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Uisdean - Rolando! Come on in! I was just about to fix a bite to eat. Since you're here to join me, I guess I get to be a wee bit fancy with it now. [I was always welcome at Uisdean's place. That's what he told me. Whether it was for long conversations or just for general company, he was always there for me...even if I couldn't help by rant about my wife, Cassandra, who seemed to be making a game out of cheating on me, along with her thinly-veiled attempts at taunting me about it. Even when it would all bring me to tears sometimes...he was still there to comfort me. I couldn't stop my growing feelings for him, no matter how hard I tried. I often wondered if he felt the same way about me--I hope he did...but I was a married man and out of respect...maybe that's why he never acted on those feelings.]

[I backed into him by accident and he held me. I couldn't move...or rather, I just...didn't. I felt his fingers reach under my shirt and lightly touch my abdomen. My whole body felt like it was on fire and my heart knocked against my chest like it was going to escape! I was melting and I knew I was shaking--I couldn't think--I couldn't breathe--I almost tore off my shirt trying to get it off of me. Maybe it was a mistake, but at least I was able to breathe, shaky as it was. The only thing I could feel was the heat, his hands, my thunderous heart and his beard as it curled into a hook of a smile against my neck; until I felt his hands leave my body. One by one I heard the sound of cloth falling to the carpet...the first was his tie...then his waistcoat, then his shirt...then he pulled me closer into him. "We shouldn't," I said...at least I thought I did. I felt my lips move, but the only thing I heard were staggered breaths, the words of 'protest' being swallowed right back down into my heart. He was a taller man...a thinner man...a gentle man, yet for all of my training, right here at this moment, I was nothing. His strength was peerless.]

[I wanted him. I wanted him and I didn't care! With a strength that didn't even feel like mine own anymore, I lifted him onto his bed. I kissed him...lips so soft, surrounded by his beard. A single kiss couldn't be enough as I kissed him again and again, my body puppeteering my hands as they removed his trousers. The feel, the taste of him--it felt like he was too much for me and I had to know why--I needed to be his! I kissed down his body as I removed my own trousers. I held him as I continued to kiss him. I knew I was stronger, and yet, being with Uisdean, in this way...it no longer felt like it. No longer did it feel like a contest of strength, no longer did I feel the need to defend myself like I do every day--against physical threats, even against the small sleights, the taunts--none of it mattered and it felt okay for it not to matter. I could feel Uisdean playing with his hole. His arm snaking between our bodies, slicking his hole up with saliva for...for me. I obliged. Every single inch, his warmth becoming mine and mine becoming his. I never thought I would ever hear Uisdean make those sounds. His velvety voice, soaked in vermouth, singing his moans to me. I suppressed my own moans as much as I could, just to hear him.]

[I knew what I did, I couldn't take back. Cassandra had already betrayed my love. I didn't matter to her, I never did. I didn't care about any sort of retaliation. All I wanted was to know what it felt like to love someone and be loved in return--and to finally have that feeling...it was much louder than whatever guilt I felt. There was a heart that was still in me and finally it was for more than just taking up space.]

~{A Rediscovered Heart}~
Taboos committed against one's heart, leaving nothing behind but scars...
Will the same taboo committed in return be justice? Or a shameful act?

Even if it gives way to something everyone deserves.

#Highlander #DILF #ffxivsnaps
#Rolando #Uisdean

More out of context #ooc nonsense…

#hazbinhotel #roleplay #hellaverse #rolando #helluvaboss

#Rolando
#HbRolando
#RolandoHelluvaboss
#HelluvabossRolando
#fanart
#Helluvabossfanart
#ghostfuckers
#oc
#ocxcanon

Merry Sinsmas!~

www.youtube.com/watch?v=GtpI...

Rolando - You're So Creepy [Helluva Boss | MEP PART]

HAPPY SPOOKY SEASON! 🎃👻 delighted to show my part for the You're So Creepy MEP i'm hosting with @childhoodcreativity 😉 only creepy characters here!!

(warning for flashing lights!!)

