**Chapter 249**
Tara remained on her knees, chest and face pressed into the mattress, the lean line of her back rising and falling with each uneven breath. Her body still trembled from the long stretch of anal sex. Sweat dampened the defined muscles along her spine and the compact curve of her ass. Between her cheeks, her thoroughly used hole stayed slightly open, glistening, a slow trickle of oil and fluid running downward.
I pulled out of her ass with a wet sound. The tight ring closed slowly behind me, still twitching. Tara made a small, exhausted noise at the sudden emptiness, hips shifting weakly.
I looked down.
Her pussy was flushed a deep, heated pink and completely soaked. The small entrance twitched with every residual tremor that ran through her. Clear fluid continued to drip from it onto the sheets, mixing with everything else already staining the bed. The contrast was stark and intimate, one hole stretched and used, the other still sealed and untouched.
It only took a moment to decide.
She had been married. She had children. Yet this part of her had never been claimed. The thought passed through my mind quietly, without lingering, and then I decided.
I reached under her hips and lifted them higher, adjusting her into a deeper doggy position. Her chest stayed down, cheek against the sheets, black hair spilling across the pillow. The new angle raised her ass and opened her thighs further, leaving her completely exposed from behind. She still could not see anything between us.
I settled behind her again, one hand resting on the small of her back. I rubbed the slick head of my cock slowly along her soaked folds, coating myself thoroughly, feeling the soft heat of her against me.
Tara’s breath hitched. “Jack…?”
“Stay like this, Aunt,” I said quietly. “I’m about to try something new.”
She gave a weak nod.
I pushed forward.
The head popped past her entrance, and even that was a difficult thing; I tell you.
“Aaannng!!”
Tara moaned out loud, her body tensed, but she didn’t say anything.
I met the natural resistance of her hymen. I applied steady, even pressure. For a moment the barrier held, the tight virgin flesh stretching around the blunt tip. Then it gave with a soft, distinct tear. Tara’s entire body jerked. A short, sharp cry left her throat as the membrane broke and I sank deeper into the sudden, impossible heat of her.
“Ahhhnnnn! Jack!!! it hurts!! HUNNNHHHGGG!!”
“Bear it, Aunt.” I held myself still once I was fully inside, letting her feel the full stretch. Her walls fluttered around me in tiny, panicked pulses, hotter and tighter than her ass had been, silken, gripping every part of me as if trying to push the invasion back out. I kept both hands firmly on her hip. “Breathe through it. It will feel better shortly.”
She did as I told her, releasing short, shaky gasps in response. The sharp edge of pain gradually softened into a deeper, heavier sensation of being filled. When her breathing began to steady, I started to move.
“Hnngg~!! Hnnn~!! Nggghhh!!!”
The first strokes were slow and careful. I pulled back only a short distance, feeling the virgin walls drag along my length, then pushed forward again until my hips met the firm cheeks of her ass. Each careful thrust produced a wetter sound than before. A faint trace of blood mixed with her earlier juices, making everything slicker.
I tell you. Doing it the natural way was the way.
“Hah… ahh… it’s different… so deep…”
“Because nothing has been here before,” I murmured, eyes fixed on the place where I disappeared into her. “Your body is learning it.”
I kept the pace measured, watching the way her entrance stretched around me on every inward stroke. My free hand moved over her, stroking the defined lines of her stomach, squeezing the compact flesh of her ass, tracing the scars that crossed her hip. The other hand stayed on her waist, holding her steady.
Tara’s voice carried every shift. The residual pain faded. Soft, uncertain moans began to replace the earlier pained sounds.
“Nnh… it doesn’t hurt… as much… now… it feels… full…”
I increased the depth gradually, rolling my hips so the head rubbed firmly against the softest part of her walls. Her pussy responded with stronger flutters, gripping and releasing in instinctive waves. The heat was intense, the tightness almost excessive. Every inward stroke made the lean muscles of her back flex. The compact cheeks of her ass shifted against my hips with a soft, fleshy impact.
I fucked her with steadier strokes now, deeper and more deliberate. The faint smear of blood mixed away, leaving only clear, abundant slickness that coated me on every withdrawal. The wet sound of our bodies meeting filled the quiet room. Tara’s moans grew fuller, less hesitant.
“Hah… ahh… Jack… it’s so deep… I can feel it everywhere…”
I leaned over her back, one hand sliding under to cup her small breast, fingers brushing and then rolling the stiff nipple while I continued to move inside her. The new angle let me drive deeper. Her breath caught each time I bottomed out. Soft, continuous sounds spilled from her lips with every stroke.
Her first climax in this hole built more slowly than the ones from her ass, but when it arrived it was deeper and more internal.
“ANNNGHH!!!”
Her pussy clenched in long, rolling waves, pulling me in as she came with a broken, almost surprised moan. Her lean body arched and trembled. The small breasts pressed into the mattress. Her black hair clung to her damp neck while the orgasm moved through her in waves.
I did not stop.
I fucked her through the climax and into the oversensitive aftermath, keeping the same deep, grinding rhythm from behind. Her walls remained tight, fluttering continuously around me. Soft, continuous moans spilled from her with every stroke. I stayed leaned over her, one hand still cupping her breast, the other reaching under to rub slow, firm circles over her clit.
“Hah… Jack… it’s too much… too deep…”
“You can take it,” I answered against the back of her neck. “I know it.”
I hooked one arm under her hips and lifted them higher, changing the angle so I could push even deeper. The new position drew a higher, thinner cry from her. Her hands clutched weakly at the sheets. I rubbed her clit faster, matching the pace of my thrusts, and felt her begin to tighten again.
The sensations sharpened. The heat of her, the way her virgin walls clung and pulsed, the soft give of her ass against my hips, the quiet, broken sounds she made, all of it layered together. I kept the rhythm steady and deep, letting her feel every inch on every stroke.
“HEYYAANNNHHHGGG!!!”
Tara came again with a long, trembling moan, her pussy locking down around me in strong, rhythmic pulses. The added pressure pulled me over with her. I drove in to the hilt and finished deep inside her, flooding her womb with thick, heavy spurts. Her walls continued to milk me as the last pulses faded.
I stayed buried while both of us caught our breath. One hand rested on the lean plane of her stomach, feeling the residual tremors. Her black hair was a damp mess against the sheets. The compact muscles of her ass twitched against my hips. Between us, the place where we remained joined was a slick, messy seal of cum and her own fluids.
For several long seconds, the room was quiet except for the sound of our breathing.
But then…
“What are you doing?”
A familiar voice, sharp with surprise and something sharper still, cut through the heavy air.
~~
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