1st time caught

The first I was a teen freshman I think sister was a couple years younger so I had a few hr's alone after school to jerk off we lived some what in the country and I would get naked and walk around the yard when it was warm enough or the house if the weather didn't cooperate. This day I had stripped down was in the living room with a Montgomery ward catalog jerking off to the lingerie section when out of no where sister appeared ,, caught me hard cock in hand I ran to my room which meant I had to run right past her she was yelling she was going to tell I thought i was dead once my parent found out . then she knocked on my door she she would keep it a secret if I did what ever she said from then on . what choice did I have I agreed. 1st thing she wanted was to watch me finish so I did .thinking back it was pretty hot . She never did tell the folks but she did make me do it for her and a few of here friends when they would sleep over that was cool some punishment .!!
Published by captJack33
8 years ago
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111
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hotwiferoberta
hotwiferoberta 8 months ago
thank you for sharing your hot story. My sissy husband got his start with Montgomery ward catalogs and National Geographic. The first time he was caught he was 13 and wearing his mothers' petticoats. His mom was so mad and asked who he would rather get the belt from. Her or his father. She picked her thinking he would get a lighter beating from her. After 20 strikes from the belt she proceeded with 20 more strikes on each butt cheek with her hairbrush. He said he was howling and crying so much but his small 3 inch dick also got hard. He ran into his room afterwards and cried for a half hour. His mother came in after an hour and told him to apologize. He was still naked and lying on his front side because his bottom hurt so much. His mom sat down and tried to comfort him by rubbing his reddened bottom. This of course made him hard again and his mom told him to turn over. She said from now on his name would be little Dicky and she would not tell his father. Also, part of the punishment would be making him jerk off while she watched. I'm sure this was the start of his road down submission to Women. He shared many more stories about his punishments up until the age of 19 when he moved away to college. 
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alexanderwilder 18 days ago
Thanks for posting this. 
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captJack33
captJack33 Publisher 1 month ago
to Wyattrgs : Thats hot 
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Wyattrgs 1 month ago
I got caught masturbating by mt freinds mum when i was young.  I'd gone to their toilet and saw the laundry basket and I got inquisative.  I retrieved my mates mums pants and pantyhose out of the basket and was mastubating with them.  I'd only left the door half on the lock ans she came in and saw me.  She looked shocked, then aksed me to carry on.  She watched me wank then took my young cock and wanked me off in her used panties.
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jennyforall
jennyforall 1 month ago
They joys of sex when you are young.
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foxy11111 1 month ago
Wow thanks for sharing xx
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gcfchh 3 months ago
love to be punished like that
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captJack33
captJack33 Publisher 4 months ago
to Talltreetop : Thats hot always loved to booths back in the day would love to hear more of you adventures
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Talltreetop 4 months ago
first time I got caught jacking off was in a porn theater mini booth.  I was enjoying jacking off, my dick was hard and I did not realize the door was open.  I was just starting to cum when I looked up and saw a guy was standing there watching with his dick out and it was rock hard.  It was so exciting to be watched.  I have tried to be in a place to be seen ever since
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UdontOwnME69
UdontOwnME69 4 months ago
NOPE!!! He stopped & came into bedroom begging ME not to leave his waste of space ass!!!
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Bearhung7
Bearhung7 5 months ago
Bet your sister enjoyed your bug load, and she smiled! 
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captJack33
captJack33 Publisher 5 months ago
to Bearhung7 : Still stroke to the memories glad you liked it and yes shot a nice load for her
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Bearhung7
Bearhung7 5 months ago
Bet you had good big💦💦💦💦💦💦
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Bearhung7
Bearhung7 5 months ago
Rather sister saw you than parents. LOL
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captJack33
captJack33 Publisher 5 months ago
to xx1236 : glad you enjoyed it I did lol
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xx1236
xx1236 5 months ago
What a great sister...
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captJack33
captJack33 Publisher 5 months ago
a little please add me if you would like to hear about it
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Mistress_Traci
Mistress_Traci 7 months ago
Omg this is so exciting and the comments from other users are so refreshing, I had two people in my life close to me who would masturbate in front of me on a regular basis so glad I'm not alone in this happening.
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rorisuki2
rorisuki2 8 months ago
Yes, absolutely, Sears and JC Penney were favorites, made me the pantylover that I am today. 
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captJack33
captJack33 Publisher 8 months ago
to Treehouse2024 : Ohh ya that and JC Penny lol 
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Treehouse2024 8 months ago
That sears catalogue got a lot of my cum on the lingerie pages..
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Treehouse2024 8 months ago
Awesome. My mom caught me I was about 10..playing with my cock..we had a great relationship after that. She always supported me..and I supported her in her desires she kept secret from other friends and family members.
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captJack33
captJack33 Publisher 8 months ago
to luvthematures : Yes its awesome please add me your page is great 
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luvthematures 8 months ago
love outdoor jacking....been doing it since I was 13
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cumpantycuck
cumpantycuck 10 months ago
to TourneTonFilm : I have been enjoying gorgeous older sister Kimberly's panties 24 years now. She has walked in on me caught me many times Playing in her panties. 
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andyt29
Was the JC Penny catalog for me, never got caught with it.  But did get caught other times
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worshipAandP
worshipAandP 1 year ago
to captJack33 : same here...love to explode while being watched
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captJack33
captJack33 Publisher 1 year ago
to worshipAandP : Agreed done it many times always makes it hotter 
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worshipAandP
worshipAandP 1 year ago
jacking of while someone else is watching makes it so much more exciting
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captJack33
captJack33 Publisher 1 year ago
to TourneTonFilm : Glad you enjoyed my stories it was fun growing up for sure
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