HOMEMADE PORN MILF VOYEUR. UPDATED DAILY FREE

TITLE: Turning 40 Was Not What I Expected
STORY:
LOCATION: dirtydesirescpl - USA
AGE: 41 - 50
VOTES: 562
TAGS:
SHARE THIS SUBMISSION:
Increase Font Size    Decrease Font Size

I recently turned 40 and within just a month I've suddenly started matching with younger women in a way I haven't for a decade. Ticking up into a higher age bracket, even though nothing has changed about me or my profiles, apparently now has me in the search parameters for younger women who explicitly want an older man, with most of my matches since my birthday being 26 or under. In the weeks since my birthday I've had my way with a 22 year old very petite blond college senior, a 24 year old black single mom with huge tits, and rapidly moving towards a first session with a 26 year old heavily tattooed curvy redhead as well.

The single mom is a lot less kinky than I usually go in for, just a brat looking to get fucked hard. Usually I would turn down potential partners who aren't interested in significant bondage and S&m, but I do have a thing for voluptuous women, and chaotic ADHD girls who want to be given freedom from freedom and the peace of just being a fuck toy for a few hours. Also, In spite of having given birth 4 years ago, she has the tightest pussy I have mounted in quite some time, to the point I almost cannot believe she pushed a baby through there, two fingers are a squeeze and my cock is a very tight fit. I've made it very clear that I will only be using her as a fuckhole for as long as she amuses me.

The college student, on the other hand, Is both one of the hottest women I have played with in my entire life and eager to experience the most intense sexuality that I have to offer. Our first session was amazing, as you will read below, and I cannot wait to get her on my leash for session number two, next Thursday.

"What would you say to a girl who confessed that she wanted to call you Daddy?" Was the college girl's opening message.

My dating profiles all state unambiguously, but respectfully, that I've been involved in bdsm for my entire adult sex life, with my relationships solely based around Dominant and submissive power dynamics, but overall I've found that the conversations which start overtly sexual in nature are the ones least likely to have follow through from the other end. However, the more I told her about what I would do to her the more eager she became, until she asked if I was really 2 miles from her and whether I did all the things I was talking about "for real". So, I told her the street I was in and some facts that showed I live locally, gave her my number, and told her that I'd be happy to show explicit pictures of the exact ways I was going to use her.

I made her earn every pic she wanted to see through displaying herself as a sex object for me and obeying commands to do alone with photographic evidence. She was horny for the heavy stuff, she wanted bondage, impact, breath play, piss drinking, the filthier the pics of the kinks I showed her I did for real the hornier she got, and she responded particularly well to being called a worthless piece of fuckmeat. I gave her my number Wednesday around lunch, by 9pm we had plans for her to come over the following morning to be my entertainment for my day off.

The fuckmeat is a tiny 4 '10", compared to my nearly 6' 3", straw blond, b cups, very petite, 93lb to my 220, up until this school year a diver on her college's swim team, with that fit tight body to match. She quit the swim team, in her words, so she'd have more time to "party and fuck" yet found the guys at the college hot, but boring, and lucky for me now that she isn't in the pool I can leave bruises on her, a fact that she said made her immediately wet when I brought it up before we met.

She arrived on time as instructed, wearing only a short skirt, her jacket, and snow boots. She gave me a nervous "Hi, Daddy" when I opened the door for her, unzipping the jacket to show me her bare tits as I had told her I expected. I made her kneel and ask permission to come in and be used as my fuckmeat, making her ask twice since the first time wasn't loud enough, before I allowed her to crawl in on all fours.

As soon as the door closed behind us I grabbed the ponytail at the back of her head and forced her flat on the floor. Patronizingly mocking her for being such a filthy piece of fuckmeat the entire time, I stripped the jacket, skirt, and boots off her, leaving her squirming and panting on the floor in anticipation as I hung up her coat, folded the skirt, and placed her boots beside the door. Turning back around I commanded her to keep her face to the floor while lifting her ass high in the air on her knees, with her knees well spread, and to reach back around and spread herself for me. Putting my shoe atop the upward side of her face she was made to beg for me to inspect her "as a cunt", this went on for some time as I coached her in putting more volume, emotion, and body language into her begging, until she sounded truly desperate.

When she was begging without stopping, loud enough to clearly enunciate with no hint of mumbling, and she was wiggling her ass back and forth slowly and sensually to attempt to tempt me inside, I knelt behind her and plunged two fingers deep inside her. She gasped and let go of her ass cheeks, I left four burning red handprints for each side on her ass and thighs while I told her that until I said otherwise she was to continue following my commands, that her only choice was my choice and whether or not she consented; she was immediately obedient and kept saying "Yes, Daddy!" throughout the lecture and slapping.

