Tommy Sox on Gromet's Plaza Archive

Roommate’s Helping Hand 6: Paying the debt

Sat, 03 Aug 2013 00:00:00 +0000

continued from part 5

Part 6: Paying the debt

I was in for a big one. Halfway through our third year in college I lost a bet to my roommate. It was a pretty big bet. And I had been absolutely certain I would win. In fact, I had been so sure that I had agreed to his victory demand without even blinking. And then I lost.

My roommate was very magnanimous. And smug. He told me not to worry about anything. He would choose the clothing, taking my preferences into account, of course. He would come up with the bondage position, taking both of our preferences into account. And then I would have to perform my duty, to provide what he desired most.

Roommate’s Helping Hand 5: Playing the odds

Sat, 18 Feb 2012 00:00:00 +0000

continued from part 4

Part 5: Playing the odds

I was in for a big one. At the end of our third year in college my three roommates and I decided to go to Vegas for a weekend. In the run-up to the weekend some dealing had taken place. My roommate and I had made a bet about something unimportant. He had been so sure that he would win that he told me I could name whatever I wanted because he wouldn’t have to do it anyway. Except that he lost. I decided that I wanted to spend a full night in strict bondage at the next possible opportunity.

Roommate’s Helping Hand 4: Hardware Store

Mon, 16 Jan 2012 00:00:00 +0000

continued from part 3

Part 4: Hardware Store

One ordinary Wednesday afternoon my roommate said he had forgotten to tell me but the guys of his choir would be coming over to our apartment for a one hour practice session. Their usual place was unavailable that week. He had told them that all of his roommates would not be home so they would not be disturbed. Our two other roommates were in fact gone for the rest of the week but I had school the next day and hadn’t planned on going anywhere. He assured me I didn’t have to go anywhere else but he did want to make sure I remained securely in my room.

Roommate’s Helping Hand 3

Mon, 19 Dec 2011 00:00:00 +0000

continued from part 2

Part 3

Hi there, I’m Tommy and this is another story about one of the evenings I spent with my roommate. A little while after returning from the Christmas Holidays he and I discussed what we referred to as the Night before Christmas and I admitted I had been very impressed (and turned on) with the way he had used a sock as a sort of monoglove on my tied up arms. He then explained he had several more ideas he would be more than willing to show me. In exchange for another “liquid donation” off course.

Roommate’s Helping Hand 2

Fri, 02 Apr 2010 00:00:00 +0000

continued from part one

Part 2

Hi there, it’s Tommy again. After discovering me in self bondage my roommate had offered to help me if I wanted him to. Some time went by before the subject came up again. He asked me once and I said I was still thinking about it. In addition at least one of our other roommates was in the house as well most of the time making the whole thing impossible. Then both of them left on Friday afternoon for the winter holidays giving my roommate and me a “free” night before I was going to leave on Saturday.

Roommate’s Helping Hand

Sat, 09 Jan 2010 00:00:00 +0000

I’m Tommy. This is a story of how I once was discovered playing with myself. It was during my third year of college. I was living in an off-campus four-bedroom apartment with three other guys. The parties were great and the privacy of our own rooms was ruthlessly enforced. Quality alone time was a big part of my entertainment and stress relief.

One Sunday morning I awoke with the urge. I had abstained of masturbating and bondage for eleven days. Two of my roommates were gone to see their family and the third had just left for his choir practice. I had some breakfast, took a quick shower and was ready to go. Still naked from my shower I walked back to my room and pulled all the stuff I wanted to use out off their hiding places.