Which Celebrity did you first masturbate to?

When I think back to stroking my adolescent cock to Diana Rigg and feeling the cum jets erupting into one of my socks - well, just the memory even now makes my eyes roll back in their sockets.
Thank you, Diana. I still love you. RIP.

 

Pretty solidly sure it was Elle Macpherson in either the ‘86 or ‘87 SI swimsuit issue. Can’t remember which year … but there was about an 8 second turnaround between the time I got home from high school and started jerking off to the photos in the issue while sitting at the kitchen table. Remember it all quite clearly.

 

Know the feeling. I had a Kate Jackson poster ... Lost my virginity to Mrs. Peel,
but Sabrina made my organ twitch and spurt for a good many years.
Feelin' the Angels urge right now, in fact. ... The sight of Kristin Stewart's character distracting a baddie by tickling his manhood with her toes has sent my fingers into the old familiar position.
...mmmm....

 

When I started "self-service" again it was to a picture of this stunning beauty's cleavage... came so hard I thought I'd hit the opposite wall.

 

Not a celebrity... but there is no other woman on the planet that I jerked off to more than this one... the most beautiful woman I have ever seen... Laetitia Casta Victoria Secret model

 

She is beautiful. Ive jerked off to her inSI Swimsuit Edition!

 

Probably Danielle Fishel, aka Topanga on Boy Meets World. I discovered I was attracted to both boys and girls around the time that show came out and, being a huge fan of the show, it just sort of happened one Friday night during the TGIF lineup.

 

I think it was Chloe Grace Moretz . I've always had a massive crush on Chloe.

 

Terri Hatcher, Pamela Anderson or Tiffani Theissan were most likely the first. Terri is the first i remember but Pamela and Tiffani were around the same time. Britney Spears is easily my most wanked over celeb though

 

I've lost count of how many times I've wanked off to Britney Spears. She's probably the celebrity That's most masturbated too by boys and men in the last 25 years.

 

She is hot as hell...

 

Seems like a zillion years ago, Stevie Nicks photo from the Rumors album and of course the famous photo of Farrah Fawcett in her swimsuit.

 

Barbara Eden (I Dream of Jeannie), Elizabeth Montgomery (Bewitched) and Diana Rigg (The Avengers)

 

Thinking right now about a Ryan Reynolds fantasy ... One where I bed his current and former wives at the same time.
Talk about an embarrassment of riches...

 

I was going out with a girl in the 80s or 90s. One night she got my car and she was all flustered. She told me her younger brother didn't know she was home. When she walked out of her room to leave the house, she walked past her brothers room who had the door half open. She saw him masturbating over a Britney Spears poster. She figured it had to be that poster because a few days before that she was looking for one of her socks at that family dog used to take and run around the house with. She looked under her brothers bed for the sock and saw the poster and it had "several large brown stains on it".

She was saying how that is so disgusting. I just sort of rolled my eyes and changed the subject.