A word of encouragement
“Take off your clothes,” she said after letting me in. We’d never met, but for the last week we had been discussing plans for today over email.
I did as I was told, as I had agreed to do, and she watched. She watched as I pulled my shirt up over my head, and as I stepped out of my jeans.
“Now the rest,” she said, pointing to my boxers. Something stirred in there as she pointed, but I didn’t begin to harden. I was still a bit nervous for that. Nonetheless, I tossed off my boxers and stood before her completely nude. I watched the way she looked me up and down like I was a statue that brought her pleasure. “Now go sit on the couch.”
She sat across the room from me on a wooden chair, legs crossed, eyebrow cocked. I took the opportunity to look her — my boss for the time being — up and down as well. She was older than me by quite a bit, tall and voluptuous. She wore an airy lavender skirt and a creamy light blouse, unbuttoned enough to give me lovely glimpses of her deep cleavage as she shifted.
“Now,” she said, as if she had to ponder what to say next, as if we hadn’t already decided that. “Let’s see you get all nice and hard.”
I sat back on the couch and tried to relax, tried to calm my heart by telling myself this was what I wanted, what I had asked for (indeed, it was), so I looked at her as I took my soft penis in my hand and began to stroke its surface. I caressed my balls with the other hand. Although I enjoyed the sensations, and was very aroused by her presence, I got no reaction from my penis.
A few minutes of this and she cleared her throat. “Maybe you need a little help,” she said, not at all as a question. She unbuttoned the remaining buttons of her blouse and parted the fabric, revealing to me her large breasts cupped rather nobly in an impressive push-up bra.
“That helps,” I said quietly as I resumed stroking my now growing penis. As she squeezed and jiggled her confined breasts for me I continued to grow, until at last I sat proudly before her with a solid erection. The smirk crossing her lips told me she liked what she saw.
“Now let’s see you jerk that thing off.”
I obliged, and quickly worked into a steady rhythm, rubbing the head of my cock with one hand and working my balls with the other. She smiled and told me I was doing a good job, that I was turning her on. So I sat across from this beautiful stranger in her sunny livingroom, watching her watch me masturbate.
“Stand up,” she said suddenly, after a few minutes. I obeyed. “Come here.” She pointed at the floor beside her chair. I crossed the room in as dignified a manner as possible for a naked man with a raging hardon. “Shake your dick for me,” she demanded. My cock slapped my hips as I shook it back and forth for her. “Seems pretty stiff.” With this, she leaned forward and unclasped her bra, removing it along with her blouse. Turning to face my cock, which hovered at eye-level about ten inches from her face, she hung her bra over its stiffness. “Hmm,” she said, adding her blouse to the arrangement. “Now sit down.”
I walked carefully back to the couch, so as not to drop my cargo and sat back down with her clothes draped over my tent-pole erection.
“How do you like my tits?” She asked, cupping their impressive volume in her hands.
“They’re beautiful,” I admired. And they were. Her breasts had the voluminous softness of Uschi Digard’s, with big rosy nipples to match.
“Use my bra to jerk off while you look at them.”
Admittedly perplexed by the request, I tossed aside her blouse and began to rub my cock with the soft, silky cup of her bra. I watched as she raised her breast to her mouth and licked the nipple. The sensation of her warm bra, fresh off her body turned me on to a surprising degree. I was really working my cock now, in and out of her bra, the strap brushing elastically against my balls. Drops of precum wet the fabric. I grunted my pleasure as I stared at this stranger’s beautiful tits. She was watching me stare at her tits while she watched me masturbate. The mere concept thrust me toward orgasm, to say nothing of the fact that it was actually taking place.
“You look like you’re getting close,” she astutely observed. “Come here.”
She retrieved the bra from its perch on my erection, her pinky slowly brushing my length, and she hoisted her pendulous tits back into the cups. “Now, I want you to cum right here,” she said, placing my hand over the deep rift between her breasts. “And I want you to do it now.”
I withdrew my had and set to work on my cock once again, beating off wildly over her soft tits, offered on an altar of silk and wire, inches from her face. She watched hungrily, bouncing her cupped breasts. “Cum for me baby.”
As if on command, I came. My cock throbbed in my hand, beads of sweat forming on my forehead. I carefully took aim and announced my orgasm through a grunt. “Oh god, I’m cumming!” My first shot landed squarely on the slope of her enthroned right breast. In fact, each of my hot volleys hit its target, dripping down into her cleavage. I covered her breasts like a baker glazes pastries, like Pollock decorated floors.
“Oh fuck, that’s perfect,” she groaned. “Cum all over those titties.”
Once I squeezed the last drop of cum from my straining cock, she sat back in the chair and gave a satisfied laugh, her sticky tits jiggling. “Let’s get ourselves cleaned up and have a beer,” she said. “What’s your name, by the way? I don’t think we properly met.”