa cushion. It's probably soaked through," he said.
    
    I gave him a shove and said, "Thanks, Jerk!"
    
    He just laughed at me.
    
    "Anyway I'm getting a little tired and I have to change my sheets before bed. I'll take care of that, even though you're mainly responsible for dirtying them," he said.
    
    I shoved him again and said, "You didn't seem to mind when they were getting dirty!"
    
    "Touche," he said.
    
    "I have to go put everything away anyway. My whole room is a wreck," I said.
    
    "That works. I'll stay in my room and wait for Jen's email. There's just one more thing if you don't mind," he said, pointing to his crotch that was tenting. "Why don't we end this perfect day with a bang!"
    
    "No way, again?" I asked. "And I think you banged me enough today! I'm not going to be able to walk tomorrow!"
    
    "I wasn't being literal about an actual bang, but all this talk has gotten me rock hard again!" He said.
    
    "Jeeze, how many times a day can you cum?" I asked.
    
    He playfully started to count on his fingers. One for the blowjob, two for sex in his ...
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