(Hey y’all and thanks so much for reading! This is my take on a young woman’s introduction to BDSM. Hope y’all like it! – I know the first one was the ‘slow burn’ but as you’ll see, it really gets rolling here!)
Annalise was in a near trance-like state. This entire experience seemed so very surreal, it did not actually seem to be real. Her day so far had been a rollercoaster of emotions, and she was ending it by selling herself to a dirty old man! As she stood, she told herself ‘just go with it, A, you can do this.’ To her surprise, Annalise found the old man not drooling, or leering at her, or any of the perverted things one would expect. He did have a look of total concentration, and all of it was focused on her. Oddly, she found a tiny part of her liked that, if not finding comfort in it.
As Annalise unbuttoned her blouse, she could not help but wonder what on Earth caused her to take a quick shower and change into other clothing. for this? Her bra and panties really weren’t anything special, just a matching pastel cotton set, but her darker skin showed thru them, and she liked that. She also had simply pulled on a nice little buttoned-down blouse, and she fumbled a bit in nervousness as she removed it.
Annalise was no virgin, but on the other hand, not the most experienced either. She had been pretty adventurous with Nick, a man more than a decade her senior, and she had really liked the way he taught her things, and did things with her that no boy her age had tried, so there was a natural attractiveness to older men, but Mr. Barnes was faaaaar beyond that. She would never have considered something like this in her wildest dreams, and it really did take something like this to cause her to consider it. Annalise had read a few stories on the internet about “Sugar daddies” but the whole thing just seemed perverted to her. Annalise had tried to not make eye contact with him, but when she looked at Mr. Banes, she had to admit his piercing gaze affected her. She was not used to men being totally and fully focused on her, so when he did this, part of her, well, it seemed to almost, well, melt.
It had been some years since I had been able to enjoy touching the soft, warm skin of a woman, and this young lady was quite that. I had only a few days, truth be told, and I intended to make the most of them. They say that youth is wasted on the young, and there is truth in that. Because Annalise Garcia had that natural curve to her body. As she removed her blouse, her dark areolas showed thru her pastel blue bra. This new toy was quite petite, so her breasts were solid B-cups, yet the nipple area was large for such, and as she shimmied off her shorts, her hips were wide for her frame, and the high-cut panties displayed some pubic hair under there, something I was sure to enjoy shaving to my liking.
I reached up and removed my shirt, showing the classic ‘wife-beater’ undershirt. What I did like was that my new toy was staring at my crotch and when I looked down, I was proud to see the old boy quite erect. at this age, it took a lot to motivate the old boy, and her bod plus the old blue pill was quite enough, and he was currently sitting at a good 3/4 hard. He also leaked quite a bit, so my dark gray boxer briefs had a large stain on them. Any though about hesitation on Annalise’s part seemed to be gone, as she simply reached over and began to tug them down. She was staring with a blank look, and I totally got that, and I really enjoyed this hottie pulling off my underwear. I turned slightly and sat on the couch. My new toy seemed to naturally take her cue and sunk to her knees in front of me. I slumped back a good bit, sliding my hips forward, and was rewarded by seeing this young lady take my cock, give the shaft a squeeze and a pump, and then move her mouth naturally to it.
Annalise had to admit, she was impressed by the size of this older man’s cock. she was really expecting some shriveled up little thing, & while his was no longer than the four other men she had been with before, this one was, in comparison, REALLY thick, and it hung generously over each side of her hand. Annalise figured she could maybe do so few things other than sex to get this old guy into shooting his load, but she figured offering oral would be one.
Truth was, Annalise kind of *liked* giving oral, and she knew by guy’s reactions she did it really well. Although Rob Barnes dick was a big one, it was strangely not at full erection, so she leaned in and, opening her mouth wide, she gave him a big LICK, starting at the base at his balls, and moving up to the head. The head was good size, and being circumcised, was easy to feel, and she rubbed the base of it over her tongue before shifting forward and taking him full into her mouth, plunging his full length into the back of her throat.
His girth surprised Annalise. She had looked up at the old man with those doe eyes. She had to admit, his look of total concentration was oddly alluring. Annalise had almost no gag-reflex, so she expected his face to change as she took him this way, it what everyone had done, yet his face barely changed. He did groan a little, but that was it. No grabbing the head, no pumping of her face, he just stared at her with that same, mesmerizing look.
