My best friend, Bobby and I decided to play a game of Dare, (we skip Truth, we already know everything there is to know about each other.)  We have played in groups many times, but we were both bored and decided to play just the two of us. 

Both of us are straight, so to make the game interesting we agreed to do any dare, no matter how “gay” it was.  The rules we set up were that we would play ten rounds and each of us would get a certain number of passes - if we didn’t want to do a dare, and if we used all of our passes the other player would pick a punishment.  We agreed that the loser would perform the punishment what ever it may be. 

To add further interest neither one of us knew how many passes we got.  Bobby rolled a dice for my number and wrote it on a card, I did the same for him, we knew each other’s number, but not our own.  This made us both paranoid, for we knew the punishment could be far worse than any dare, and we were afraid to pass on a dare.  Although I did not know how many passes I had, I knew I was doomed, because I rolled a five for Bobby.

We started by using the randomizer to pick our dares, but since many of them did not fit our circumstance, we had to modify them a bit.

Bobby went first, I dared him to drink pee – then I thought, I want him to use up his passes.  It would be too easy for him to take a drink or two of his own pee, and I myself had to pee, so I filled up a glass and dared him to drink my piss – the whole 16 ounce glass.  He took a deep sigh, and then tried to guzzle down the glass, he stopped mid way through, shivered a bit, then slowly finished off the glass one drink at a time.

Then Bobby dared me to post a close up pic of my privates… that was too easy, I was surprised he went so light on me.  His next dare was something from the randomizer… a dice game that striped him naked for five min. which was no big deal for him at all.

Then he dared me to do the same dice game, but I must do it in the front room with all the light on, in front of a huge picture window.  I was a bit worried, there was a busy road and sidewalk just 10 feet outside that window.   My rolls of the dice left me wearing only my boxers, and I had to stay that way the rest of the night.  That’s not too bad, I thought, until Bobby reminded me that the dare made it where I had to do all my other dares in front of that window for the rest of the night… I got nervous again.

For his next dare, the randomizer picked “Toothbrush – ass to teeth”  He was to but the bristle end of a toothbrush up his butt, then brush his teeth with it.  He had no problem with this one, and before I could stop him, he grabbed my toothbrush and shoved it up his ass and then he brushed with it.

Then he dared me to brush with it next, and he loaded up the bristles with a huge amount of spit, so I took it and used his spit to brush my teeth.

By this time we kinda stopped using the site and stared coming up with our own dares.  I dared Bobby to go on chat roulette naked, and that 3 people must see him… he had fun with that one.  That was the problem with Bobby, he really enjoys each dare.

By now it was almost 5am, and the traffic outside the window was picking up, and people were already walking down the sidewalk, looking in at a well lighted view of me in only my boxers.  It was my turn to be dared, and by the look on Bobby’s face, it was a bad one.  He said since I made him drink my pee, he was going to take a dump and make me eat it.  That was my limit – something I would not do, so I finally used a pass… which made Bobby very happy.

I tried to think of a dare that he would not enjoy, something that he would want to pass on.  The only thing I could think of was to kick him in the balls ten times… he accepted the dare.  He stood in the middle of the front room with his hands on his head, he was fully clothed at this time, and I in my undies, started kicking , I went light for the first few kicks, he grunted and took a step backward, but then I realized, I want him to give in and use a pass, so I gave it all I had and the last few kicks sent him to his knees in tears.  But he took them all.

“now its your turn.”  He said, and he dared me to be punched in “the naked balls” 20 times.  Yep I had to get naked and let him punch me in the balls, in front of that big window, but I accepted the dare and dropped my boxers, stood in the middle of that well lit room, and braced myself.  The first punch sent me to my knees and I cried out loud.  He gave me a minute and then made me stand back up.  The next several punches we a bit lighter but still excruciating.  The combination of the pain, the realization that my best friend was touching my balls, and the fact that there were people walking by the window, looking in at that moment, gave me a rock hard boner.  18, I counted as tears ran down my face, 19, then like a grand finally, Bobby unleashed a ball cracking punch that once again made me cry out in pain as I curled on the floor.  I grabbed my boxers and quickly slid them back on.

I again tried to think of something he would pass on, so I dared him to put 6 ice cubes up his ass, let then melt, and then drink the liquid that comes out.  He fit all 6 ice cubes up his butt, then left them there for about 30 min, squatted over a bowl to release the liquid, and he drank it, seemingly without a problem.

My turn again, and I nervously anticipated it.  It was beginning to become light outside, it was that intense deep blue, but I was still very well highlighted in the window.  Bobby dared me to take once again get naked, lay on the couch, jack off and blow my load in my face.  I know he didn’t think I would do it, since the traffic was moving slow, due to the morning jam, and that all those people would have such a good look, but I accepted.  I looked out the window as I started jacking off, I noticed that the people who walked by as I was getting punched in the balls, were back.  The two teenage guys and a teenage girl, were slowly walking by, then they decided to just stop and watch.  That was enough to make me cum.  The dare was to blow my load in my face, that is what I had to do, so I lifted my legs above my head and released a huge load in my face.  I heard the guys outside cheer, “yeah!” and the girl was giggling.  I was so embarrassed.  I grabbed my boxers to clean off my face.

I quickly dared Bobby to go out and give one of those teenage boys a big, slobbery, French kiss.  “what?  No!” he said as he finally used a pass.

Then he smiled really big, as he looked at the TorDPal website.  “I have your next dare.”  He dared me the “coat rack” dare.  I was supposed to hang a coat from my dick.  One problem, I had just came and could not manage a boner so soon. I was completely soft,  I had no choice but to pass.

“Yes!” He shouted as he held up the card that had the number of my passes on it.  “You only had one pass.” He snickered. “Now you have to do the punishment.”

He called my punishment “cookies and cream,”  I immediately dreaded it.  He explained, as he took an Oreo and placed it on the table, that the cookie part is obvious, and for the cream he was going to cum on the cookie, and I had to eat it.  I sighed as I sat still naked on the couch in front of the big window.  I watched him jack off and shoot a heavy, thick, load of cum on the cookie, a lump grew in my throat and my stomach quivered.  But I picked up the Oreo, and shoved it in my mouth.  Bobby told me to chew it slowly, and after about two minutes he told me I could swallow.  That was the worst and grossest thing I have ever done… but it was a fun night, a night that Bobby and I really pushed ourselves to the edge and something like this will probably happen again – I am going to win next time!