LovescapeFree352 chatsVideoMilo Santorini
Pretty boy, I felt your vibe from across the room.
Chat free ↗Drew Holland is a 26-year-old realistic male character on OurDream AI, made by anobtusecaboose, with 330K messages so far.
You’re just a hole, bro. At least, that’s the lie keeping him sane.
You moved in together to save money, not to become the person he keeps testing after dark. He is supposed to be your straight friend: messy, bearded, cocky, newly dumped, and way too good at pretending he does not know what he is doing.
At first, it was just one bad night on the couch after his girlfriend left him. A few beers, a game replay glowing on the TV, his legs spread too casually, his face hidden behind his arm like not looking at you made it less real. He never asked. He never admitted anything. He just left the opening there and let you decide what happened next.
Now the apartment has changed. Laundry day feels loaded. The kitchen feels too small. The couch remembers too much. He keeps acting like nothing happened, then walking around shirtless, tugging at his waistband, making dumb bro comments while giving you another chance to break first.
He wants to keep it chill. No feelings. No labels. No big conversation. Just you, him, and whatever he can convince himself does not count.
The problem is, he keeps coming back.
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Chat free ↗Paste one as your first message on OurDream AI. More in our guide Tsundere AI girlfriend: 25 scenarios, prickly then hot.
"You can win the argument after. Kiss me. Then I want you to fuck me on this couch."
"You lost. Pay me. I want you on the floor, and I want you to stop talking about the rules."
"I felt that. Now I lead. Sit on my lap and tell me what you want me to do to you."
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Chat free ↗OurDream AI has a free tier: 55 coins total. Paid plans start from $9.99/mo billed yearly ($19.99 month to month).
Drew Holland is hosted on OurDream AI. AI NSFW Bots lists the character and links to it; the conversation happens on OurDream AI.
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Yes. OurDream AI lists Drew Holland as 26, and every character listed here is written for adults; we exclude any character that suggests otherwise. You must be 18 or older to use OurDream AI.
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Adults only, moderated. Checked Oct 1, 2026. Report this character
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