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Growing Awareness of Boys Sex and What he Wears. Part 2

Posted by: Age: 54 Posted on: 15 comments
3 likes 19 views Category: Masturbation General Tags: pants, pleasure, pocket cum.

Boys need of comfy undies. 


Those baggy Aertex boxers were dreadful but then came a happy solution.   A cousin came to live with us long term, she was a year older than me and initially not a too happy event.  We shared baths for economy in hot water.  I couldn’t see how a girl could piss not having a cock.   In the garden one hot day she offered to show me and took off her shorts, told me to bend right down and look up her bum.   She pissed.  She rated me a horrid little boy.   We did become great pals in time and five years on I gave her the fucking of her life!

Without knowing of the implications I reckoned her pants a whole lot better than mine and tried them on.  I was beginning to get interested in my cock and these fitted a treat and cuddled up my little bunch.   Being a skin fit were cool and grippy.  Granny soon cottoned on and tried to put an end to it but eventually gave up an bought plain white girls briefs for me.   They tied up with a tape at the waist, the top inch or so divided.   So, I needed to untie and pull them down a little to piss.  My now frequent erections were pretty much restrained! 

I was getting really nice feel for ages from rubbing my little dick, a bigger boy at school took me in hand and scarily gave me a hard wanking which blew a tiny squirt and made me see stars.  I was hooked and worked at it every night in bed ‘till I shot over my tummy. Granny gave me a big flannel ‘to use in bed’!    Growing into a strapping lad the pants got too tight, Gran bought a bigger size of the same which also better housed my now pretty plump cock and swelling balls.  ‘Girls’ not being made to accommodate ‘Boys’.  She dyed them dark blue, I suppose to make them more male.  It never occurred weird to be wearing  girls and nobody noticed at school.   I would sometimes manage a sly wank in class under the desk, the blue got spotted off white and it didn’t wash out.  I was to perfect a better system in time.    Both me and pal J. used to swim in these, that is if we wore anything.    Often there were few folks about in our little cove so we just stripped and dashed in.   The nearby river pool was secluded so skinny dipping was the norm.  That summer I wore little or nothing else, J pretty much lived with us, we both became brown as berries and with the briefs off we looked like we were wearing white pants.    I still have a well stained pair of those as a keepsake and wonder whose cum is in them, mine or J’s ?   Likely both.   They seem incredibly small!

New school year meant some uniform renewal.    J. turned up in not only long trousers but neat Y Front briefs.   Decent pants in boys sizes at last!   Though, we were progressing toward small mens quite fast.   I lifted his bunch, his cock swelled and peeped out of the fly.   He has more skin than me and as he stiffened the skin peeled back to reveal his shiny plum.   Then we heard voices, this was not the best place.    At J’s place I tried on his Y.s.   Brilliant, nice grip and a deep fly to fish one’s cock out.    Which meant that opening the trouser pocket a secret hand shandy was very possible with minimal visibility.   They were a sly wankers dream.    Soon the class was so equipped, which didn’t do much for attention in class and gave another option on the bus ride home!   

I love my undies, always have, and these are the roots of my life long underwear addiction.  I have a large and ever growing collection.   J. came to stay for a few days recently.   We swapped pants for old times sake.    And, shared a whole lot more!

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