Sissy Dildo Training – How to Start and Enjoy It

One of the most intimate and arousing steps in the sissy journey is dildo training. Whether you’re preparing to serve, dreaming of being taken, or simply exploring your body, anal training opens a new level of submission, pleasure, and control loss.

This guide will walk you through how sissies begin training, what tools to use, and how to build both skill and confidence with your pretty little hole.

Why Sissies Train with Dildos

For many sissies, anal play is more than kink — it’s a ritual. Training the ass to take a dildo is a sign of obedience, devotion, and readiness to serve. It also helps sissies:

• Gain confidence in their submissive role
• Prepare for strap-ons or real partners
• Heighten sensitivity and prostate pleasure
• Feel fully transformed and feminized

What You’ll Need to Start

Start small. The goal is to train gradually, not rush. Your starter kit should include:

• A slim beginner-friendly dildo or butt plug
• Plenty of high-quality water-based lube
• Clean towel or soft surface
• Optional: sissy panties, collar, vibrator, or mirror

Choose a quiet space where you can relax and focus. Feeling safe and horny is key.

Step-by-Step Beginner Routine

1. Warm up: Play with your nipples, edge yourself, or watch a sissy hypno to get in the mood.
2. Lube up: Use lots of lube on both your dildo and your hole. Don’t rush penetration.
3. Slow insertion: Gently work the dildo in, breathing deeply. Stop if you feel pain — go slow and enjoy the stretch.
4. Rhythm: Once inserted, slowly stroke in and out. Focus on the sensations. Moan. Touch yourself — or deny it.
5. Practice time: Start with 5–10 minutes per session. Increase duration and size over time.