I couldn’t put the words together, didn’t know what to say to tell him. Instead, I let my body do it for me, writhing and spasming on the bed. My babydoll flipped and fluttered around me, caught up in the frantic actions of my orgasm. I twisted on the bed, rubbing my fingers around my clit, coaxing my pleasure onwards and further.
“I’m going to,” Asher said to me—just to me—through the TV. “Jessika,” he said, “I’m going to cum.”
So dirty and natural, but erotically explicit, too. Cum. I watched him on the TV, my mind working in slow motion, staring at him while I pleasured myself. Asher’s cock jerked in his hand and he let out a primal grunt as he began to climax. A hot, thick stream of cum shot up, straight up, then crashed back down, landing on his bare thigh. Then another, not as strong but just as good, hitting his hand while he stroked himself. And finally a bit more, a tiny amount, barely visible but oh so wonderful.
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Asher slumped onto the bed, defeated and sated. My own orgasm dwindled down, a happy heat, and I gazed into the TV with absolute affection. He lay there on the bed, exhausted. His chest rose and fell with each breath he took and he lifted his shirt up to his chin then rested his hand on his revealed chest. His cock slipped downwards, softening, finding a home right between his thighs. He looked so quiet and defenseless and I wanted to go to him.
“Asher,” I said to the TV, to him. “Let me in your room.”
“Jessika,” he said, his voice a hoarse whisper. “I can’t. We can’t do…”
“Shh. Put on pajamas and let me in. If you need, there’s something that might fit you in the closet. Jeremy bought a lot and…”
“You want me to wear woman’s pajamas?” he asked, laughing.
“There’s not much of a difference,” I said, giggling. The giggling! I don’t know why. I couldn’t help it. “Maybe in the look, but they should be baggy enough. And a baggy t-shirt. I think there might be one.”
“I’m not going to…”
“Please?” I asked. “I want to come in. I don’t want to do anything. I just want to see you.”
A moment passed, than another. I looked at him with pleading eyes, hoping somehow he saw them in the tiny TV screen.
“Fine,” he said. “Just give me a second. I need to clean up first.”
Asher reached over towards the TV on his bedside table and pushed some buttons. The screen on my end turned blank, nothing more than a consistent black.
…
Asher wasn’t sure why he was doing this, and he was fairly positive he shouldn’t, but some part of him wanted to do it anyways. It was wrong, horribly so, and he was skirting a fine line with what he did and what he’d done, but he did it anyways.
Jessika came to his room, the master bedroom in his guest home. He let her in. She looked at him and laughed.
“I’ll have you know,” he said, grinning, “this is all the rage in the men’s fashion world.”
“Is it?” she asked.
He nodded. “Yes.”
Jeremy hadn’t left him with many choices. Yes, Jessika had innumerable options amongst the clothes his driver had bought for her, but Asher had few. Granted, they were women’s clothes, so he couldn’t expect much out of it, but he thought he’d made a few good choices. A pair of pink pajama pants with smiley faces on them and a plain white t-shirt. The shirt was somewhat tight, but his only other options included even tighter shirts, or ones with emasculating colors. Or, more emasculating than his already pink pants, which weren’t helping his case.
“You look nice,” Jessika said. She entered the bedroom without asking and closed the door behind her.
He watched her walk in, still wearing the barely concealing babydoll. She sashayed over to the bed, the lingerie’s skirt swishing after her, revealing a glimpse of the delicious lower curves of her rear. Asher stared after her, openly ogled her. Then she turned around and caught him looking and grinned.
“I’m sorry,” he said. He averted his eyes, raised them upwards, but that didn’t help much, either. With her facing him, he had a direct view of her delightfully pert breasts beneath the flimsy, see-thru material at the top of the babydoll. “Jessika, I really really don’t think this is a good idea.”
“I know,” she said, looking down. Shy, affected. “I’m sorry, too. I would have changed, but everything was in here.”
“Oh,” he said. “Do you want to change now? If…”
“I’ll get under the blankets,” she said. “Can you come, too? Can we…”