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07:48
Fun, Single and Ready to Mingle | Virgin Diaries
3M views • 6 years ago tlc uk
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09:54
41-Year Old Is A Virgin "By Accident" | Virgin Diaries
194K views • 2 years ago tlc uk
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14:38
Cringe Alert: The 34 Year Old Virgin
2.5M views • 3 years ago loveliveserve
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31:58
Skippy The 40 Year Old Virgin Returns (He Brings the Cringe Back)
260K views • 11 months ago sixteenleo
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19:25
Skippy The 40 Year Old Virgin Gives Terrible Dating Advice
574K views • 1 year ago CinnamonToastKen
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23:05
Skippy The Super Virgin Makes Women Uncomfortable (And Us Cringe)
2M views • 2 years ago CinnamonToastKen
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08:43
Am I an INCEL? No. Here’s why:
34K views • 3 years ago IamSkippy
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08:10
34-Year-Old Virgin Collects Belly Button Lint | Virgin Diaries
8.4K views • 6 months ago TLC Australia
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15:50
45 Year Old Virgin Skippy Begging Women And Making Them Cry
158K views • 1 year ago Layze
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00:57
Skippy's Workout Machine | Virgin Diaries
130K views • 11 years ago TLC
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06:40
Skippy Gets MAD After I Call Out His E-BEGGING!
325K views • 3 years ago JAMARI
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18:20
THE 34 YEAR OLD V CARD HOLDER
463K views • 1 year ago Loljayson
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12:07
Skippy The Super Virgin Takes Hostage On A Date
643K views • 2 years ago CinnamonToastKen
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27:24
Skippy the 40 Year Old Virgin Isn't As Innocent As We Thought... (HE Tried To Take it Down)
869K views • 2 years ago sixteenleo
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20:01
Thrift Store Groupie Part 2
103K views • 4 years ago IamSkippy
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04:58
A kiss for a Klondike Bar?
158K views • 6 years ago IamSkippy
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21:42
40 Year Old Virgin Almost Pulls a Girlfriend
3.7K views • 1 year ago SaturatedContent
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36:44
Date Recap The Date of Mormons
81K views • 4 years ago IamSkippy
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01:42
Skippy and Wingmom | Virgin Diaries
245K views • 11 years ago TLC
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17:59
INTHECLUTCH REACTS TO Fun, Single and Ready to Mingle | Virgin Diaries (TRY NOT TO GRIN)
84K views • 1 year ago InTheClutch Ent
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