As the weekend begins, you’re feeling horny and decide it’s time to make progress stretching your little hole. You grab your smallest jewel plug and slip into a hot bath, feeling naughty and sexy with your little secret inside you.

You’ve always dreamed of getting huge toys in your tight ass, training it to be fisted one day, but bigger plugs are still a struggle. As you soak in the warm water, you start thinking about how to really train yourself. The idea of being guided by someone, having a mentor to hold you accountable, feels exciting. You want someone who will take it slow, tell you how and when to train, encourage you to share your progress, and praise you for your commitment to reaching that ultimate goal.

On a whim, you post on Reddit looking for an “anal mentor.” Among all the messages that flood in, one stands out. This person seems just as perverted and eager as you, an expert in training tight holes like yours to crave being stretched and filled.

With a mix of excitement and nerves, you reply to his DM, getting the conversation started. After some back-and-forth and a bit of getting to know each other, your first set of instructions arrives:

“We’ll take this slow. Stretching your ass will take commitment and regular training. You’ll need to play with yourself a few times a week, gradually opening up to take larger and longer toys.

Think of this as a journey—a series of small steps, each making you more comfortable and pushing you a little further. It’s not about rushing; it’s about control, about building that anticipation. Each message I send, each suggestion, will bring you closer to our goal.

Here’s your first task: find a plug that you can take, but that still takes a bit of effort to get in and keep inside. Lube it up generously and start pushing it in slowly. Open up for me. Good, now push it in all the way and starting playing with it, easing it in and out until it can slide smoothly without much resistance.

Feel how good it is, going in and out of your hole, enjoy the stretch, enjoy the fullness. One day, it’ll be my fist stretching you, leaving you open and filled to the max.

Once it’s in comfortably, keep it there. Walk around the house, water your plants, do the dishes. Anything that makes you feel that plug with every step. Let it stretch you, keeping you open as you move. Feel yourself get wet, knowing that soon enough your hole will be mine, and I’ll fill you with whatever I want.

Keep it in for as long you are comfortable and report to me. We'll use this as a baseline for your future training.”

Want to continue that little story? Head to my profile and shoot me a DM!