When I returned my fingers to her wet pussy it was visibly drooling, a small sticky wet drop hanging about two inches off her clit. When I get my hand inside a new submissive I like to really take my time to manually inspect my new fuck hole, from clit to cervix, getting a feel for every little bump and fold, and how she responds to touching on various interior surfaces with special attention to the gspot and cervix. She was so wet I didn't have to pause my finger fucking at any point as I pushed more and more of my hand up inside her, handily (pun intended) a 4 finger whore, but she just couldn't quite take that thumb for a full fisting, but as I was trying she went from moaning to gasping and shaking. She was cumming for me for the first time, the first of many, and later she confessed she had never cum that hard with any partner before, but she did so without permission.

Acting stern and patronizing I pulled my hand out of her and firmly asked if she just came without permission, it was a hard enough orgasm that I had to repeat myself a couple times before the involuntary spasming and gurgling subsided before she started to spluttering "I'm sorry, Daddy". Taking a hard grip of her pussy, pinching her outer lips between my thumb and the first knuckle of my forefinger, I lectured her about how when she is with me she is a sex object and any pleasure I inspire belongs to me, that I am generous with stimulation, but she is expected to ask permission to cum absolutely every time (we had discussed this briefly before she came over).

Pulling her up off the floor by her hair (what I call a "whore handle" during scenes) I grabbed her by the throat with my hand covered in her pussy juice and pinned her against the wall told her we were going to try again. I made her beg over and over, with the same instructions as before: good volume, genuine emotive desire, and body language to entice me. Each failure got a light but firm face slap from my free hand; this time it only took 3 corrections before she was doing as she was told. I gave her permission to cum for me when next I got her there, then proceeded to get her there.

I worked all 4 fingers from my free hand up inside her pussy, curling my fingers up towards her gspot, and looping my thumb over the top of her pubic bone, essentially gripping her pelvis from inside and out, the lifted her up the wall and pinning her by pressing my still clothed body against her bare flesh along with my firm grips on her neck and pubic bone. I didn't move my hand inside her, I didn't dirty talk her, I held her there helpless, toes dangling a few inches above the floor, and made good on my promise to choke her until her eyes unfocused, she saw stars and fireworks, and her limbs turned to jello, over and over again.

I made intense eye contact as I held her helpless against the wall and choked her to nearly, but not quite, out entirely. Staring deep into her soul and saying nothing as she gulped, gagged, turned red, and then those eyes began to dart, then dim only just slightly, and she began to feel only just that hint more like weak dead weight in my hands, before I would release the choke, but not remove my hand, as her eyes came flickering back, she shivered and squirmed, and I could palpably feel her pussy get wetter.

Over and over I choked her, I think 7 times, each taking her no deeper, but hitting her just a little harder in terms of how intense and long her recoveries took. On that 7th time, simply from the choke, my hand inside her, and being held helpless off the floor against the wall, as soon as I released the choke she started cumming. Her pussy powerfully clenching on my hand, her whole body shaking, her eyes looking back at me hungrily absolutely on fire with lust as I praised her for what a good piece of fuckmeat she was for me and how she was such a fun little hand puppet. Good thing too, because I wouldn't have been able to keep holding her up much longer, even 93lb girls get heavy.

Letting her down I slid my hand from the front to the back of her neck to grab her whore handle and pulled her around in front of me facing down the hall to the bathroom. "I think it's time for me to enjoy that throat pussy." I said, at the same time that began shoving my cunt slime soaked fingers down her throat. She had talked up her ability to take cock down her throat, but from her intense gagging it was clear I am the first man to really force myself down her throat.

As we reached the bathroom door she puked her guts out on the floor in front of the toilet; I kept my fingers down her throat, uvula bouncing between knuckles, until she'd had 3 solid purges. I praised her for being a good girl and emptying herself for me when I used her throat, giving her a few patronizing light slaps on the cheek with my vomit covered hand. Forcing her to her knees in the tub, I turned the shower on, spraying her in the face with frigid water and getting a surprised shriek. I pulled the drain screen out for any remaining solids she might bring up as the water came up to temp.

I languidly removed my clothes as I waited for the water to get steamy. She stared up at me with intense apprehension, wrists crossed behind her as instructed, shaking in the cold of the initial arctic blast before the temp came up. Once it got steamy I stepped in, took a firm handle, and growled "little pig, little pig, Let Me In!" and began force fucking her throat like a pussy and taunting her that I would be emptying her on my cock, because I could do whatever I wanted with her if she didn't safeword.

