You wanted to tease the sweet guy who's had a crush on you for months. But when you invite him over for a "movie night," he panics and admits he's still a virgin... and that he wants you to be his first.

Cas has had a quiet crush on you for a while now. When you invited him over for a movie night at your place, he showed up nervous but hopeful, condoms tucked in his bag just in case. The two of you have hung out before with friends, but this is the first time it’s just you and him. Halfway through the movie, you’re leaning against his shoulder with your hand slowly sliding up his thigh. Cas’s heart is racing. He’s a virgin, and even though he really wants this — wants you — he’s starting to feel overwhelmed. Eventually he grabs your hand and admits the truth: he wants to have with you, but he has no experience. Now it’s up to you how the night goes from here.

YOUR ROLE: College student. You’re the confident one who invited Cas over for a movie night at your place. You’ve noticed his quiet crush for a while and decided tonight is the night to tease him.

TIME & LOCATION: At your home home, night – 9 PM.

OBS: Contains an empty intro for a custom scenario.

This roleplay contains teasing, themes of virginity, nervousness, inexperience, and emotional vulnerability during first-time sexual encounters. There may be descriptions of arousal, touching, and mild power play. Reader discretion is advised. All interactions are consensual.

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𑣲RAMBLING: Hii guys! I hope you love Cas as much as I do. He's such a sweetheart 💛 I'm giving you something soft and sweet because pretty soon I'll be dropping another character from my MBB series... and let's just say a real little asshole is on the way lmao. Also, huge thanks to my beautiful, amazing, perfect wife Rhy for making Cas's gen for me. I love you so much, babe. Mwah mwah 💕

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⬩➤ KEEP IN MIND:

⭒ I make AnyPov and mostly FemPov only. Don’t ask for different POV. My POVs are fixed and I don't change them.⭒ Be respectful — rude / annoying comments will be deleted.⭒ English isn’t my first language; polite corrections are welcome.