Date: Mon, 14 Aug 2017 23:12:26 +0200 (CEST)
From: chastories@tutamail.com
Subject: Roommate Keyholder chapter 14

Disclaimer:

All characters and situations are fictional. This story is intended for
adults interested in homosexual erotica. If that is not something that you
want to read or that is illegal for you to read, please stop.

---
Chapter 14

Two weeks into my lock-up I was high on life. Getting to play with both my
incredible boyfriend and my roommate kept me sexually more fulfilled than
jerking off ever did. Of course, I fantasied about stroking my cock when I
was lying in bed at night but I knew better than to ask for the keys. This
was the life I had always dreamed about and I would enjoy every second of
it.

Greg also seemed to enjoy his role as my keyholder more with every day. Now
that we had formalized our agreement, he spent a lot more time bossing me
around and telling me what to do. I kept a daily journal of my feelings and
experiences on my tumblr blog and regularly posted pictures. I still
cropped out my face or blurred it sometimes but I got more adventurous with
every upload. The last picture included the lower part of my face, where I
smiled while holding my cage. I had even uploaded the video of Mikey
fucking me, making the necessary edits to keep our identities hidden for
now. I was tempted by the idea of being fully open on my blog but I still
didn't have the guts to pull the trigger. Maybe sometime.

Until then, I was fully committed to making the best out of my relationship
with the men in my life.  Greg had taken me with him to the gym the last
time and helped me with lifting weights. I was reasonably fit but I liked
the idea of taking care of myself and making this routine a part of Greg's
instructions for his locked boy. He gave me a certain amount of sets that I
had to do each time. No punishments. He simply didn't accept any
failure. But his regiment was fair and other than some soreness afterwards
it was quite manageable.

I must say, it turned me on quite a bit. The gym wasn't super busy but
there were quite a few attractive men and I couldn't help but let my eye
wander. Those gym shorts were showing off their goods quite
nicely. Especially when Greg spotted me at the weight bench I had to
concentrate hard not to just lift my head and bury it in his crotch.

One time, when we were training late and no-one was there besides us, Greg
took my plug out of his gym bag and made me wear it while we trained. The
feeling of fullness and the constant motion made me leak into my shorts
until there was a nice wet spot in the front.

Later, in the showers, Greg pulled me into his stall and pushed me up
against the wall. For a short time, he fucked me with the plug before he
pulled it out and replaced it with his cock. He put his hand across my
mouth to stifle any moans. Thank god. Minutes after we had started, we
heard another guy enter and brush his teeth at the sinks. Greg never
stopped and made sure that I was quiet while he drilled into me. But when
he was getting close, he himself almost slipped up and gave a short sigh,
while he unloaded inside of me.

After almost three weeks, I was getting into the groove. It always took a
while to really enjoy the lock-up. There were phases I went through. Day 3
was the worst, were I always felt like I wanted to rip the cage off. Then,
at week two I sometimes had a phase were my libido seemed to decrease
miraculously. Still, I was more than happy to get fucked but I wasn't
thinking SEX all the time. But at week three I normally fell into a rhythm
of being sexual but used to it enough, not to despair. At that point, my
body seemed to understand that sex didn't mean orgasm any longer.

Greg and Mikey also seemed to co-ordinate their ownership better every
week. They had found a great schedule for me to keep them both happy and
satisfied and from time to time they decided to use me at the same
time. Those were my favorite moments. Having a cock in both my holes or
being held and kissed by Mikey while Greg had his way with me was
incredible.

This evening Mikey had visited me at my dorm room. Greg was at a class or a
game or something so we decided to have a nice evening in. We watched
something on my computer and talked and ordered food. It was a relaxing
evening and I loved just hanging out with Mikey but still I ached for his
cock. When the second movie began to be a little boring, my hand began to
wander.

With my head on his chest, I pushed my hand underneath his shorts and
cradled his balls.  Immediately I felt his cock harden and I teased it
gently. In his typical fashion, Mikey moaned and shivered as I stroked
him. As much as I had planned to tease him longer, I couldn't control
myself and lowered my head down to suck him. I licked the first precum off
his head and then went deep, taking in as much of his cock as I could.

"Ahhh, that feels nice", he told me.

It was a slow and gentle blowjob. I didn't feel like simply sucking him off
in a minute or two. I enjoyed the feel of his flesh in my mouth and
carefully played with his foreskin. I paid attention to his balls as
well. Soon I felt Mikey's hand on my ass. He pushed down the waistband off
my shorts and exposed my behind, tracing my crack with his fingers until
they touched my hole.

