From the Bottom Rung A Sequel to Life at Ann Taylor
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Beer Run - The Corruption Of Taylor free porn video
Sometimes, when I'm away on business, I have to find ways to satisfy my urgeson a whim.
This time was no different.
Friday night I found myself in the darkened hotel room, closing in on 3am,with a 20-year old cocky little thing trussed up and gagged, recently penetrated,humiliated, and looking to me for some answers as to why he felt the way hedid Broken, vulnerable from his surrender, he surely would never been the same.
The semen was still fresh on his lips, and his lashes were still wet withtears.
How it all came together still amazes me.
**
I found Taylor at a liquor store.
I had not gone out that night with the intent of finding a man to bring backto my hotel room and seduce and torture. I had simply gone out for a walk,to gather my thoughts, to try to find some serenity in the cool Chicago air.
The concierge at the hotel told me there was a music store a few blocks away.Music is always a nice diversion, so I decided to go pick up a few new compactdiscs. The day had been hell for me - back to back meetings with clients, afew horrific presentations and barely being able to slip out of entertainingfor the evening because I was just too exhausted.
Instead I wandered down the avenue and was half way to the music store whenI saw Taylor standing outside a liquor store, smoking, alone.
The only urge that I have which is sometimes as unbearable as the urge todominate is the desire, randomly, for chocolate. Not a lot of chocolate, nota specific kind of chocolate, but something sweet. So I detoured into the liquorstore and b-lined for the candy aisle, only to find Taylor lurking behind me.
He was following me.
This was odd to me, because he hardly looked like the stalker type. He lookedto be about 18 or 19, in torn jeans and a black short sleeved t-shirt. Hishair was dirty blonde and he had great blue eyes. As sort of a grungy type,he also needed a shave - but I guess that look is still in.
Taylor watched me pay for my small black bag of plain M&Ms and then followedme out of the liquor store.
I wasn't really worried; after all, he looked harmless.
We only got about half a block before he sped up to me, to my side and said "Excuseme."
I stopped and turned to him.
"Can I ask you for a favor?"
I wonder if Taylor ever wished he had not asked that question. Because that'swhat started it all.
**
Taylor wanted me to buy him a six pack of beer.
He explained this to me nervously, his hands shoved down as far into his pocketsas they could go. And all I could keep thinking when I was listening to himexplain how he lost is ID was, "Those are beautiful eyes."
He stammered a few times, tried small talk when I just stared at him blanklyafter his initial request.
"You're from out of town," he observed. People have told me I looklike I'm either from LA or New York , depending on what I am wearing. I guessI didn't look Midwestern enough, even for downtown Chicago . Or maybe it wasthe fact that I was in a business suit.
"You aren't 21," I told him. "You didn't lose your ID. Youjust want someone to buy it for you. Don't lie to me. That isn't a good wayto start this off."
He chuckled a little, looked down, and was shuffling his feet in that kindof "oh shucks" kind of way. Good lord, I thought to myself, is thisan act, or is he really that nervous? The vibes from him were inundating me.I was totally overstimulated, to say the least.
The only thing I can compare it to is being like a starving, hungry predatorycat, wandering through the brush feeling sorry for herself, only to come upona venison with a broken leg.
He was just asking to be captured.
"If I walk in there and buy you liquor," I pointed out to him. "It'dbe on camera, and I'm sure that guy working there has seen you pull this before."
Taylor was about to defend himself, but I cut him off.
"If you want a beer, come up to my hotel down the block. I'll take afew out of the bar in the room."
Of course, I didn't expect that he'd go with that. After all, he probablywanted to go take a six pack home and party with his grunge buddies.
He bit his lip, looked at me, and said, "Which hotel?"
**
Taylor was 20.
I got him to admit that to me on the walk to the hotel. In fact, as soon asI got Taylor talking, he wouldn't shut up. He was pleasant enough, but he definitelytalked too much (nervous, I would imagine).
I knew the gag would come in handy.
In fact, as Taylor probably excitedly pondered that he was about to scorea few free beers, I was pondering about how I was going to score Taylor .
