The Daddy Ex

Sam's POV

I wasn't surprised to get a text from my ex, Damon.  I had been dating Dean for 4 months and we had just started getting serious.  We started talking about him moving in and our language had been less guarded, we were even making future statements together like- "maybe we should do this next year"  -  I was happy.   Dean was adorable- younger than me by  6 years but with a good head on his shoulders and a great body.  Fit, cut, and boyishly smooth.  His smile could win anyone over. but back to my ex.  Damon and I's relationship was the greatest and worst.  He was a very magnetic guy- Built like a house- muscles everywhere and the fur to match.  It was impossible being with him not only because of how many guys drooled over him but his wandering eye and never-ending sex drive meant that no amount of open relationship could prepare me for life with him.  We'd be out at dinner and he'd excuse himself to go to the bathroom, where 15 minutes later I would find him in a stall with the head chef and waiter!  I'd come home early, late, and on time to find him balls deep in some guy who had hit on him at the gym, grocery store, or even driving down the damn highway!  He was insatiable and although he assured me they were all just pieces of ass to him I simply couldn't do it anymore.  It took us a while to properly end things and the last 6 months of our relationship were celibate, well, for clarification I was celibate and Damon continued on his rampage of sex.  All that was behind us and for the last few years we had managed to salvage our friendship- and I guess this would be the test.  Dean was the first guy I was serious about and I hesitated to share that with Damon but I wanted him to know this wasn't just another guy for me.  Maybe, hopefully, he could show some self-control. 

I had also recently come to realize that the reason I stayed with Damon so long was that I had somehow.... become excited about the thought of catching him.  This terrified me.  The butterflies I would feel in my stomach when I pulled into our driveway and saw a car I didn't recognize parked next to his truck.  Waiting alone at the dinner table at our favorite restaurant as the waiters walked past me snickering- knowing that my boyfriend was balls deep in their buddy in the restroom.  It was this feeling of excitement, dread, confusion, and embarrassment and all of those feelings led to a hard-on that was impossible to get rid of.  Walking into our house and seeing a random pair of underwear strewn on the counter.  Hearing the moans of ecstasy coming from our bedroom would make me harder than I had ever been.  By the time I reached our bedroom door my underwear were soaked and yet at the same time I'd be on the verge of crying.  Instead of barging in and confronting him- I'd stand there- listening to the stranger moaning as my boyfriend railed him in our bed.  These were the days prior to our open relationship when Damon was supposed to be faithful to me.  I'd slowly open the door - both men oblivious as they were lost in a sex-crazed mania.  I'd be on the other side of the cracked door, dick in hand, wanking furiously to my own boyfriend cheating on me.  I'd cum before they were even finished, sometimes twice and slowly sneak back out of the house until I watched the car drive away.  I never confessed this to Damon, how could I?  I was trying... I think to rein in his cheating... if he knew in any way how it affected me, well I would have been scared to contemplate those effects.

When my phone buzzed and I saw it was from Damon- My cock got hard thinking of the potential consequence. 

"Hey Sam- Love to get together for drinks!  You going to finally introduce me to your boo?"

I adjusted myself and looked over at Dean.  I imagined him on his knees in front of Damon, taking Damon's huge uncut cock down his throat.  I swallowed hard.  I was falling for Dean, would I really chance introducing him to Damon?  My own body betrayed me when I typed back

"How's this afternoon?  We are going to be downtown and he'd love to meet you".   

Love to meet you?  What the fuck!  I had told Dean about Damon but kept it simple.  Dean hadn't expressed interest at all. 

"Sounds good buddy- see you soon"

And so it was done.  I immediately had anxiety and a hard-on.  Dean came over to me clearly noticing the bulge in my pants.  

"Looks like daddy has something for his boy" he said in a devilish grin. 

"I always have something for my boy" we shared a long delicious kiss that was more tender than passionate before I broke free and told him he was going to meet Damon and we should probably get going if we didn't want to be late.  

"Wait- Damon your ex?" 

I tried not to make it more of a deal than Dean's face expressed- I could tell he was curious.

"Not a big deal babe- I told you we were friends and you've met the others, it's time." 

Without a second thought, while Dean got ready, I set my alarm for 2:10- and put it back in my pocket.  I was hard the entire drive downtown while Dean was mostly silent.  We parked the car and walked over to the coffee shop we agreed to meet at.  Damon was standing there waiting for us as I introduced him to Dean.  Of course, Damon looked spectacular-  tight-fitting wife beater showing just enough chest hair poking out, shorts that hugged all the right places, especially his crotch.  I could tell Dean was caught off guard by how hot he was... and probably how muscular- I was caught off guard and I had dated the fucker!