Annalise had been at it for some time. She was impressed with the way his girth stretched her mouth, but more so the way it plugged the back of her throat. What impressed her most though, was this man’s incredible control. He was not pumping his hips a she expected but was rather ever-so-slightly moving his cock and hips in a way that matched her movements.
It was strangely intoxicating; in that it made her feel somehow connected to him. Plus, there was that look. She might be the one doing the work, but without so much as touching her, he seemed to be in control…and she liked it.
I had taken time to think this out, and I knew what I needed to do. Far from a quick goo-dump, I was ‘going for broke’ here. Were it a lady closer to my age, I would have done the goo-dump and been happy about it, but I knew I wasn’t going to get this opportunity twice in the years I had remaining, so I kept the concentration on, and it seemed to be working. This girl knew her stuff, because it really felt incredible, the way that I could feel my dick sliding into the back of her throat.
The top my mushroom-head felt the ridges on the roof, then I felt it go smooth. I was back in the back, all right. I had already matched her breathing, a little technique I had learned long ago, so as she moved I slightly moved with her, and my dick began to ‘pump’ the back of her throat slowly and slightly. I had plans, yes, but it was best not to rush them.
I knew I was having the desired effect when *she* put my hand on the back of her head. It told me she was really getting into this, which was the plan. I more than obliged, I began holding her head with me in as far as I could possibly go, tightening my grip, then a series of very fast hip-pumps, but loosening that grip and moving her head up slightly, gripping her hair to actually pull it as I turned her head, then moved her down to make my cock push out on her cheek. Her drool, along with my cock again going to the throat for another round, made a wonderful ‘slurp’ sound, followed by the rapid pumps producing a “*Gah-lack…Gah-lack…Gah-lack..MMPH*” noise back there.
Having done this for a bit, I now unexpectedly let go of her . She stopped for a second, waiting, but then the message that I was silently ‘instructing’ her got thru, and she began the same head movements without my touch. That was a good sign indeed, I had her closer to sub-space and I bet she didn’t even know what that was, which was all the better, so I finally broke face, and smiled, as I lifted her mouth off me. After all, I was enjoying this.
Annalise liked that he finally smiled. Oddly, she felt very connected to him, and she did not understand why. Seeing him smile like that gave her a sense of approval, in a manner that was more than sexual. The sexual part was nice though, to be sure. She had struggled a bit to get this cock into the back of her throat, and that had never happened. Annalise was giving class-A head as a teen more than a year before she gave her virginity, but she had yet to encounter someone who could so filled her that she had to breathe thru her nose, and been so in control. She had figured she would do this for maybe a minute, then he’ spurt and that would be that, but this guy had gone a LONG time. She wasn’t sure, it’s not like she kept a timer on him, but she was pretty sure he had gone nearly 10 minutes. It was long enough that the back of her throat was sensitive.
Annalise had decided earlier that she would just do this, she wasn’t going to actually fuck this old man. Hell, she might kill him, and she didn’t need that!
But a long face ride had her, she had to admit, excited. Annalise had kept her underwear on to this point, but she had to admit that, several times as she gave this guy head, she had rubbed herself thru her panties, and by the time he lifted her off, she was thoroughly wet. The thought had crossed her mind as to what a big thick one like this was going be like, and that, plus the feeling of approval was enough to convince her.
Annalise did not require any prompting, the natural ‘thing’ they had going told her what to do, and she obligingly tugged his shorts the rest of the way down. She kept eye contact with him as she removed her panties in one swift motion, and, taking his hand for balance, she stepped up, and placing one knee on the edge of the couch, her foot on the other, she began to straddle him. As she moved forward, she felt an incredible sense of acceptance (???) as this Man leaned forward and, stopping, gave her a full kiss.