I jumped a bit from the sensation and tried not to neglect his cock from
all the excitement. Shortly after, I was sucking hard on his cock while he
was stretching my hole with two fingers. I couldn't take it anymore.

I stood up for a second and we both undressed. Mikey sat down on the bed,
dangling his legs from the side and I saddled him, pushing myself down on
his hard cock. It entered me without much resistance, being lubed up from
my saliva. I slowly started to fuck him and leaned down for a kiss.
Passionately we fucked, slowly and without any rush. It felt so good to
have him inside of me and I didn't want it to stop too soon.

After a while, to our surprise, we heard the door open and Greg entered. I
almost stopped and tried to hide but obviously, there was nothing that Greg
hadn't seen before. I was too horny to stop, so I simply bent down again
and continued to make out with Mikey.

I barely noticed Greg undressing. I was faintly aware of him rummaging
around in his nightstand and possibly taking out some lube. Then he came
closer and grabbed my ass.

"Fuck, I'm so horny", he said.

I broke free from the kiss for a second to tell him that he can have his
turn soon, as I looked back and saw him lube up his own cock. Mikey simply
moaned and pulled me back down, holding me tight while he kissed me again.

I felt Greg's hand on my ass again, closer to my hole now. Next thing I
knew, I felt his fingers on my hole, where Mikey's cock was going in. He
pushed, gently but with a steady force and I moaned.  Instinctively, I
pushed back to insert his fingers into me and they went in. Mikey still
held me close and nibbled on my neck while I breathed heavily into his ear.

"I don't think I can wait", said Greg and it dawned on me what he had
planned. Before I could fully process his words, I felt his fingers
disappear and be replaced with his greased-up cock. He pushed again, very
slowly and deliberately.

Mikey caressed my head and looked me in the eyes. "Breathe! You can do
this!"

I had never thought about this but now I knew that I wanted to know the
feeling of two cocks inside of me at once. I tried to relax and push back,
just a little bit and ever so slowly I could feel myself opening.

Greg's cock went in, a fraction of an inch at a time. I took another deep
breath and his head plopped in.

"Fuuuck", I sighed. "That's intense!"

Greg unrelentingly pushed deeper, his cock gliding alongside Mikey's as I
gasped for air. Soon they were both filling me like I had never been filled
before. It was Greg that began fucking me, while Mikey was mostly still. He
seemed to enjoy the sensation of Greg's member rubbing up against him
inside of me. And I sure as hell wasn't complaining. It was definitively a
challenge but it felt so fucking good to know that they were both inside of
me. My cock was leaking like crazy. The cage slid around in a pool of
precum on Mikey's belly.

"Damn", Greg said. "This is so fucking tight. I don't think I'm going to
last long like this."

And he didn't. It took him maybe three minutes until he creamed my
insides. "Fuck, that was awesome."

He slowly pulled out. I expected him to leave but instead he sat down on
his bed and watched as Mikey grabbed me and lay me down on my back. I was
grateful since that stunt had cost me quite a bit of energy. Mikey was just
about to fuck me again, when Greg tossed him the keys.

"Here, I think he earned an orgasm after that."

I smiled at Greg, then at Mikey who was unlocking me. I knew not to just
grab my cock as soon as I was unlocked. But still my cock expanded when the
cage was taken off. Even though I still had the base ring around my cock
and balls I was hard as a rock. My dick bounced up and down as Mikey
started his rhythm again.

With Greg watching and Mikey fucking me, lubed with Greg's cum, we were
both getting quite worked up. His breathing was getting heavier and I knew
that I would barely have to jerk before I would unload three weeks' worth
of cum unto my stomach.

When we were both clearly ready to cum, Mikey grabbed my cock and gave it a
few quick tugs. I groaned, indicating that I was ready to shoot when Mikey
stopped again. I had reached the point of no return and as I rocked myself
against Mikey's hard cock inside me, the cum started to shoot out of my
cock. Mikey moaned as well, shaking and fucking a second load into me.

Next thing I knew, Mikey was grabbing my quickly deflating cock and pushing
it inside its cage again. I looked at him, shocked, but it was too late. He
had already put the lock through the opening and clicked it shut. He was
still inside of me and I had just shot a single load, from barely being
jerked off, after three weeks of waiting and I was locked again.

---

Well, I hope you guys still enjoy my stories. New chapters are in the
pipeline, so keep checking back.

Other stories:

http://www.nifty.org/nifty/gay/college/roommate-keyholder/

http://www.nifty.org/nifty/gay/authoritarian/sixty-five/

https://www.nifty.org/nifty/gay/relationships/making-me-choose-chastity
(sent in with a disposable email address a while ago)