With it now being ‘Locktober,’ I wanted to share. This is my 4th year of participating.

Just over 5 years ago, I shared with a close friend and roommate at the time that I was still a Virgin through nerves about showing my penis. We had been drinking a lot, and I guess a mix of enjoying sph online, sexual frustration, and curiosity, and being more relaxed, I freely stripped naked for my friend, and she did the same. We spent the night playing together; she had fun measuring me, both soft and hard. She even shrank me down with ice cubes. She let me eat her out, explore her pussy and ass with some direction, and just had a great time.

Over the next few months, we would spend time together when our other roommates were out and do the same thing, along with discussing fantasies and kinks, and a few times reading and roleplaying some stories here.

On my birthday night, we found ourselves back at our house after all day drinking, and we started playing games based on a popular porn site, using normal games with stripping forfeits. Along with my three roommates were their partners, and it was lots of fun. The humiliation of being naked in front of them was equal to the excitement I found with it. The other two guys were hung. They had full-on swinging dicks, large ball sacks, and well-groomed pubes. We have a picture of me standing with them. I’m fully erect in the photo and am no bigger than their balls. They stand soft and swinging, and it’s comical.

*****

A few weeks passed, and the discussion about Chastity and more domme-style ideas was brought up. We purchased a few options of cages, strap-ons, and sleeves. We did a great shop of dildos and restraints, etc, and experimented.

A few hours in the cage, then a day, then a few days, a week, etc.

My friends then sat me down and went through plans with me, giving me a safe word to use. I haven’t used it for 4 years, as I’ve been having fun with it.

*****

Four years ago, I returned from a long day at work, not considering what day it was. Back then, I worked the night shift, and it was 8 am on September 30th.

I took in the day’s news stories, had some food and drink, and eventually joined the three girls as we chatted. They’re heading off on a reunion, so we’re in planning mode.

*****

As I got up to shower and change before getting some sleep, they stopped me and said they would need to get me ready before leaving me alone for the weekend. They proceeded to strip me naked in the living room and, taking hold of my hands, they led me into the back garden and handcuffed me to an overhead tree branch. They then applied hair removal cream to my entire body, leaving only my neck and upper body untouched.

They then left me outside for about half an hour, and then removed it all with wet cloths. After some moisturiser, my shrivelled-up penis was locked into chastity, and I was uncuffed. They all kissed me on the cheek and said Welcome to Locktober!

*****

For the rest of the month, I remained in chastity. It was torture. By week 3, I was regularly dribbling cum over the smallest of excitements. That month, I would spend each weekend nude and wait for my roommates and their partners, clean-up service galore.

On release, 2 minutes after midnight on Halloween, my friends let me take the cage off. After a few moments getting feeling back in my tiny penis, they give me the offer of a blow job or I can jerk off to the three of them topless. I took the topless option, but I’d cummed before they had even removed their bras.

As the new year arrived, we made some house changes and agreed on a few things. Keeping the safe word options in mind, we would spend at least one weekend a month trying things out together. If the girls were in underwear or bikinis, I would be naked; if they were naked, I would either be blindfold or in chastity. And for the privilege of enjoying plenty of sexual pleasure and experiences, I would set up a direct debit to each of them – on my bank statements as SPT, the girls and I knowing it as Small Penis Tax.

They have all since moved out with their partners and are finally on the property ladder, but we meet up monthly to role-play and catch up. I now, though, go into chastity for Locktober, No Nut November, and denial December.

So I’m currently in chastity, my small penis tax has been paid to the girls this month, and I’ve been dating someone who knows everything and joins in. We’ve been together over a year now. She has put in writing that I will finally get to lose my virginity in the new year!

The End.

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