She gave a slight moan in approval, enjoying how, unlike other boys and men pawing at her, this on simply took his time, and enjoyed allowing their tongs to explore each other. She felt him release her bra as they released their kiss, and in a quiet tone she nodded and smiled at his prompting: “Go slow, pet….” Those simple words made her gush in delight. She knew she would need that rushing though, as she felt the invader begin to penetrate her. She was sure her face was contorting as she felt her sex being s-t-r-e-tched, and it made her whimper. It was not comfortable at all, yet she oddly wanted it. Both the feeling, and what He was doing to her. Annalise bowed her back in response to the thick cock now moving into her. She whimpered and had to slow, twisting a bit, but the smile of satisfaction on His face made it worth it, and soon, it was fully inside her.
I liked how my new pet winced as her pussy accepted my shaft. She grunted and whimpered, but I let her take her time. After all, she was doing what I wanted, & that was the goal. Once she was fully ‘pegged’, as it were, I kept eye contact and barely whispered “sit….sit still…” and kept eye contact. She had her hands on my shoulders, and I now began to squeeze and play with her breasts. Taking them full into each palm I gave them a squeeze, then moved to her nipples, and gave them a tugging turn and twist, and it was much to her delight. I stopped her a second time from moving her hips, telling her, “not yet, pet…” then resumed my activities. I accepted a kiss from her, and moving my hands to the small of her back, I ground her clit against me, and the result was a desperate moan. Breaking the kiss, I took a nipple into my mouth, and suckled it. They were good and firm, and when I did this, she moaned again, and at last, I began to s-l-o-w-l-y move my hips, pushing up into her, making her squeal in delight.
Annalise felt an odd mixture of pain, pride, and most of all, lust, as the invader stretched her as it slid in. It felt SO good to be filled like this, and knowing that this Man approved was just icing on the cake. He made be old, but my goodness, she thought, he wasn’t like anyone her age. She really liked that he wasn’t trying to slam himself in her (which would seriously have never worked) but that he really took time with her, to see and touch and feel her body, and his stare was like he was looking inside her. This was the first time she felt her body was appreciated, & she loved that he took time with her breasts and nipples…particularly the way he tweaked and twisted her nipples. There was a certain ‘naughty’ side to that stimuli, and she liked it.
I was now ever so slightly moving my hips, but it felt like I was going a hundred miles an hour. Just a she reacted to my cock with moan, whimpers, & wincing, feeling her fit around me, squeezing my shaft made me grunt as well. In a quiet, forceful whisper I reminded my pet that she was doing so well, and that she felt great. I kept my hands on her hips, keeping her moving very slowly. Speed was not the issue here, at least, not yet. I was also sometimes holding her at ‘balls deep’, making sure her clit rubbed against me, & when I did this, I pulled her just a bit closer, enabling me to take one her wonderful nipples into my mouth, then I would let it go, and begin to slowly fuck her. Shifting my hands to her ass, I began to lightly tug them apart, and this gave me the additional ‘bit’ to let the head of my mushroom head to rub what had to be her cervix, and that was the final piece that pushed my toy over the edge.
Annalise had never been fucked like this before. The feeling of a cock filling her up like that was really something, and the way he made her move in deliberate slowness was incredible. She may be on top, but this Man was clearly n control. She wanted to move, to feel it’d thickness push her open again and again as she moved on him…and he made her wait! The anticipation was killing her, and so FINALLY when he let her move, she made a light shriek as she felt Him push into her.
That, along with the nipple suckling and clit rubbing was making her moan out loud. She wanted to bounce, to move her hips, to FUCK Him, but most of all, she oddly wanted to please him, so she bit her lip, and let him control the pace. Now he had both hands on her ass, and he would lightly turn her cheeks apart, and that let he go down just a bit further. ‘Oh no…’ she thought, as the invader was now rubbing her cervix, and she cried out loud. She kissed him in a hungry manner, she winced and whimpered, but he let her go no faster. She could feel the orgasm coming on, something she never dreamed and old man would give her, but there it was, and it was both powerful and fast.
This had always been hers to control, but not this time, and all because this Man controlled the pace. With an “Oh-Gahhhh – I—I I_I_I_!!!” she threw her head back and screamed as the orgasm flooded her, making her tremble and shake uncontrollably. Her muscles had been tensed for quite some time, and this release caused her to fall against this Man, gasping, the powerful orgasmic wave at last spent.
Source: reddit.com/r/eroticliterature/comments/m8mi8l/training_annalise_pt2