CHAPTER 3: ADDICTED
"It's time," mom said one night after dinner. I looked at her confused. "Anal. It's time we open your asshole."
"Anal? With them? You're kidding, right? That isn't possible ... is it? Have you done it?"
She nodded. "And it has been too long since they have taken my ass because they are easing you along. It's going to happen. We need to prepare you before they take you."
I shuddered. But, mom's timing was perfect. She had a trove of sex toys in her bottom dresser drawer it turned out. Between three different sizes of plugs and various dildos, I was taking a medium dildo in my ass in no time. It was awkward using a plug in my ass at work several times during the day, though.
* * * *
Mom got a call on her cell during the day that they were coming over at 7:00 PM. That gave us just enough time to have dinner, clean up, and get ourselves ready. Actually, getting ourselves ready didn't take that long. There were few decisions when you were to be naked.
The doorbell rang and I bounced to the door and flung it wide open despite being naked. Jerome filled the doorway, just like Ty did, but as they passed me going into the house, each giving me a powerful kiss and touches on some part of my exposed body, there was another man behind them. I hesitated after Ty passed but they were watching now. This man, definitely not anyone I had seen before, was Hispanic, dark-skinned, dark hair, thin, younger than me, and not much taller than me. The excited smile on my face had weakened at seeing him but I brightened it quickly. I didn't know why he was there but Jerome brought him. He seemed taken aback, too.
I stepped up to him, took his hands, and put them on my bare hips, then put my arms around his neck just as I had done for Jerome and Ty. I kissed him hard and expected to be groped but his hands seemed frozen. I pulled back and looked curiously at him. It occurred to me at that moment that he might merely work for Jerome in some way but not in such a way that he was comfortable. Like a lowly employee with the CEO of a company. I took his hand, closed the door, and followed the guys and mom into the house.
Our house compared to Jerome's was quite small. We had a living room and no additional family room so we had the living room set up with the snacks. Mom and I went to the refrigerator for beers. Jerome and Ty were in easy chairs and the Hispanic was on sitting on the edge of the sofa. Definitely not relaxed.
"Emma, I brought along Amondo tonight. As you are aware, I like to somehow reward those who deserve it. Amondo here was just promoted within the organization." I watched closely, mostly because Amondo wasn't at ease. I guessed already that I'd be fucking him so I was trying to ease his nerves by making a connection visually. Though he shot glances at our naked bodies, his attention was on Jerome and Ty. "Amondo was selected for a special purpose tonight." I smiled at Jerome. Of course, I did. There was something special Jerome wanted to be done. Of course, I smiled. Another opportunity to please him. Jerome glanced at mom, then focused on me. "You have come a long way very quickly, Emma." That brought a swelling of pride ballooning within me. "A good slut, like your mom, uses all three of her holes for pleasure. But, you're special to me, Emma, so we're going to ease you into it."
There it was. Amondo was the one who would open up my ass. From Jerome's comments, I also presumed that, compared to Jerome and Ty, Amondo's cock was smaller and that was the 'easing into it' part. Thank you, mom, I thought, for your foresight.
I moved to Amondo and put out my hand to him. He took it and stood. I turned to Jerome, "Thank you, Jerome ... sir." I squeezed Amondo's hand, "I'll make good use of your kindness."
Without hesitation, I led Amondo to my bedroom. I didn't close the door, of course. Once inside, I began undressing the young man while kissing him repeatedly during the process of removing his shirt.
"You are very nervous, Amondo," I said softly.
He nodded. "Mr. Jerome ... he is a very powerful man. I don't want to disappoint him but ... virgin ass ... it is painful, no?"
I held his face, smiled at him, then kissed him deeply. "Thank you, Amondo. My mom, though, knew this time was coming and made sure I was ready. All Jerome needs to know is that you fucked my ass and I am no longer a virgin there, okay?"
He was visibly relieved and gave a long sigh as the tension of the previous moment escaped. "You pretend, though, okay? So Mr. Jerome ... he thinks I did well?"
"Yes, Amondo," I reassured him, "it is our secret. He will think you did a good job for him." He smiled. Relaxed, he became more attractive to me.
I loosened his belt and jeans. I knelt before him, removed his shoes and socks, then pulled his pants and underwear down. I smiled. Yes, he was smaller but so is 90% or more of the male population. His cock was hardening just being exposed and he relaxed and it was a good size, especially for my ass.
I kissed, licked, and sucked his cock. He became hard very quickly but I sucked much longer for the simple reason of helping him relax and be at ease. I released his cock and he watched me move to the bedside table. While preparing my ass, mom made sure the bedside tables in both bedrooms had a tube of lubrication. That was what I pulled from the drawer. Amondo smiled upon seeing it and enjoyed my smearing the gel over his hard cock. I then squeezed some onto his fingers, climbed onto the bed with my face on the mattress, and spread my ass cheeks for him in very open invitation.
There was hesitation. Maybe he's never done this before, I thought. I turned my head toward him, "Amondo, have you ever fucked a woman's ass before?" He shook his head. "Okay," I responded with a soft laugh, "I've never been fucked there before." I told him what to do which I only knew from what mom had done in getting me ready.
When he was ready, I felt his hands spread my ass cheeks and his greasy cock touch my greasy asshole. He pressed and nothing happened, of course. More pressure was required and he was timid. "Press harder, Amondo. You want to please Jerome." He pressed harder, then even harder. I felt the sphincter begin to open so I pressed back a bit to assist him. He must have taken that as a sign and pressed even harder. This was different and it occurred to me the dildo we used had a tapered end, not a blunt head like a cock.
The cock head punched past the sphincter and I felt it. I cried out and it wasn't pretending. Once the head passed through, about two more inches sank inside with it. The sudden stretch was painful. The pain, though, began dissipating quickly, just as mom had reassured me. I gasp and told him to stop and wait. My body adjusted to the intrusion with the muscle easing around the cock. Then I pushed back to take more cock inside. He pulled back slightly and thrust more in, too. Soon, he was fully inside. I was gasping and moaning and groaning while he groaned and grunted as he began fucking smoothly.
Mom said she was anally orgasmic and I quickly realized I must be, too. I braced myself on my elbows as he fucked more and more strongly into me. I felt an orgasm rising within me and I really wanted him to climax with me. I wasn't sure how to induce that but I squeezed my asshole and he reacted. Still, my orgasm broke over me but the spasming of my ass sent him over the top, too. He grunted his release into my ass, spurt after spurt until I felt no more.