I went through all the thoughts in my head. How he would look bound and gagged.How he would endure pain. How he'd handle being totally used as a sex object- this hormonal, sweet little 20 year old who stands outside of liquor storesasking women ten years his senior to buy him a six pack.
Taylor had a lot to learn.
And I felt like I had struck gold.
**
Of course, the moral side of me kicked in, and I reasoned that the boy wouldhave no more than two beers over the course of the evening, because there wasno way in hell I'd deal with an inexperienced, naïve, horny kid agreeingto all sorts of humiliating acts while bombed out of his head.
No, I'd have to be careful with Taylor . And also, I didn't know if he wasdamaged goods.
In the hotel elevator, Taylor looked up at the illuminated room numbers withbig, blue eyes. Staring at him, I noticed that he had underlying features thatwere quite striking - he had amazing cheekbones, for a start, and really nicelips. His face was somewhat hidden by a mop of hair and he needed a good shave.But other than that, he was quite striking.
And boy, was he nervous.
When we entered my room, I could sense that he was trembling.
Grade A venison. Ready to be devoured.
**
When I travel, I tend to stay in fairly nice hotels. After all, if I am goingto be away, I at least want to be comfortable. I have learned to hate two thingsin the last five years: airplanes and hotel rooms.
This hotel was marginal. I'm drawn to luxurious bathrooms, large bathtubsand really nice beds. This one had all three.
Taylor , apparently, had never been inside anything other than a dark motelroom for $29 a night. He tried to hide it, but his eyes were drawn around theroom and I could hear him clearing his throat.
My room was equipped with a full bar, in case I needed to do any entertaining(and I guess that was good planning, on my part). I rummaged through the refrigeratorand pulled out a Corona for the boy, fixing myself a Stolichnaya on the rocks.
When I handed him the beer he said "Thanks."
Then I said, "Take off your clothes."
**
I guess I prefer the direct approach. But I figure that even a naïve20 year old has been around the block enough to know that if a woman inviteshim up to her room to give him a beer, she probably has some other things inmind as well.
It felt, suddenly, like a scene out of The Graduate.
Taylor was holding the beer bottle tightly, half chuckling, looking at me,as if waiting for me to bust out laughing and say "Just kidding."
But I just stood there, sipping my cocktail, and waited for him to react.
"Are you serious?" he finally asked, in almost a whisper.
"I'm completely serious," I responded.
**
Taylor finally snapped out of his daze, probably because the shock wore offand the hormones kicked in. He set his beer down on the nightstand and crossedhis arms over his chest to pull the black t-shirt off.
I pulled my hair out of its large, black clip and went to the closet. I never,ever travel without an arsenal of toys, and this trip was no different - eventhough I knew I would only be gone two days.
When I opened my black leather bag it all started to really sink in.
I was going to have him. I was going to have him in my way, and he was goingto learn to submit. I was going to use him and humiliate him and force himto make me cum, then hold him and rebuild him and make him understand why Ihad to do it.
I'll never forget the look in his eyes when he saw what I was holding.
**
Taylor had never seen anything like what I had. The shackles, the gags, thevibrators and of course the strap-on. I'd taken off my business suit and wasjust in stockings and bra at that point, and the leather strap on harness washanging off my fingertips.
:"Oh, shit," was all Taylor could manage.
Before he could weasel away, I took his face in my hands and kissed him. Hewas just wearing jeans now, after managing to remove his shirt and shoes. Ikissed him hard, holding his chin with one hand and moving the other hand aroundto his ass, pulling him close to me.
Of course I could feel how hard he was in his jeans at that point. I reacheddown, and under, and rubbed him through the jeans, making sure I massaged himto complete erection before parting lips and whispering, "I want you tosubmit to me."
His eyes were shut, his lips were still parted and he was breathing softlytoward me. He was in a daze. I started unbuttoning his jeans and then he startedto tremble again. He was shaking, breathing uneven now, and he was reachingaround, blindly, for the beer bottle he had left on the bedside table.
I pushed it just out of his reach and said, "In a minute."
Then I reached down into his briefs and took him full in my hand.
I knew I had him. Literally.
