I stirred from our slumber some time later, aware that it was dark but not sure what time it was. I could see the outline of Jillian's body from slightly parted curtain and the street light beyond. She had turned over, spooning into me, and I was very aware that my cock pressed against the small of her back.
God damn, how I wanted her.
I shifted slightly so as not to disturb her but felt my cock press against the now cool curve of her ass cheek. I heard her moan and then respond to the touch by shifting herself closer against it.
I felt her hand reach back and touch mine, pulling it up and against her in the next moment, "I'm awake," she whispered, bringing my hand to her lips and kissing it.
I shifted more and felt my cock fall between her cheeks. She giggled and moaned, shimmying into me, my cock dipping into the soft clutches of her flesh.
My mind fell back to the last time I had her in my bed. It was almost like deja vu, except that when I touched her earlier, she effectively said no and became a crazed animal, leading us to this moment.
Jillian swayed her hips and cooed a soft sigh. I nudged deeper within her and began to rock my hips into her, slowly. I felt her shiver as my agitated head swam over her. Her breath caught. She held it for a moment, then released it in a slow, deliberate exhalation of what seemed to be pent up sexual angst. Then again, it could have been a burp.
Still holding my hand, she lifted it away from her lips and to her hips, once there she splayed her hand open over mind, forcing me to hold her hip.
"I won't say no," she sighed, squeezing my hand, "You win."
I didn't say anything, I leaned against her, kissed her cheek and then reached between her legs, plunging into her pussy. Though cool and collected now on the outside, she was anything but on the inside. She groaned and slid against me, my fingers exploring her, my palm pressing hard against her body and cupping her as I pumped it into her.
Jillian was so incredibly wet and ready. I twisted my torso and my hand left her. Reaching for a condom, she pulled me away.
"No," she begged, "I want to feel you," I felt the ache that was on her voice. I gave into her request.
"Ok," I replied, "I need a moment," then I reached into the night stand and produced a bottle of lube. I put on my finger then glazed her with it.
Jillian arched into my touch and as one hand began to toy with her, the lathered my cock. Then I possessed her hips with one hand and guided my cock to her tight, puckered, and quivering hole before I pushed through, barely breaking skin.
"Shit," she cried out in obvious pain, "but don't stop, please."
She reacted to me in a way that I never thought she would. Or could. I felt her body move and then two hands reached back to touch me, "John," she begged, "I want this. Please..."
I claimed Jillian. Her flesh parted in exquisite fashion, hot and tight, while I glided into her. I heard her hiss and pant before moaning, then hissing more.
With my wife, I would use anal beads or a rabbit on her before I took her. Jillian was taking me now, never before having anything more than a fingertip within her. Ever.
"You are taking," she cooed and moaned, "my anal cherry, darling." Ever sarcastic and finding humor to the end, I guess.
When my balls slid against her, she took a deep breath and her hips pulsed with an energy I didn't realize she had left.
Jillian moaned, shakily, as my hands rose to her hips and I pressed them into her. Then I slowly withdrew, savoring how trusting and vulnerable she was.
I bucked my hips. The wet, sucking sound that the rim of my cock made every time I withdrew from her echoed. Every slap of my balls against her body did the same. I clung to her flesh and built a slow, steady rhythm as she moaned her approval. I heard her laugh but I couldn't tell if it was from pain or pleasure. "Spank me."
I lashed at her ass. By now it had to be sore but I delighted in how carnal, how raw, how brutally honest sex with Jillian had become.
Jillian raised her thighs, allowing me to slide deeper within her but she also wrapped herself around me.
My fingers had begun to pump into her pussy again, the sucking sound of my cock, the slapping of my balls, and our labored breathing were the only sounds I could hear. She pushed back and forced me to increased my pace and she cried out my name. God how I loved to hear her say it in the heat of passion.
I squeezed and pinched her labia. I toyed with her. All I wanted was to give her as much pleasure as I could. I jerked my hand against her in rhythm with the thrusting of my cock. My free hand grabbed her head and I yanked it, contorting her body and made her arch awkwardly for me.
I took advantage of her prone body and slid my thumb along her clit and held her as steady as I could, given the position I was in. I snarled with crazed lust, grabbed both hips, and lost myself. A growl of pure animalistic pleasure rose from my throat as I pumped her from tip to balls again and again, striking our flesh together in a fierce tempo. Jillian wailed with pleasure and those cries surged louder with every pelvic thrust against her ass.
"How?" she questioned, weak and desperate, before her body trembled.
It ripped through her body like an electric shock and it shook her violently. The walls that caged my cock instinctively convulsed around me. I responded by shifting my hand below one ass cheek and lifted it to better accommodate my physical assault. The next slam into her pierced deeper than any other thrust I had ever felt.
Jillian's hands dug into my hips as she roared her pleasure. Her soft body shuddered in the throes of a violent storm of pleasure. My own intensity was beyond reason at that point. Feeling and hearing the effect I was having on her was one of the hottest experiences of my life and I could only hope that she enjoyed it half as much as I did.
As exposed as she was to me, I felt as if every inch of my flesh was made for her at this moment. It was an incredible feeling, not of ownership but mutual trust, sharing, and respect. My hard knob continued to massage her deep and the feel of my balls slapping against her moist ass cheeks and even thighs made me bite my tongue from pure pleasure. I abruptly pushed her legs further apart and the strain of it made her scream as I took a hold of her thighs and lifted her shapely legs up.
I gripped Jillian and felt my torso pull. She locked her legs as best she could around my waist while I held onto her thighs and hips. I couldn't arch and push my back straight anymore and it began to sag down. I didn't care at that moment. I was so lost in my assault on her body that when I gave her what she had wanted, I melted into her.
I groaned in agonizing pleasure and I felt the sudden rush of molten liquid into her ass. The angle that the throbbing head of my cock had taken had made everything I was feeling so much more potent than anything we had shared before.
She fought alongside me to tilt those hips and keep that incredible pressure going and I found myself pumping harder into her, against nearly law of physics I understood.
Jillian called for me the instant that I poured into her. She smacked her lips and reached for me. She twisted her body as much as she could and managed to plant a kiss on my shoulder.
She knew the moment I had arrived at my peak and when I could offer her no more. Jillian pushed forward and spun around to face me. Our lips merged, simply, the tasting of each other's mouths was doing so much to bring us back down to earth.
I could see her face, dimly, and she held my face in her hands.
"John," she kissed my lips again, "what the fuck was that?" she giggled like a little school girl and wrapped her arms around me.
Once more, sleep over took us and brought with a dynamic shift in the affair that would become more apparent in the weeks and months to come.
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