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Thank you, I appreciate it. I'm beginning to feel a little more confident. You brought up good points. I really wouldn't want to be with someone who can't accept we are pretty much a package deal even if I'm looking for a monogamous romantic partner. I do not and have not intend(ed) to continue any sexual stuff going forward (not that it's often or anything) especially since this is how I feel. I was afraid to miss out on someone because of our complex relationship but my right person would be accepting.
I'm going to be honest. This will be a big hump to get over for most people. They have to be very trusting or vulnerable early in the relationship because this situation makes it very easy for you to cheat on them. Or your friend to get jealous and poison the well
Having mixed gendered friends isn't that weird even those you might have hooked up with. What do you think highschool is?
Be honest and make sure the friend is on the same page.
Having mixed gender friends is not the issue. They sleep in the same bed and do sexual stuff together. OP said they are a package deal. OP said the roommate may not be able to move out.
This really isn't that complex except it doesn't fit the standard dominant heteronormative story for dating. Those stories where your eyes met across the bar and you fall in love with your new partner instantly. You either then stay together forever in the "success" story or fall apart in a dramatic fashion and never see each other again for a "failure" story. This isn't common and real life is more messy for these "failures". Just note that most people leave out the mess when telling their romantic "success" stories. I dated / hooked up with lots of my wives friends before we are started dating and so did she.
You had your best friend / roommate were / are a "failure" in this model but a success in real life. You made a real friendship out of failed dates and romantic relationship. That's a success.
Just be upfront and honest with everyone. Make sure your roommate / best friend agrees that you don't have a romantic future but rather what you currently have. Tell your future dates a simplified story about your roommate upfront and everyone will be cool. You got this