**
It was about fifteen minutes later that I had sweet Taylor hogtied, his ballstrussed up and my soiled panties tucked carefully into his mouth,. He'd throwna bit of a fit about that, until he tasted them of course, and I quieted hisprotests by lowering my body onto him and resting my soaking pussy right onhis nose and mouth.
I knew he couldn't breathe.
"IF you stop being such a brat about this," I said sympathetically, "I'llbe much easier on you."
His legs flailed a bit, what they could with his ankles tied together andpulled up behind his back. When I eased up, I lounged momentarily in the feelof his ragged breathing at my thighs, up against my pussy. I took his facein my hands as I slid down, I looked into his eyes and I said, "Do youwant to make me cum?"
He nodded. Taylor nodded with boyish enthusiasm, trying to ease up onto hiselbows, find any way to get leverage, thinking he was about to be freed sohe could fuck me like mad, or that the gag was going to be removed so he couldlick my pussy for the next half hour.
Instead, Taylor got to watch me reach back to the dressing table and pickup the heap of leather straps, silver buckles and single, shining black dildo.
His eyes widened, he shook his head and his sweet, muffled voice said, "No."
**
Taylor was terrified. I took his face in my hands again, this time kissinghim all around his lips, my hand between my legs masturbating practically onhis lap. He was breathing hard, whimpering a bit, and his eyes, when they weren'tscrewed shut, were pleading with me.
Using my mouth, I bit down on the panties that were spilling from his mouthand pulled them out slowly. He let out a gasp and said at once, "I can'tlet you do that to me."
Kissing him, holding him, I reached down with the panties and started rubbingthem all over his erection. I stroked him with the panties until he was drippingwith pre-cum, twisting, moaning, agonizing over the need to cum.
When he looked at me, his eyes had a sweet, innocent glisten to them. I wasalready in my own world - just one sip of my stoli cocktail had been consumed,so I knew it wasn't the alcohol. No, I was consumed with Taylor , and his innocence.I wanted to have him
I needed to have him.
But because I was in that intense, passionate femdom mood, the one that iseven more demanding that my usual mode, I wanted more than that. I didn't justwand Taylor to surrender to me, to let me fuck him in the ass and to beg formore.
I wanted him to kneel before me and fasten the buckles. I wanted him to putthe harness on me, knowing full well what was going to happen. Virginal, staringright at the big, black cock that would be soon pounding into him. Methodically,gently tightening each of the leather straps so that the harness rested righton my hips and the base of the cock was positioned right at my crotch for thebest stimulation.
Looking into Taylor 's eyes, which were starting to well up it with tears,I knew it was going to take some careful planning and a lot of patience.
But, I reasoned, it was only 11:30pm?
**
I released Taylor .
I released him because I knew he was on the edge of freaking out, and I knewthat he was dealing with an overload of feelings and sensations. But as soonas he was freed, I locked him into handcuffs, his wrists in front, and madehim kneel before me.
I made him kneel while I sat on the edge of the bed, and I reclined and orderedhim to go down on me. I told him just how I wanted it, and just how long hewould have to do it, and I used both hands in his hair, at the back of hishead, to give further direction. By pushing, clenching my fists, pulling hishead back.
Taylor was moderate in his abilities. The young ones, I noted, were alwaystoo eager and too sloppy. But he showed good promise, and I was patient. Afterall, this was not the end for me, this was just a step to getting what I reallywanted - which was him bent over, vulnerable, begging me fuck him deeper, harder,to show him no mercy and to use him like a total whore.
While Taylor was going down on me, I told him about why I liked my harnessso much.
"You need to see what it looks like," I breathed heavily, "Toreally appreciate it."
He just kept licking. Licking, diligently, probably to try to drown out whatI was saying to him.
"When I fuck a man in the ass, I cum," I added. "And nothingexcites me more than holding him by the hips, pulling him back with each thrust,feeling him open up to take me, seeing the humiliation in his face.."
By then, I was clenching Taylor 's hair so tight with both hands that I felthim wince. His whimpered were muffled by my thighs, pressed tightly aroundhis head. I lifted my legs and wrapped them around tight, moving my hips toraise my body so he could go deeper, deeper with his tongue and bury himselfright into me.