She struggled, she retched, she spluttered, she gasped, she puked, and she sobbed, but she only took her arms out from behind her twice, got right back on the cock when commanded every time she managed to pull away, through coaching really learned to breath and puke around my cock, and managed an obedient "Thank you, Daddy" every time I let her breathe a moment, until she had been well and truly emptied on my cock. Finally I gave her a good breather while I told her I was going to force feed her my cum to fill up that empty tummy.

Gripping her skull firmly in both hands I shoved the head of my cock past her tonsils. Where I had mostly been concentrating on making her gag with longer strokes before, I switched to pumping hard, fast, and furious without letting my cock out from her throat. This was much harder for her and she struggled to pull back nearly the whole time, getting a hard face slap when she succeeded because I was near cumming. When I finally did finish in her throat I held her firmly by the whore handle and her jaw, spraying my cum directly into her throat to a lovely chorus of more gagging and spluttering.

When I pulled out of her throat, she looked up at me with dazed eyes. I made her wash us both for the next few minutes of shower, then get out and kneel with my folded towel on outstretched palms, then made her clean her vomit off the floor before she was allowed to towel off herself. When she was dry I made her stand on the scale to see how much I'd been lifting, then I picked her up like a little kid, her legs wrapped around my waist, her head on my shoulder, and carried her upstairs to the bed.

I had planned a period of recovery for after my first orgasm and had the massage oil out by the bed. Putting her down on the bed I handed her the massage oil and said it was time for her service to Daddy. For a good long while she gave a very amateur massage, having to coach her on giving more deep tissue, and we chatted more casually about her school, my work, our bodies, her submission, and a lot of debriefing, discussion, and appreciative gushing over how she felt about what we had done so far. She got a little overexcited with the massage oil, giving large portions of the massage with her whole body rubbing against me. Eventually, we shared a very oily cuddle for a few moments, until I felt the stirrings in my cock which signaled it was time to begin round two.

I told her it was time for the beating that she promised to take for me, because nothing makes me harder and hornier than bruised sobbing fuckmeat. She pouted and tried to talk her way out of it, saying she had cried quite a bit while I throat fucked her. I grabbed her firmly by the neck, squeezing moderately hard, but nowhere near close enough to get her anywhere near going out, look deep into her eyes, and growled "Daddy wants to beat you and he is going to beat you, unless the next word out of your mouth is your safeword. Is that clear, you filthy little fuckpig?!"

A meek "Yes, Daddy" was all she managed to squeak out. For her little bit of back talk, I increased the intensity of her manhandling for the rest of the session, with every time she was repositioned I did so with a very firm grip on both her neck and her ponytail. Dragging her to the edge of the bed, I sat and pulled her across my knees, commanding her legs well spread And her wrists crossed behind her. I landed heavy-handed stinging Spanks in a consistent rhythm, Left, right, left, right.

She jerked, whimpered, and howled as I began to paint her backside red. For a moment she forgot her self-control and released her hands from behind her pushing up slightly off my knees. I responded by telling her we have ways of making her obey if she can't do it herself, grabbed her by the hair and neck, forced her to her knees, nose and nipples to the wall and commanded "STAY! . . . Good cunt." Leaving her there to whimper, while I went to go get cuffs for her wrists and ankles, clipping her wrists together behind her, and her ankles to a spreader bar, so that she would have no choice but to stay in the position I commanded.

Picking her back up by her hair and her neck, I pulled her back toward the bed, making her awkwardly tiptoe, from the way the spreader bar held her legs apart. Pulled back over my knee, I switched from my hand to the wooden paddle. Her squeals became far more insistent with each blow, and it was apparent that she was going to bruise from this. Each time her wails began to approach crying, I would lay down my paddle, shoving my middle and index finger deep inside her So I could massage her g spot, And used my thumb to toy with her clit. Reminding her to beg for her whoregasm, I worked her right up to the edge until she was begging desperately, and then switched right back to the paddle. This pattern of paddle, pussy, paddle, pussy, went on for quite a while, until I took her over that edge and into true racking sobs.

Pulling her back up off my knees, I unceremoniously threw her face down on the bed, then unclipped her hands from behind her. I pulled out my high-grade hand pump and the medium pussy pumping cup, pumping the pressure up high, until she was frantically high-pitched whimpering about it. Another firm grip on her hair and neck to pull her off it and onto her feet, and then I once again fully lifted her off the ground by her neck and carried her about 4 feet to the closet door, forced her down to her knees in front of it, clipped her hands together in front of her, and pulled her arms up above her head with a rope I had waiting for exactly this position attached to an over the door anchor.

