18+ only

Scenes/My First Sex Teacher/Rhylee Richards & Bill Bailey – My First Sex Teacher (2009)

Rhylee Richards & Bill Bailey – My First Sex Teacher (2009)

Rhylee Richards and Bill Bailey star in this 2009 My First Sex Teacher scene from Naughty America.

Rhylee Richards & Bill Bailey – My First Sex Teacher (2009), picture 1 of 4

Cast

Bill BaileyRhylee Richards

About this scene

Previous My First Sex Teacher release: Lexi Lamour & Joey Brass – My First Sex Teacher (2009). Next: Sarah Bricks & Pike Nelson – My First Sex Teacher (2009).

More like this

This scene's DNA: 12 traits from the studio's tags. Brighter means rarer. The scenes below share the most of its rarer traits.
Diana Doll & Johnny Castle – My First Sex Teacher (2011)My First Sex Teacher · 28 Sep 20111 place to watch

100% match · Glasses · Professor · My First Sex Teacher

Holly Sampson & Danny Mountain – My First Sex Teacher (2013)My First Sex Teacher · 28 Aug 20131 place to watch

96% match · Glasses · Professor · My First Sex Teacher

Nikki Sexx & Danny Wylde – My First Sex Teacher (2011)My First Sex Teacher · 30 Dec 20111 place to watch

96% match · Glasses · Professor · My First Sex Teacher

Vanilla DeVille & Danny Wylde – My First Sex Teacher (2009)My First Sex Teacher · 21 Sep 20091 place to watch

95% match · Glasses · Professor · My First Sex Teacher

▶ Trailer28 min sceneKayla Synz & Alex Gonz – My First Sex Teacher (2019)My First Sex Teacher · 30 Apr 20191 place to watch

93% match · Glasses · Professor · My First Sex Teacher

Anita Blue & Johnny Castle – My First Sex Teacher (2011)My First Sex Teacher · 30 Nov 20111 place to watch

93% match · Glasses · Professor · My First Sex Teacher

Shay Morgan & Dane Cross – My First Sex Teacher (2010)My First Sex Teacher · 1 Sep 20101 place to watch

93% match · Glasses · Professor · My First Sex Teacher

Julia Ann & Rocco Reed – My First Sex Teacher (2009)My First Sex Teacher · 28 Dec 20091 place to watch

93% match · Glasses · Professor · My First Sex Teacher

More from this cast

New4 picsIsis Taylor & Bill Bailey – Housewife 1 on 1 (2026) · photosBill Bailey, Isis TaylorHousewife 1 on 14 picsAlia Janine & Bill Bailey – My Friend's Hot Mom (2026) · photosAlia Janine, Bill BaileyMy Friend's Hot Mom4 picsKendra Lust, Lisa Ann & Bill Bailey – 2 Chicks Same Time (2026) · photosBill Bailey, Kendra Lust, Lisa Ann2 Chicks Same Time4 picsLuna C. Kitsuen & Bill Bailey – My Sister's Hot Friend (2026) · photosBill Bailey, Luna C. KitsuenMy Sister's Hot Friend4 picsKendra Lust & Bill Bailey – Housewife 1 on 1 (2026) · photosBill Bailey, Kendra LustHousewife 1 on 14 picsPuma Swede & Bill Bailey – My Friend's Hot Mom (2026) · photosBill Bailey, Puma SwedeMy Friend's Hot Mom4 picsAriella Ferrera & Bill Bailey – My Friend's Hot Mom (2025) · photosAriella Ferrera, Bill BaileyMy Friend's Hot Mom4 picsJayden Jaymes & Bill Bailey – My Dad's Hot Girlfriend (2025) · photosBill Bailey, Jayden JaymesMy Dad's Hot Girlfriend

Follow @PornSleuth on X for new scenes daily