Olive Glass (Your Mom is a Flirt pt. 1)

The alarm clock rings, and Tyler (Cruise) gets out of bed in the morning. He knocks on the bathroom door, and stepmom (Olive Glass) yells through the door: "Just a minute! Uh, I forgot my towel. Are you still there?". "Yeah", Tyler replies. "Can I use yours?", she asks. "Um, sure", he says. Covering her breasts with her hands, stepmom opens the door and asks: "Are you going to give it to me? Come on Tyler, I don't have all day". "Thank you", she says, as Tyler hands her a grey bath towel and stepmom covers herself, laughing. She mocks him, saying "Troublemaker" as she walks past him in the hallway clad in the towel. "Hey, this isn't show and tell!", she declares as she sees him staring at her. "Sorry, mom", he reacts meekly. "It's okay to be curious", she states, arms folded across her chest. "No, I know it's rude to watch", he replies. "Exactly", she states. "I really wasn't looking, I swear", he claims. "I wasn't born yesterday", she states. "You're my stepmom", Tyler says. "Yeah, so you can't look?", she asks. "Well, it just makes it weird", he claims. "Maybe a little bit, but I understand", she allows. "You do?", he asks. "Yeah, I mean you're here by yourself all day. You need to get out -find a girlfriend", she suggests. "I don't know how", he whines. "You'll figure it out, hon", she says. "I don't know if I will", he says, adding: "Um, I need to use the bathroom". Tyler closes the bathroom door behind him, and paces back and forth holding the big boner visible through his tight boxers briefs, cursing: "Fuck!". "Are you okay?", stepmom asks from beyond the door. "Um, that's nothing", he replies. "You don't have to be embarrassed -it's natural" she says, adding: "In fact, you have a lot to be proud of", and walks away down the corridor. Later, stepmom calls out: "Tyler, come here for a second". He walks over to her bedroom and sees her seated fully dressed on a couch. "What's up?", he asks. "Come", she beckons, patting the couch next to her. "Can I get dressed first?", he asks, still clad only in his boxers. "There's no need to be shy, we're family", she declares. "Well, it's just a little bit weird, because you have clothes on", he points out. "Fine. If it'll make you more comfortable, go get dressed. It doesn't bother me though", she says. "Okay. I'll be right back", Tyler replies. Tyler puts on his pants and tee shirt in the hallway and returns. Stepmom is sitting on her bed now. "You know you can tell me anything, right? I'm being serious", she says. "Well I know, it's just awkward", he claims. "Why, it doesn't have to be", she says. "It's just I'm not really comfortable around girls", he admits. "Well, I'm not quite a girl, am I?", she asserts. "You're a woman?", he asks. "That's right, and your mother", she responds. "I'm not used to that either", he says. "I know, it's been hard for you honey", she sympathizes. "It's not that bad", he says. "You don't have to diminish your pain and loneliness. I've seen the way you look at me. Have you been with many girls?", she asks. "I don't know how", he replies. "You're just not used to it. I wish that you could see yourself through my eyes. Come here", she motions to him. Tyler sits down next to her on the bed. She takes his hand and places it on her chest, asking: "Do you feel my heartbeat?". Tyler nods Yes. "It's so fast. That's the effect you have", she declares. "Why are you telling me this?", he wonders. "I don't know. Maybe I see myself in you. I was so lonely. My dad left, and I didn't know how to relate to the opposite sex. It was scary", she recalls. "It is", he agrees. "Do you like me?", she asks. "Yeah, I do", he responds. "I like you too", she says with a smile. Moving close to him, she says: "I want you to undress me". "What?", he exclaims, incredulous. "Just trust me", stepmom whispers, and Tyler begins unbuttoning her dress. "Are you sure?", he asks. "Uh, hum", she murmurs. "Very good", she whispers as he reveals her bra. "Am I doing okay?", he asks. "You're such a good boy, Tyler. Any girl would be lucky to have you", she says. He fondles her breasts. "That feels good", she says, breathing heavily. "Do you like this? It's not too weird?", she asks. "No, it feels good", he responds. "Good", she whispers. "Yeah, play with my nipples like that, too", she encourages, as he tweaks them through her bra. "Yeah, just like that. You're such a good boy", she says, smiling. Watch the taboo scene unfold, and prepare for Part 2 starring Penny Barber.