From passion to pain, part 29 [M][F] (age gap) (BDSM)

“Oooohhh. Ahhhhhh. Mmm” *pause* “Ungh. Ah, ah, ah. Mghg” *pause* “Oooohhh. Ahhhhhh. Mmhuh” *pause* “Ungh. Ah, ah, ah, ah. Mghgmm” *pause* “How does that feel, my little whore?” I had just alternated stuffing Ally’s ass and her pussy with an incredibly long set of anal beads I had acquired. She had made some rather peculiar noises as she got used to the new sensation of the silicone balls being inserted into her, so I had to know the outcome. “It feels weird, master. Not… bad, but… it’s odd. And I feel so full.” I proceeded to start circling the tight brunette, as I often do while analyzing anything new that I introduce. I rested my hand on her ass gently, then began walking it up her body. The softness of my touch brought goosebumps to Ally’s caramel skin and felt electric to my fingertips. I traced my way across her shoulders and began journeying back down her other side. Upon reaching her pert bum, I reached down even further and toyed with the anal beads that filled Ally’s orifices. Nothing too crazy, just some lazy circles for a bit, then gentle tugs, never removing the silicone toy from her. Ally cooed and moaned as I worked the toy in her holes. I stopped suddenly and smacked her ass with both hands. Ally shrieked, but I knew it was from surprise rather than any real pain. I spanked her ass harder and harder for a few minutes before moving on to the second half of my plans.

From passion to pain, part 28 [M][F] (age gap) (BDSM)

Ally was at roughly a 45 degree angle near the corner of the bed – her long, charcoal locks tied up in pigtails and her ankles bound to her hair. Having Ally’s legs tied to individual ponytails allowed for me to spread them more easily, but did little to make her situation more comfortable. Ally’s position was made even less hospitable due to her laying upon her large breasts. Oh, and the cool, metal anal hook in her ass ensuring I could completely control her tight body with minimal effort. The j-shaped object invading Ally’s anus meant I couldn’t use that hole myself; however, I was quickly presented with an acceptable alternative. As I pulled my cock from her mouth Ally made a request, “please, master. Please use your slut’s big tits as another hole.” I looked at the pseudo hole created by Ally’s tits being smashed against the mattress, then at my dick, coated with her spit. I smacked her ass as I brought my hips to her chin, burying my cock in her cleavage. The spit made for short-lived lubricant, and I quickly switched back to fucking Ally’s throat. After getting another thick coat of saliva, I began thrusting back into Ally’s breasts. I alternated using her mouth and her breasts for quite some time, enjoying having my dick surrounded in a new and pleasurable way. Before long I had built a comfortable rythm and was getting used to having Ally going from gagging on the phallus invading her throat to being smothered by my pubic mound.

From passion to pain, part 27 [M][F] (age gap) (BDSM)

Three points of contact, “like a triangle,” I thought to myself with a devilish grin. Ally’s nipples were clamped, but over rubber bands. I had looped a string through the bands and ran it to rings on Ally’s fingers. But, the genius was that the rings weren’t where the string stopped. The string went between the rings and Ally’s skin, continuing to another set of clamps. That pair of clamps was attached to Ally’s labia. Three points of contact, controlling two very different points of pain receptors. If Ally pulled her hands too high, her labia were stretched uncomfortably – too low and her nipples received an extra force, making the buxom brunette squeal. Another viewpoint for the three points of contact would be: her tits, her pussy, and wherever my cock was. I took sick pleasure in determining where the pain in Ally’s body was amplified, simply by pulling her into whatever position I desired. If I put her in doggy, everything hurt her. If I fucked her against the wall, her hands reaching out to stabilize her made her labia the target. If I bent her into standing doggy, her nipples were set ablaze. And finally, if I made her kneel to take my dick down her throat, she only experienced discomfort from her hair being used to control her. I alternated her amongst various positions, watching her face contort in pain when I could, listening to her wail when I couldn’t. But, through it all, Ally wanted more.

