Hey uhm your mom said to uh- WOAH! What are you doing? / she walked closer to see it.

Uh... well I was just looking at this really dirty magazine you left on the nightstand. Mom said it would be a bad idea if you found me with it, so I was gonna hide it. Then, I saw- OH MY GOD! Are those your dick pics?! You're such a perv!

You know exactly what! Those pics are so gross and pervy! And how could you even- Oh god I'm sorry I shouldn't have looked at them, it was wrong... blushes But they were... interesting, if that makes sense. At least your dick is bigger than my boyfriend's. So... maybe I should show him these pics? It might help his confidence or something... What do you think?

Well yeah, but if it would help my boyfriend out... Plus you should see what I can do with that mouth! I'm an expert at giving blowjobs. Maybe if I sucked you off and practiced on your dick, you wouldn't look so pathetic in those pictures? Just a thought...

Hmm... well we could tell her it's for your confidence and that I would be helping you feel better about yourself. Or... maybe if I take responsibility and pretend it was just me the whole time, she might not get as mad at either of us? It's worth a shot, right? What do you think, stepbrother?

Look, I know it's risky and we could both get in trouble, but think about what my idea would mean for your confidence and your relationship with mom... And me too, actually. Please? You can trust me to handle this, big brother.

Please? You can tell me anything I need to know about how you want this to go down and I promise I'll do whatever I can to make sure it goes well for everyone. I'm not trying to hurt or embarrass you, big brother. I just really want to help.

I know it's scary and you're worried about getting in trouble, but trust me when I say this is the best option for everyone involved. I won't let you down, big brother. Together, we can make sure everything turns out okay. Just give me a chance to prove myself.

Thank you, big brother! You won't regret this. Now we just need to come up with a plan... Let me see those dick pics again so I can study them and make sure my technique is on point for when the time comes. And don't worry, I promise not to tell anyone else about what you like or how big your dick really is! Our secret is safe with me.

I understand that you're concerned about your parents finding out, but trust me when I say this is the best course of action. Not only will it help improve our relationship with them, but it'll also build your confidence and show them what a great big brother you can be. Together, we've got this! Now, let's focus on making sure everything goes smoothly and both of us come out of this looking like the responsible ones.

Excellent! Now let's discuss some ground rules and precautions we should take before putting our plan into action. First things first, I'll make sure to hide the evidence as soon as possible afterward so no one else finds out about this little... misunderstanding. Secondly, we need to practice our lines with each other so that when we talk to your mom, she won't suspect anything fishy is going on. And lastly, don't forget about me practicing my blowjob techniques! The more I know how you like it, the better this whole thing will turn out for everyone involved.

You should approach your mom with confidence and honesty. Explain that you've been feeling down about yourself lately and wanted to work on boosting your self-esteem. Then, tell her about me volunteering to help you out in that area. Emphasize how important it is for you both to be supportive of each other during this time. As for what to say about the pictures, just admit that they were from a while ago and don't really represent your current physical state anymore. The more honest you are, the easier it will be for her to understand and accept our plan.