By then, I was essentially fucking his face.
In fact, the one-sided conversation was enough to set me off. I pushed himoff of me, into the floor on his back, watching him raised his shackled wristsdefensively, unsure of what was going on. His face was wet from going downon me, his eyes half shut, his cheeks slightly pink. Without warning, I mountedhis face.
Reaching around with my hand, I took his cock full in my palm and grippedhim as I fucked his face. This time, it was ruthless, unforgiving. "Tongueout," I ordered. "Keep sucking. Lick harder."
He moaned. He moaned as if it hurt, but his cock was already spurting bitsof pre-cum. Taylor produced more precum than I had ever seen. I coated my palmand fingers with it and lifted my body off of him to rub it all over his lips.
He had no idea what I was doing until he licked it and tasted it, making himnearly gag from the realization, but by then I was kissing him on the lips,devouring his mouth. And I didn't give him time to complain out loud, becauseimmediately, after that, I was sitting on his face again.
This time, I rode him until I came.
**
I think Taylor believed he was off the hook at that point. After all, I hadcum - didn't that mean it was the end? And that we could move on to HIS orgasm?
Apparently Taylor had never been with a woman in her 30s.
The night was not even close to over. After all, I still had not receivedwhat I really wanted - the chance to fuck him mercilessly in the ass. I wantedto put my harness on and take him completely, to take his virginity, to usehim in a way that he would never forget.
Taylor was so turned on, so desperate, I knew I could get just about anythingfrom him. It was just a matter of time, and proper pacing. His face was stillglistening with my juices, his lips were slightly swollen. His hair, disheveled,made him look even younger than his 20 years.
I tied Taylor up again. I tied him up this time so that his wrists were lockedaround his knees, his ankles together, his legs pressed to his chest. He wassitting on the floor and looked delightfully helpless.
So much so that I told him that once again I would masturbate. This time,for him to watch. This time, so that he could learn to please me. To want memore than anything.
Taylor looked at me apprehensively when I unfastened the black dildo frommy strap on hardness. I brought it to his face and he turned away, inhalingsharply, nervous, unnerved by what he saw.
"Do you want me to stick this in my pussy?" I asked clearly.
Naked, I could see his cock start to once again stiffen. Just the naughtywords did it to him.
I held him by the hair, holding his head terribly still, and started to strokehis cheeks with the dildo. I will admit, at that point, I wished it was strappedinto my harness. Because I wanted to hold my hands on my hips and torture himby slapping him square across the face with my latex dick, to tease and humiliatehim.
But I needed to be gentle with Taylor .
His breathing was ragged, his eyes were shut tight. I could see him clenchinghis fists, and the mere sight of him made me ache once again. So vulnerable,so nervous and scared. I pressed the tip of my latex dick to his lips and heshuddered and turned away.
"You will learn," I told him. "It just takes time."
**
Right then, I considered, seriously, the long term potential for Taylor .After all, I had a few slaves strewn across the United States - because I travelso much, sometimes I like to know I have a whore in a city just in case I needto use someone while on business.
Taylor had all the qualities I wanted in a whore-slave. He was young, impressionable.Passionate, a little bit nervous. He was someone I could mold into the perfectlittle cunt sucking whore, if I wanted.
And he was completely unable to hide his emotion - or his arousal. His cockwas now fully erect, bobbing precariously even though it was tucked betweenhis thighs and front of his body, in the tucked up position I had him in.
I was masturbating with one hand, two fingers massaging my pussy, while Ipressed the dildo, again and again, to his virgin lips.
"Suck on it for me, Taylor."
I could see him shuddering, trying to speak. He was so terrified. Terrified,I know, because his dick was rock hard.
And it wasn't because I was there massaging my own pussy near his face. Itwas because he was turned on at the idea of being fucked in the mouth withmy dildo.
"You're hard," I said, stating the obvious. "You need to loweryour resistance, Taylor. Accept it. You want it."
I was sweet to him. Sweet and reassuring. I crouched down to be eye-levelwith him, put my hand against his cheek and he looked at me. I saw what lookedlike tears in his eyes, but it might have been his gag reflex kicking in atjust the mere thought of having a nine inch latex dick shoved down his throat.