I pulled out 3 of my favorite tit marking implements and made her choose which she wanted: the thin leather rawhide flogger, the thin neoprene single tail buggy style whip, or the slim carbon fiber rod. After much hemming, hawing, and asking questions about them, she reluctantly chose the single tail. I praised her for being a good girl and choosing how she would suffer for me, she pouted, then I grabbed the ring gag I had waiting for this exact moment and strapped it tightly into her mouth, and groaned and pouted harder. I asked her what she should say and without missing a moment she gave me a garbled and slurred "Hang ku, A-ee", immediately blushing with embarrassment so hard it extended to her chest.

I didn't deliver any of the whip strikes with particularly force, just a rhythmic and relentless back and forth. As soon as the first strike landed she screamed, then the same with the second, by the third the sobs started, then the gurgles and groans entered the chorus, and she sang me a beautiful song of suffering, blubbering and wailing while she struggled against the ropes, lolled her head back and forth, and drooled all over herself. Unlike the spanking, there was no mercy in her tit torture, and I kept no count of how many strokes she took, just kept going until a few strokes after the writhing had given way to hanging helpless from the door anchor, her body shaking involuntarily, and her sobs uncontrollable. I bent down, gave her my most tender yet patronizing look, and asked very quietly and intimately what she should say and she gave another "Hank ooo, A-eee" this time through copious sobbing. I told her she was a good girl and kissed her forehead. Her tits bore angry red pinstriping, with welts where the knot at the end struck, which were clearly going to turn bruise, and I took a moment to rub her drool into her tits, crushing her whole breasts in my hands and pinching her nipples a few times to renewed anguished cries of pain and sobs.

I unclipped her hands from above her, and again picked her up to her feet by her neck, and made her hobble to the bed, where I threw her onto her back, and commanded her to wriggle her head up towards the headboard, then worked one of my Liberator cushions under her hips, clipped her wrists to it, unclipped her ankles from the spreader bar and tied them as far back and wide as they would go to the top of the headboard, leaving her helplessly spread and exposed. Now well exposed I could see that the pussy pump cup was steamy with condensate from her hot wet cunt, and her pussy was heavily swollen pulled up inside and a beautiful dusky red from all the blood pulled into her lips. She let out a deep guttural groan through the ring gag as I pulled the cup away without releasing the pressure, coming off with a satisfying sloppy slurping sound and several sticky strings of wetness dripping from the cup.

I teased her pussy with a single finger, running it around the outside edge of her very swollen outer lips, already slick and wet on every surface, telling her that she not just had permission to cum for me while she was tied down, but she was going to have no choice except to cum for me. Kneeling before her I worked my 3 middle fingers inside her swollen soaking cunt, rubbing her gspot rhythmically, switched on the eroscillator (look this up if you don't know what it is) and applied the powerful vibrator to her clit, circling it slowly. Even on the lowest setting the first orgasm hit almost as soon as the oscillating vibe touched her clit. She strained against her bondage, groaning, squealing, and writhing, but there was nowhere to go.

As the timing between her convulsions lengthened and her noises became less frantic, I turned the eroscillator up to its middle setting. Her entire body immediately went rigid and started to shake a little, almost as though the vibration was reaching every part of her nervous system through her clit, and her squeals became far more desperate. The second orgasm came hard on the heels of the first. She had told me beforehand that she had never squirted and I was very pleased when that second orgasm included a huge gush of fluid as she soaked the cushion and bed all around her (thankfully both the cushion covers and bed covers had waterproofing). That first squirting orgasm was very long and she tensed against the ropes so hard that her entire body blushed a deep red, while her noises became guttural grunting and gurgling.

Pulling my hand out of her and laying the eroscillator down, I gave her a moment to breathe After that extremely intense orgasm. However, I was not being merciful, just taking the time to find the largest dildo I thought she could take. Settling on a purple monstrosity, I slammed the unrealistically huge fake cock into her as deep as it would go, turned the eroscillator up to its highest setting, and took to pulling the dildo slowly out a couple inches before slamming it back in and circling her clit with the vibe, while she sang the most beautiful songs of tortured overstimulated ecstasy and came over and over, including three more squirting orgasms, but no bed soakers like the first one. Both of us lost count of how many times she came and how long I continued before my arm handling the dildo started to burn and the palm of the other holding the eroscillator started to cramp.

