AUTHOR DISCLAIMER:
No matter which tag brought you to this story note that all tags are present and accounted for in this story at some point, maybe not in every chapter and there will be a lot of chapters, but it is present! Also note THERE IS CUCKOLDING in this story if that is not your thing then move on.
This story also isn't a quick jerkfic. If you want constant just sex sex SEX this is not the story for you. It's more of a long form type with plenty of sex mixed in.
Chapter 1 - How it started
I woke up rubbing the sleep from my eyes and stretched, I felt miserable. All night gaming sessions tend to do that to a person. I looked over at the clock and saw it was almost 1 pm and not for the first time recently I cursed myself in my head, 'what kind of loser lives like this?' Shaking my head to clear these thoughts I cross the room to my dresser intending to change, as I raise my arms I get a whiff of my armpit and decide I am better off showering first instead. I exit my bedroom and cross the hall to the bathroom glancing down the hall to see my roommates, Trish, door is shut and let out a disappointed sigh. I hear music coming from in there and periodic giggles, 'oh great Sarah' I think a bit bitterly. Sarah lives in the apartment next to ours, she moved in about a year ago now. When she first moved in I thought she was just loud and let's be honest, a slut. She had a steady parade of guys in and out at all hours of the day and night and none ever seemed to hang around too long. Trish and her couldn't have been more different. Trish and I have lived together for 3 almost 4 years now, she is the type to always have a boyfriend but they stick around for a decent amount of time. Trish is about 5'4 maybe 5'3, thick and curvy in all the right ways, has curly black hair and these shocking green eyes you can get lost in. Sarah on the other hand is MAYBE 5' even but more likely 4'10 or 4'11 and very petite with blonde hair and deep blue eyes. The two of them somehow despite their differences hit it off pretty much instantly and have become best friends. This might sound great for them but the truth is, Trish and I were super close, we spent so much time together before Sarah came along. We would eat almost all our meals together, watched countless shows and movies together, would go on adventures together and she even accompanied me home for most major holidays. Now with Sarah in the picture we have drifted apart, and it's been killer because not only do I consider her my best friend... I am deeply and madly in love with her, and have been for years. I can't deny there was a sexual tension between us that almost reached a boiling point multiple times but one or both of us would back off with the unspoken agreement that it would just unnecessarily complicate things if we were to... Progress.
I finish up my shower and wrap the towel around my waist and exit the bathroom to go back to room and bump right into Trish as she is heading for the kitchen, the tension spikes to 100 immediately, I am standing in nothing but a towel and she is wearing her trademark (it feels like) outfit of a loose fitting t shirt and cotton short shorts. I try my hardest not to glance down at her perfectly pedicured bare feet as I mumble out a weak apology.
"Oh hey Gray! I didn't know you were awake. Oh no I hope Sarah and I didn't wake you! Were we being too loud?"
I shake my head as I respond, "No I didn't even know she was here." I lie
"Oh well she's gone now I am just heading to the kitchen to grab some lunch." Trish trails off as she is clearly making an effort not to notice my current state of dress
"Well uh I am gonna get dressed..." I say lamely as I shimmy past her in our tight apartment hallway.
I shut my door and immediately rip my towel off and I am hard as I can be, my full 4 inches (maybe) is throbbing and leaking copious amounts of precum and I know I have to take care of it right now. Here is where I make the crucial mistake of forgetting to lock my door.
As I am laying on my bed going to town on myself picturing Trish's gorgeous feet on my dick my door opens and Trish says, "Hey we don't have anything good so I am gonna order a pizza do..." She stops short as she takes the scene in, me on the bed jerking off furiously using my thumb and pointer finger, I stop a deer in headlight look on my face as she turns instantly red, "Oh my God I am so sorry I should have knocked!" She squeaks out and turns to leave.
I will never know what possessed me to do what I did next but I quickly blurt out, "Trish wait!" I don't even bother covering up at this point
"Ummm yeah?" She says as she turns back around clearly not sure where to look or how to proceed with the situation at hand
"Trish... I am actually kind of glad this happened, cards on the table here, I want you... No I need you. The sexual tension between us for years has been insane, I need this... We need this."
"Ummm sexual tension?" She says unconvincingly.
"Yes Trish, sexual tension we've had it forever now. It penetrates every single interaction we have." I am staring pleadingly into her eyes hoping I am not crazy.
"Look Gray I don't... We aren't... We shouldn't..." She trails off and keeps glancing back down at my still throbbing member.
"Trish look me in the eye and tell me you don't know what I am talking about..." I say as I stand up and walk towards her.
She looks me up and down as I am standing, her eyes lingering for a few seconds on my pulsing dick. "Gray... Yes there has been sexual tension for years between us..."
I feel a flutter of triumph as she says this, "Exactly Trish, so why are we denying ourselves?"
My whole world comes crashing down at this moment, "Well up until now it was because I didn't want to ruin our friendship and rock the boat. Now it will be because I have seen... That" Trish says with some amusement in her tone and points to my dick.