He said to me, sweetly, softly, his words barely coming out. "Can I havea sip of my beer?"
**
Taylor was terrified. He was terrified, but totally turned on. I fed him hisbeer - two large sips, that was all he could have, right out of the bottle.The feeding process turned me on, of course, and led to a whole side-eventof me masturbating with the head of the beer bottle while he watched, onlyto make him suggestively, eagerly lick the rim while I mocked him.
Then I made him start with the beer bottle. Licking it. Licking all aroundthe head of it, sticking his tongue in the whole. He had his eyes shut tight,nervous, but I encouraged him with words, and sometimes by reaching over andmassaging his cock.
"Lick slower," I ordered. "Wrap your tongue around, slowly.All around. Suck on it now, suck on the tip. Deeper."
I pushed it in slowly, watching the neck of the bottle disappear more andmore into his mouth. The sight of this made me so hot, I was soaking wet. Istopped, wet my fingers by moving them between my legs, over my pussy, andthen brushed them over his lips.
He gasped, startled, tasted my wetness, then opened his eyes. They were glazed,shy. Terrified, still, but now so turned on again.
"I loved watching you suck on this," I said to him, looking carefullyat the beer bottle. I hesitated a moment, then took a sip from it, suggestively,letting my tongue linger. Then, I added, "If you suck my dick, I'll cum.You do want me to cum, don't you?"
**
That's the ultimate question for a man. Any man. I don't care if he is 18or 58.
He wants to make a woman cum.
Watching her writhe, moan, gasp. And knowing he did it to her.
Taylor wanted me to cum. There was no doubt. He wanted it bad enough, thathe was starting to consider, even desire, things he thought were unthinkableonly an hour before.
His eyes were so soft - timid, anxious. But not on fire anymore, not bouncing.Just staring, thinking. Shaking, only slightly.
He looked beautiful.
I held his face in my hands, this time holding the straps of my harness betweenthe fingers of my right hand, letting it dangle next to him.
"Can I have you, Taylor ?"
He swallowed, staring at me.
I wet my lips, looked at him sweetly, and asked again, "Can I have you?"
Again, he swallowed, this time closing his eyes briefly, then nodded, andsaid, in a barely audible whisper, "Yes."
**
Taylor was kneeling beside me, fumbling with the buckles of my expensive,all-leather strap on harness. I stood, feet separated slightly, having to lifteach leg, slowly, delicately on the spiked heels, to allow him to pull theharness up around my thighs.
He had this sweet look of concentration on his face, obviously unsure of whathe was doing, watching me point here and there, at which end of which strapwent into which buckle.
He was visible shaking the entire time. When the cock bobbed precariouslyin his face, he shuddered a bit and turned the other way.
Taylor fastened each of the buckles on either hip, making them tight, theway I like it. Then I ordered him to ease back, on the floor, and admire mefrom afar as I stood before him, in spiked heels and a leather strap-on harness,but with nothing else on at all.
Obviously, Taylor was speechless.
But his hard cock gave it all away.
**
Needless to say, taking Taylor 's virginity was the highlight of the evening.And probably enough for its own piece - I could write for pages about the soundshe made, how he tensed his body, how it took me twenty five minutes to lubricatehim enough to even accommodate the head.
He was passionate, and innocent, and he made me want to possess him entirely.
I fucked him for a half hour. I rode his face once more, and then I tied himup and made him sleep at the foot of my bed.
In the morning, I made him bathe me before work, and then I shoved money intohis palm for a cab and told him to be careful who he asked for beer when standingin front of a liquor store.
In my own taxi, on the way to my first meeting, staring idly out the cab windowand reflecting on the night, I was a bit sad. Sad that I had not found outanything more about this mysterious boy, not taken down his email address,anything, to keep him touch with him for my future travels.
Until I opened up my briefcase to find a slip of hotel paper among my notesfor the meeting. It said, simple, " Taylor " with a phone number.He'd obviously put it there when I had gone to sleep.
Needless to say, I found reason to be in Chicago in two more weeks.
And this time, I'm bringing a girlfriend.
Julianne
- 19.10.2020
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