I kept the dildo inside her resting the base against my thigh as I rolled a skyn elite condom over my raging hard cock, then put the vibe back on her clit on full, to a delightful delightful howl, and when she came a moment later I let her orgasm push the dildo out. Not missing a beat I slid my cock inside her swollen, sore, used, and freshly orgasmed fuck hole. There is just something about freshly cummed pussy which feels different, hotter, spongier, more energized, which I absolutely adore. The liberator cushion held her at the perfect height and angle for me to casually enjoy her pussy at a leisurely pace, in no rush to get myself off, I played with her oversensitive clit with my thumb as I enjoyed my helpless petite fuck toy, and she came three more times on me before I grabbed her by the hips, pulling myself as deep inside her as I could, slamming my cock harder and faster into her cervix, until I pushed as deep as I could, spasming inside her, and positively filling the condom.

Deeply satisfied, I undid her bondage, removed the ring gag, and embraced my good little girl. She clung to me desperately, like she was afraid she might float away if she let go, legs wrapped around mine, pussy pressed to my thigh so I could still feel the intense heat coming off it, hands gripping my shoulders, face pressed into my chest breathing in my cologne. We lay there for quite some time talking, her voice very small and tender, her eyes big with a look of both reverence and disbelief, her hair messy and matted, her whole body sweaty, the entire room smelling strongly of her wetness. I talked her through a bunch of debriefing, trying to ask what she liked and didn't like, but mostly she just kept telling me that “everything was perfect". I asked about whether she'd ever cum that many times in a single day before, which she said she'd never cum that many times in a week, possibly a month, and telling me that she didn't think I'd really be able to make her squirt, until she did.

I had planned our session to last three hours, and we were coming in pretty much right on time. When I brought up that she had afternoon classes and would have to go soon, she gave me this very forlorn look and whined a little about wanting just a little more time with Daddy and not wanting to go to classes. When I gave her the stern "I have to do what is best for you" talk, her tone changed to “class isn't for an hour and a half, and I need you inside me again". She was very convincing, humping my leg, kissing my neck, stroking my cock until I felt it stir again. So, I commanded her between my legs to suck me, long, slow, and as deep as she could, while I layed back and enjoyed her obedient oral service, sweetly caressing her face, but punctuating her service with the occasional face slap.

It took a while for my cock to grow to full size following that last massive orgasm I had. When I felt I might actually be able to cum, I commanded her to present herself as a fuck hole (face down, ass up, holding herself spread), lubed up my already slobbery cock, knelt behind her, told her that I was going to properly claim her as true 3 hole piece of fuckmeat, and proceeded to take her anal virginity. She'd told me she was terrified of anal and her protesting and begging were beautiful, giving more deep racking sobs, as I forcefully dug my fingers harshly into her bruised ass cheeks and pulled her onto my cock as I pounded her. When I was near to cumming I took one hand to the back of her neck and leaned all my weight into her as I pounded away. Grunting and growling about how now I was truly going to claim her as my fuckmeat by cumming in every hole, I spurted my cum up her ass, and she came for the last time during our session, screaming and groaning the loudest of the session as well. As my orgasm finished and hers took her, she completely collapsed under my weight, anus still clenching my cock and whimpering quietly, until her spasms pushed out my rapidly shrinking post-orgasm cock.

I lay on top of her in exhaustion for a few minutes, then I noticed her class was in 30 minutes, and it was a 10 minutes walk from my house. She no longer had time to get back to her apartment and change and tried to wriggle out of going again, but I wasn't having it. I more gently laid my hand on the back of her neck, walked her to the bathroom, made her clean up her appearance some, but after you've just been fucked like that nothing short of a night’s sleep and a full shower we really make you look truly presentable. When she dressed for me I insisted that she take a selfie of herself in her seat at both the beginning and the end of her lecture to prove she was a good girl. When she sent the first selfie I told her what a good girl she was and teased her that everyone in the class could probably smell that she had just been used as fuckmeat and how wet it made her pussy. By the end of the day we had already scheduled our next session, and I cannot wait for next Thursday, because I have such lovely tortures planned for her, and the collar and leash waiting.

I had no expectations that turning 40 would come with any benefits. The day itself came and went with very little fanfare from friends and family. It was just another birthday to me, but now I realize that a Dom in his 40s is exactly what quite a few young age-gap horny girls are looking for, and I am VERY pleased with this one. It's a shame she's graduating in a couple months, but I intend to enjoy her as often as possible until then.

7 DAY VOTING PERIOD FOR THIS SUBMISSION HAS ENDED