"I don't know what to do."
My masked man patted his knee. Cautiously, I sat, and he comforted me as I cried softly against his body. This was all wrong! I hated that I didn't feel like I used to about him. I wanted to love him but I didn't. He began to slowly travel upmy thigh and back down, pushing my skirt higher and lower and higher again each time. He shifted me on his lap and something pressed against my bottom, reminding me why I was here in the first place.
Whyhewanted me here. I came to end things. To say goodbye.
I stared into the mask. I couldn't see anything, not even his eyes. I sighed. I knew it was against the rules but Milton and I hadn't cared. We'd been fully prepared to take our secret to the grave.
No one had to know.
I swallowed my nerves and slid off his lap.
“Milton, I think this should be the last time we see each other.”
He stilled. My heart hammered in my chest as his head dipped.
“This wasn’t our plan I know, but things have changed. It’s not romantic anymore, it’s… scary,” I said, stepping up to him. He spread his legs and pulled me into him. His hands slid up my body, cupping my breasts. I sighed. “Milton.”
He fingered the buttons. Slowly, undoing them one by one, he tugged them down. I let him do the same to my brassiere.
My insides were so twisted with nerves, I was on the verge of tears again. With no way to know what he was thinking, I was unsure of what to do. My thoughts kept going to Callahan. He’d be so angry if he caught me right now. He’d kill Milton right here and now, and then punish me when we got back.
Would he make me feel good too?
I looked at myself. My nipples had grown hard and rigid from the shift in temperature.
"We shouldn’t keep going," I said, my voice shaking. I didn’t want to, but this was the only way he’d let me go.
He removed his gloves and brought his bare hands to my breasts, running his thumb over my cold nipple. It sent a shiver through me. I closed my eyes and imagined Milton's face inside the mask. I shook the image away, and it morphed into Callahan’s. A moan escaped my throat. If I pretended it was Cal under the mask, I could give Milton what he wanted and then say goodbye for good.
He massaged my breasts and I let out a groan. I looked at him and then back down at his pants.
He unzipped them and his member sprung out: thick, long, and impressive. He urged me to sit up slightly and reached for my chin. I smiled up at him, my stomach full of butterflies. He fisted my hair just hard enough to elicit a gasp from me and then he urged me forward, directing my face to his length.
Tentatively, I opened my mouth. He pushed inside of me and without thinking, almost as if on instinct, I ran my tongue along him and began to suck. A low growl came from him. I grew eager and more dramatic with my motions, taking him all the way to the base, bruising the back of my throat.
My masked lover stretched back and held onto my head, pushing me further and further onto his cock, all the while, I imagined it was Callahan. It was the only way to get through this. He pulled my head away from him and stood abruptly then. I looked at him from my knees, and he pulled me to stand. He exposed himself fully and gestured for me to do the same. I started with my skirt, but he shook his head and lifted it, pointing to my panties. I took those off and kicked them with the rest of my clothes.
He sat down and patted his lap. He wanted me to... sit on it? He patted again and I sidled up, nervously eyeing the part that had just been between my lips. He'd tasted... clean. But how? Where had he found water to bathe on the surface?
He reached for my hips and positioned me where I needed to be. This was it. I braced myself, closing my eyes. I knew it was going to hurt. Could I handle it? I'd already been bruised so much by Daddy.
I mean Callahan.
Arousal dripped between my legs, and he was able to slide around in it, rubbing the tip of himself against my sensitive nub. I shivered as he continued doing it, while also massaging and teasing my nipple. I was trying to relax, but I couldn't stop mixing Milton’s face with Callahan’s, and wondering how he was still so clean after being above for so long. I wanted to ask, but just as I opened my mouth, he moved to my entrance and urged me down.
It was slow, but I screamed out in pain as I tore and bled. I tried to scramble off him, but he held me firm, pushing me down further onto him until my bottom touched his lap. Tears ran down my face from the pain of being stretched like this.
He pushed my head into his neck, and I cried as he moved his hips, jostling me. He moved in and out and it hurt so much each time.
My body clenched around him. It hurt but also felt good, like I was on the precipice of pleasure.
"Just let me adjust," I said and ran my hand along his PARA suit. "I wish I could see your face. Your hands and the rest of you seem fine. Could I just see you for a second? Just one little moment?"
He shook his head vehemently, but I reached for his helmet anyway. I couldn't do this without telling him the truth - I had confusing feelings for his best friend, my mortal enemy and now Daddy. I wished I hadn’t let Milton take my virginity, but that it had been Callahan here instead. I was faster than him and tore the mask off, tossing it to the ground. I looked back at him and then I screamed.
Chapter 33 - Eleanor
Know who you are with at all times.