[ #rolando #helluvaboss #amv ]

Follow The Jaguar - Rolando Remix ARTF, Rolando · Follow The Jaguar · Song · 2025

🇺🇦 #NowPlaying on #KEXP's #MidnightInAPerfectWorld

Rolando:
🎵 Follow The Jaguar

#Rolando

▶️ 🪄 Automagic 🔊 show 📻 playlist on Spotify

▶️ Song on #Spotify:

This is how my original character Lando used to look. On the left is his base/demon form and on the right is his human disguise.

This is an updated version of Lando. The left is his current appearance and the right is his human disguise.

Decided to redraw my character Lando in my updated style/form.

The left one is him in his normal form and the right is his human disguise when he's here. This was a fun update.

#myart #rolando #ocart

You know... that chair sure does look familiar. 🖤

#helluvaboss #missionzero #ghostfuckers #rolando #infestordemon #blitz #stolas

#helluvaboss #helluvabosschaz #chaz #helluvabossrolando #Rolando #thething #monsterfusion
Just my dark twisted imagination how I see villains as monsters

The Electrifying Dojo by pdqb The Electrifying Dojo - a place where Sifu pdqb and Sensei Rolando teach a transcendental, one-of-a-kind neo-futuristic martial art that does not use hands but something far more delicate and powerful...

The Electrifying Dojo - a place where Sifu pdqb and Sensei Rolando teach a transcendental, one-of-a-kind neo-futuristic martial art that does not use hands but something far more delicate and powerful: Music. #music #theelectrifyingdojo #PDQB #Rolando #remix #synapticcliffs

A bad guy needs a bad ride, and Rolando certainly ain't slackin' in either department. To rub it in, he'll show you your worst memory: the fact you'll have as much swagger as he does.

#helluvaboss #rolando #fanart #rollin #ride #gold #rims #vivziepop #envy #sticker #set #series #dummy #summer

👻Day 27 | Ghostf**ckers

#rolando #rolandohelluvaboss #HellaverseMerMay #helluvaboss #merman #mermay #tlm_hhau

Digital full-colour, shaded and highlighted, black background artwork of Rolando from Helluva Boss: A balding, middle-aged man crawls toward you on all fours, with his combover flowing to your left in the breeze and his very long yellow tongue hanging out of a huge, toothy grin (some teeth in the back are sharper and pointier than the rest), while he looks at you like you'll be his next meal (and it's uncertain whether that is good or bad, but it's probably bad). He is partly transformed, with his left side human, and right demon. He wears his usual vest and button-up shirt as seen in his episode: red and light grey for his human half; dark purple and black for his demon half. Black pants and shoes for both. There is a huge low opacity green watermark over it, saying the artwork belongs to: Tallest-Marij.carrd.co / CML 2025.

#rolando #helluvaboss #hazbinhotel #ghostfuckers

'Lovely Nightmare'

Available as a transparent print on my ko-fi: ko-fi.com/s/354e842a0d

Meet “The Sleaze Dream Team” 🥰

I’ve been collecting slimeballs like Pokémon lately, so I figured I’d get my latest trio all together!

Thank you so much AGAIN, @marcmoony.bsky.social! Just like these gents, you’re too good to me 💖 #TheGaslightDistrictMud #HelluvaBoss #ChazwickThurman #Rolando

I’m not really picky i like all of them a lot!

#HazbinHotel #HelluvaBoss #Hellaverse #Fanart #LuciferMorningstar #GlitzandGlam #Vaggie #ChazwickThurman #Rolando

Rol and his daughter. :3

#Rolando
#HbRolando
#RolandoHelluvaboss
#HelluvabossRolando
#fanart
#Helluvabossfanart
#ghostfuckers
#oc
#ocxcanon

For #wipwednesday, a preview of this week’s chapter of maladies: Blitzø is confronted with his biggest fear.

#helluvabossfics #stolitzfics #rolando #helluvaboss

Another sketch 🫶

Idk how to explain what the appeal of this slimey balding eel man is, but if they were casting for the bucket of popcorn I’d be the first in line

#rolando #helluvaboss

Girly Pop Garbage 🎶

I was in a Meghan Trainor mood this morning and it got me thinking about how Rolando would react to Lola’s “trash young people music.” And so, this cute lil fic was born. Enjoy!

The songs are “Good Mornin’” and “Dance About It”

#HelluvaBoss #Rolando #HelluvaBossRolando