Rain DeGrey demonstrates light anal play during this five-minute video. She begins by discussing reluctance to anal play and then highlights some helpful safer sex practices. Rain also shows some basic rimming and fingering techniques. Stay tuned for more on anal play in her upcoming clips.

Anal Collection

1. Anal Play Safety
2. How to Have Comfortable & Safe Anal Stimulation
3. Is Anal Intercourse Normal and Safe?
4. Anal Sex: Cleaning Techniques
5. Anal Sex: Fears
6. Anal Play Essentials
7. Preparing Your Ass for Anal Play, Part 3
8. Introduction to Anal Sex
9. Prostate Play: Warming Up – Part 3
10. Prostate Play: Heavier Stimulation
11. Prostate Play & Milking: Aftercare & What It’s Like
12. Warming Up for Anal Play, part 2
13. Fisting Preparation & Considerations
14. Preparing Your Ass for Anal Play, Part 2
15. Anal Sex: Positions, Part 1
16. Anal Sex: Positions, Part 2
17. Preparing Your Ass for Anal Play • Part 1
18. Anal Sex: Positions, Part 3
19. Anal Sex: Warm Up
20. Rimming
21. For the Love of Rimming
22. Using a Strap-On for Anal Play
23. The First-Timer’s Butt Plug
24. Internal Anal Massage
25. External Anal Massage
26. Playing with Butt Plugs
27. Anal Fingering
28. Enema Play
29. Anal Play with Toys
30. Ass Licking
31. Basic Anal Play
32. Strap-On for Anal Play
33. Warming Up for Anal Play, part 1
34. Riding a Strap-On
35. Anal Play: Inserting Butt Plugs
36. Anal Play: Removing Butt Plugs & Inserting Strap-Ons
37. Standing Up for Strap-On Play
38. Prostate Play: Negotiation
39. Prostate Play: Warming Up – Part 1
40. Light Anal Play: Rimming & Fingering
41. Prostate Play: Warming Up – Part 2

Exploring Anal

1. Choosing the Right Strap-On Harness
2. Strap-On Harnesses: Leather vs. Cloth
3. Choosing the Right Dildo
4. Care and Handling of Dildos
5. Using a Strap-On for Anal Play
6. Preparing Your Ass for Anal Play • Part 1
7. Preparing Your Ass for Anal Play, Part 2
8. Light Anal Play: Rimming & Fingering