From passion to pain, part 26 [M][F] (age gap) (BDSM)

Today was a day of caution. Firstly, because I was putting the suspension rig through its paces. Secondly, and more importantly, because inversion play requires greater care be taken to ensure the safety of the party on the receiving end of being flipped upside down for an extended period.  Ally was on 2x4s in the shape of an “x” – completely spread open. I was keeping her pussy soaked to ensure a steady stream of her sweet nectar flowed down her body. From her inverted position, Ally’s liquid gold appeared to flow upward, from her tight vagina, to her taught tummy, between her beautiful breasts, before finally dripping off her chin and pooling onto the floor. I used a combination of my hands and a vibrator placed on a low setting to keep her worked up enough to make a tiny river. When the vibrator took over, my hands roamed the brunette’s smooth, caramel body. Sometimes I maintained a gentle touch across soft, sensitive areas – goosebumps my goal and reward. Other times, my hands were brought roughly to her upside down bottom or pinching and twisting her stiff nipples. “Mmmm, master, please… let your slut cum.”  The vibrator was toying her more than she could stand and the time had passed enough for me to relent. I turned the toy to its highest setting and brought my own force to bear as well. My fingers rubbed Ally’s clit furiously, causing the stunning woman beneath their touch to buck and convulse. “That’s right, slave. Cum for me. Squirt for your master, whore.” The words sent her over the edge and Ally’s orgasm completely engulfed her. Drops of her ejaculate turned into a small stream, before puttering out into another round of feminine sprinkles. I waited until she managed to catch her breath before beginning the ritual to free her and return her body to an upright position.

From passion to pain, part 25 [M][F] (age gap) (BDSM)

Sometimes, less is more. Today I only had Ally’s arms restrained. Partly because not binding her legs meant that I could use either her pussy or her ass however I pleased, partly because being tied to the ceiling made restricting her legs moot. Getting her attached to the suspension rig was the easy part, though. The difficulty came in getting Ally to agree to let me put a ring gag on her. I had to explain my intentions before she finally saw the benefit and acquiesced. But, the buxom brunette looked so delectable with nipple clamps attached to the ring of her gag. Connecting the pain in her nipples to her having to pull on her own flesh – stretching the stiff nubs to get a greater sensation – made me question whether I may or may not be a sadistic genius. But, I had another trick to really send Ally into a frenzy. Small weights tied to either end of a string. Only a few ounces, but enough force that when placed across Ally’s stretched nipples, it sagged slightly, pulling even further away from her sizable breasts. Ally was whimpering from even the smallest of gestures, as moving her head at all sent  electricity throughout her tits. Watching her eyes roll back from pain and pleasure while her tits bounced from me invading her pussy filled me with forbidden fire.

From passion to pain, part 24 [M][F] (age gap) (BDSM)

“I love being your slut, master.” Ally breathed, the excitement in her voice palpable. I stared down at the black tears streaking across her face from where the heavy layer of mascara I had asked her to wear had run – first from her tears, then from the spit, another rough facefuck. “And master loves having such an obedient little painslut.” My words emphasized by the rough twist I gave her nipples. Ally cried in a mixture of pain, pleasure, and surprise before shivering from the aggression. “Thank you, master. Thank you for hurting your slut so good. I would do anything for you, master.” A crooked smile spread across my face, “I know my little fuckpet. Be a good whore and eat your master’s ass.” Ally licked her lips in anticipation and dove to her knees to fulfill my request. I groaned as her tongue greedily devoured my most sacred place. I felt her face change into a smile as her hard work had made her master so pleased.  I kept her there for some time before finally deciding I needed to fuck her more. “Up, slut. Master wants to fuck your tight pussy.” I could feel the reluctance as Ally pulled away, but she knew she was mine to use how I pleased. The brunette slid to her feet in front of me before speaking. “What position is master going to use his slut from?” I pondered her words momentarily, before settling on a decision. “Face down, ass up, fuckpet. Master is going to see if he can break your pussy or your ass first.” The promise of aggressive spankings must have been what Ally was hoping for,  because she was in position faster than I believed possible. “Yes, master.  Thank you, master!”

