James Lee "Tiny" Bailey

James Lee "Tiny" Bailey obituary

James Lee "Tiny" Bailey

Upcoming Events

Nov

24

Visitation

5:00 p.m. - 7:00 p.m.

Criswell Funeral Home

815 E. Arlington, Ada, OK 74820

Send Flowers

Nov

25

Funeral service

10:00 a.m.

Criswell Funeral Home Chapel

815 E. Arlington, Ada, OK 74820

Send Flowers

Nov

25

Burial

Allen Cemetery

Allen, OK

Send Flowers

Services provided by

Criswell Funeral Home - Ada

Only 2 days left for delivery to next service.

James Bailey Obituary

Obituary published on Legacy.com by Criswell Funeral Home - Ada on Nov. 21, 2025.

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Services for James Lee Bailey, 72, of Allen will be at 10:00 a.m. Tuesday, November 25, 2025, at the Criswell Funeral Home Chapel; Rev. Troy Byrd will officiate. Burial will follow at Allen Cemetery. The family will receive friends from 5:00-7:00 p.m. on Monday, at Criswell Funeral Home in Ada.

James left us peacefully on Thursday, November 20, 2025, surrounded by his loving family. James (Tiny) was born on April 18, 1953, in Tulsa, Oklahoma to Jarel and Wanda Sanders.

Tiny married the love of his life, Vannie (Skeeter) Bailey on May 22, 1973. Together they celebrated 52 years of marriage. To this union was born, Michelle, Michael, and Jeb.

Tiny worked hard all his life to provide, support, and love his family. In 2007, he retired from the Department of Corrections.

Although he loved Skeeter and the kids, his greatest joys came from earning his favorite title "Papa". You can guarantee there was trouble to be had when they were together.

Tiny attended River of Life Worship Center. He took on many roles over the years, but he got the most enjoyment from driving the bus for all the ladies.

He was preceded in death by his parents, Jarel and Wanda Mae Sanders; his brother, Albert Leon Bailey; and father-in-law, Gene McCarter.

He is survived by his wife, Skeeter; children, Michelle and husband, Scott Kagebein (Chouteau, OK), Michael Bailey and fiancé, Jennifer (Kingston, OK), and Jeb and wife, Briana Bailey (Lula, OK); grandchildren, James (Stephanie) Gregory, Christopher (Abby) Gregory, Matthew (Madi) Gregory; Kailey Gregory, Addison Bailey, Alexa Bailey, Lilly Bailey, Karter Bailey, and Kambree Bailey; and five great grandkids, Braxton, Braylee, Miley, Marley, and Kourt. He is also survived by his mother-in-law, LaFaye McCarter; sister, Nanette Sanders; brothers-in-law, Alvin McCarter, and Ricky McCarter (Momi); sisters-in-laws, Pam Bailey and Robin McCarter; uncle, Carl (Betty) Holman; and a host of nieces and nephews.

Bearers will be Chuck Wofford, Brad Wofford, James Gregory, Chris Gregory, Matthew Gregory, Jeff Wortman, and Karter Bailey. Honorary bearers will be Chad Goodson, Justin Clifford, Easton Ramsey, Mark Benedict, Tommy Cravatt, Jack Guffey, Jared Truett, Brenton Lewis, Clint Walker, Bryan Windle, and Ross Lortie.

To plant Memorial Trees in memory of James Lee Bailey, please click here to visit our sympathy store.

To plant trees in memory, please visit the Sympathy Store.

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Upcoming Events

Nov

24

Visitation

5:00 p.m. - 7:00 p.m.

Criswell Funeral Home

815 E. Arlington, Ada, OK 74820

Send Flowers

Nov

25

Funeral service

10:00 a.m.

Criswell Funeral Home Chapel

815 E. Arlington, Ada, OK 74820

Send Flowers

Nov

25

Burial

Allen Cemetery

Allen, OK

Send Flowers

Services provided by

Criswell Funeral Home - Ada

Only 2 days left for delivery to next service.