The Work Around

By Nom deGuerre

Published on Nov 25, 2019

Gay

This is part three of an increasingly authoritarian tale. Stay tuned for more. All feedback and encouragement welcome.


Cuffed. Gagged. Blindfolded. Naked on my goddamned knees in my living room and simply left. My mind was racing trying to figure out what the fuck I was gonna do. Just then the door opened again.

"Condoms," Nathan said, his voice coming closer. "Not gonna let you get hurt because your thirst took over your brain."

What sounded like a lot of damn condoms landed next to me on the couch. Nathan grabbed my wrist in one hand and extended my forefinger with another. I felt my fingertip slide into place and heard my phone unlock. This time I absolutely noticed my cock stiffening.

"Let's see," said Nathan. I could feel his weight land on the couch. "Which guys have you been talking yourself out of lately?"

This was a constant battle between us. He called me self sabotaging. Plenty of men, he'd say, would love to fuck me only I never would pull the trigger. I could hear him typing something out on my phone, and it all started to dawn on me.

"Alright, man," he said. "First one will be here in fifteen minutes." I could hear him get up and walk to my bedroom. Then I heard the sound of the lube being opened as he returned. "I'm here to keep you safe. That's it. Okay?" The hard plastic of the bottle of lube landed on the top of my ass crack and the slickness began to slowly ooze out and down. "This is all I'm gonna do. Just gonna get you ready."

He removed the bottle of lube and capped it. I felt the tip of the dildo touch me right where the bottle had been. I shivered as it slid down, stopping at my hole briefly before travelling down to my taint. Slowly up and then down he drew it, just a little more pressure each time it got to my hole. I was dripping again. My jaw was hurting a little. My wrists, too. I could tell my shoulders were going to bother me if I stayed this way much longer. But as the toy stopped at my hole and began its slow but persistent slide into me, all of this fell away.

Why the fuck hadn't I been using this? It was smallish but still intimidated me. Nathan had called it baby's first dildo when he'd seen what I had bought. But oh shit goddamn it was doing the job. Very slowly he worked it in and out of me. I moaned involuntarily a few times when it bottomed out. I could feel my forehead tense and relax over and over. My shoulders felt flushed, the back of my neck. I wanted to ask for it harder but could only groan into the gag. More goddamn you, I thought.

Then I heard a knock on the door.

"Stay," said Nathan.

Next: Chapter 4


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