Dean stuck out his hand to greet him but Damon wasn't having it- He pulled Dean into his chest and gave him the Damon treatment.  Dean hugged Damon back and instead of retreating stayed there while Damon looked me in the eye and congratulated me "on finding such a beautiful young man" 

Finally, Dean pulled back a little but they remained touching and he complimented Damon on his cologne. I did an eye roll and pulled him back to me while we all made small talk.  This was going perfectly- Wait - Perfectly?  What the fuck was I thinking.  It was going the way I feared and just then two guys almost identical to Dean's build caught my eye across the street but my attention stayed with Damon and Dean and I noticed Damon grabbing his junk under Dean's obvious stare - complete with a wink and smile.  Dean was shook- it was obvious he was rock hard and hadn't stopped looking at Damon since their introduction.  

My phone's alarm went off which I changed to my ringtone-  I barely remembered doing this.  I stepped away knowing full well it was just my alarm but I was giving Damon and Dean time to scope each other out more while I had to make a split-second decision on if I was really going to go through with a plan I hadn't fully considered.  I came back to them swearing about work and apologizing that I'd be gone for an hour. I knew Damon would need all of 10 minutes once Dean was at his condo before he'd make a move and one way or another I was going to get my answer about if Dean and I were going to make it.  Dean did his best to hide his excitement but there was absolutely no remorse on his face when I broke the news. 

Just like that, I was walking back to my car while I watched Dean and Damon walk back to his condo- Damon had his arm around Dean and I watched as Dean kept turning his head into Damon's hairy pit.  I stopped short of my car and sat on a bench looking at my watch-  1 hour- this was going to be hell, and pure ecstasy.  My cock was hard and leaking.  Images of Dean and Damon were running through my mind.  Dean sucking Damon's huge cock, the guy leaked like crazy, Dean was in for a real treat.  I had already decided Dean would not be able to resist Damon's charms.  Just then it hit me.  Would Dean.... let Damon.... take his cherry?  Fuck, my heart started beating out of my chest.  I hadn't considered this.  But come on, Damon was huge, his cock was so thick and big and Dean was small- had never been fucked.  My cock twitched at the thought as my heart sank.  Did I just offer my boyfriend's cherry to Damon?  Did I just deliver it on a fuckn plate? I thought about texting Dean- Calling him- telling him that work figured it out and I didn't have to leave.  I got my phone out of my pocket and waited.  I found his contact and went to messages.... and waited and waited contemplating all the things they could do, might already be doing.  I thought about Damon ripping open my boys hole, pushing his huge uncut precum-soaked cock in Dean's hairless perfect ass.  Dean's perfectly fit body under Damon- The contrast of Damon's furry chest and back, his huge muscles against the smooth body of my boyfriend.  I snapped out of it and realized it had already been an hour-  I half walked half ran to Damon's condo.  Regret filling my heart and head but my cock reminding me how badly I wanted this. I finally reached Damon's door and knocked much louder than I wanted-  I didn't want to immediately come off desperate or accusing.  It dawned on me they might be sitting at Damon's table eating lunch.  I tried calling Dean- It went to voicemail.  No one was answering the door either, I knocked louder this time, tried calling Dean then Damon- nothing.  What the fuck- What had I done.  I imagined them both-  

Just then the door opened.  My mouth dropped as I stared at Damon.  He answered the door completely naked, sweating- with that huge monster fully erect.... and wet.  Wet? Please let it be from Deans mouth and not his ass.  I scanned the condo from the doorstep looking for him but not finding him.  I quickly imagined Damon telling me Dean bailed and on the way home he found a twink to fuck.  The look on Damon's face told me it was no twink-  He and Dean had been.  

"Are you fucking kidding me- I was gone for an hour- you’ve got to be fucking with me.  where is he?”  I pushed past Damon but only because he let me and went directly to his bedroom.  There he was- in his bed-

"How could you?" I thought my statement sounded insincere-  Like they both might have figured out I set this whole thing up.

Before Dean could say anything Damon brushed past me and made his way back to Dean, back to his bed.  Damon was muttering some apology but it wasn't really- more of an explanation I suppose.  The last part of it as he crawled back on top of my boyfriend was permission to come back to me?-  He knew it wasn't an option for Dean- fuck he was spitting on his cock as he said it and Dean never even answered him, just lifted his legs and in one motion Damon is completely balls deep in my boyfriend.  My boyfriend who less than an hour ago was a virgin was now taking Damon's cock like it was nothing. Damon starts slow pumping my boyfriend bareback and Dean, without looking at me, moans "sorry".

Damon is muttering something while his pace fucking Dean increases-  Neither of them are paying any attention to me when I realize I'm standing there, pants around my ankles, cock in hand - jerking off with the pressure in my balls feeling like I'm going to jet off to the fuckn moon.  I know how big Damon's loads are and when he starts moaning I know Dean is in for it.  Damon blasted off inside Dean, turning his once virgin ass into Damon's own wrecked cunt full and overflowing of cum.  I couldn't take it and shot harder and longer than I ever had. 

Damon turned and saw me as did Dean.  I made one last plea to Dean knowing it wouldn't do any good.  Dean's response was to guide Damon back inside of him.   I pulled up my pants and had to stuff my still hard cock down inside of them as I left.