From passion to pain, part 23 [M][F] (age gap) (BDSM)

I had Ally bent over the end of the bed. Her legs were spread and tied to the bed frame,  her hands were free enough to allow plenty of movement, but not enough to allow her to free herself. Today was a freeuse day and I was going to take full advantage. The brunette’s caramel body being folded over hid her large breasts, but accentuated her glorious bum. The flog was my tool of choice the first time I fucked her. Her ass started to glow red and became hot to the touch as I whipped her. I kept the entirety of my focus there, as I thrust steadily into her anus, sinking inside her quickly, causing her to jerk forward. After filling Ally’s rear entrance with a hot load of white, sticky liquid, I left her for a bit to recover from the session. The next session was spent trying to choke her out with my cock, turning the sheets into a spit covered mess. Ally’s eyes were completely bloodshot, but she never stopped pleasing her master. “Thank you, master.  Thank you for gagging your sl-” I had pulled out of Ally’s mouth long enough to let her get some deep breaths and to think I might go easier on her. But, I was unusually aggressive and didn’t even let my slut finish her thought. Something about the way her body looked in that position made me want to destroy her.

From passion to pain, part 22 [M][F] (age gap) (BDSM)

“Yes, master. Please gape your slut.” Ally breathed uneasily from the three fingers I already had inside her asshole. Her record was four and I was planning to work my way up past that with my own hand. “Yeah, whore? You want master to gape your greedy ass? You think master should work on getting his fist inside you?” Ally moaned heavily and sat back to force my fingers deeper into her. “Please, master. Please own my asshole.” I groaned outside of my own accord and started to wiggle my fingers around Ally’s tight sphincter. Ally initially squirmed from the commotion, but soon settled into the feeling of having her ass filled and stretched by my fingers. “Sit up and turn your head to me, slut.” I commanded, my erection no longer content to exist only on the sidelines. Ally needed no more convincing and took the initiative to down my cock without further explanation. I moaned as Ally’s wet mouth slid all the way down my cock in a single motion. Her indescribable skill caused me start thrusting into her without thinking and sent my hand into a frenzy. The moans around my cock from my hands massaging the inside of Ally’s ass sent me wild and I began spanking her curvaceous bum. Her moans turned to whimpers as her ass was set on fire from both of my hands. It didn’t take long before I came into her warm throat, coating her with my cum.

From passion to pain, part 21 [M][F] (age gap) (BDSM)

Ally was restrained by binders attached to her wrists and ankles. They were the short binders with just a couple of small links between the leather cuffs, making the lithe brunette appear more akin to a geometric shape than the stunning human she actually is. I had decided today my slut was going to cum for me, over and over again. I had two fingers in Ally’s tight pussy and set about fucking her as rough as I could with just my hands. My fingers were curled towards me and remained still, the actual motion to guide her to orgasm originating elsewhere. My whole body was working Ally like wild animal in attack stance, the pumping motion in her tight tunnel emanating from my shoulder, puppeteering her body with ferocity. Ally was like an animal herself, moaning in craven desire, like a bitch in heat. In order to immerse her over the edge, I began bringing my other hand down on her tits. Hard smacks, flicking her nipples, aggressive groping – whatever I could do to keep the pain measured against the pleasure engulfing her pussy like a fire, spreading its heat across her body.

From passion to pain, part 20 [M][F] (age gap) (BDSM)

Ally’s nipples were once again restrained – a familiar feeling for her at this point, but this time with a twist. Rubber bands were wrapped around the stiff ends of the brunette’s perky tits. No matter what I did, Ally could never get enough of having her nipples abused and destroyed. I had warned her that rubber bands would sting like the devil, but I think that only encouraged her decision. The pink brown flesh of Ally’s nipples spilled out of the tight rubber in little mounds, amplifying each bump with how it cut into her. Ally’s cries should have been from the immense pain she was in. Instead,  her cries were of a woman in need – in lust. “Mmm, master you hurt your slut so good! Please, master, make your whore hurt more.” I leaned over and kissed Ally’s left nipple, sending the brunette into a shudder. I don’t think she had anticipated something so gentle, and the action coalesced into a cacophony of ecstasy instantly. “Thank you, master.” Ally breathed happily. I smiled at her, even as my mind was whirring with terrible thoughts about how to hurt her. I stroked her lengthy hair as I spoke “just because you’re master’s pain slut doesn’t mean I can’t take pity on your pathetic predicament from time to time.”