Bear Back Riding

Story by Bearzerker01 on SoFurry

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I'm back, and this is my first story with my new fursona, Art Preben. I figured the new character needed a introduction with one of my favorite species, Horse. Read, Rate and Review!


Bear Back Riding

It was around 6 o'clock, all the students and most of the teachers had gone home for the day. Art Preben, the schools temporary janitor, was making his rounds; cleaning up the graffiti, wrappers and other messes left by the high school students that day. He didn't mind the job, having taught a few years himself he understood both the teachers and the students so, unlike some of his fellow janitors, he never took the messes too personally.

He approached a room belonging to Mrs. Lee, a mare who taught Sophomore English. She often worked late so he wasn't surprised to see her behind her desk, typing on a computer, when he entered. He nodded towards her as he pushed his cleaning cart into the room and began his work. She nodded back and went back to her typing, obviously engrossed in her work.

He continued his work until he heard an opening for a conversation. He heard her stop typing on her laptop and he shot her a short "How's the evening Mrs. Lee?" Normally she would respond with some friendly banter, until he finished and was able to leave the room, however, this night she was silent. He looked up to see what was the matter and he found her with her mouth open, eyes wide, focusing intently at the screen. "Is something the matter?"

She shook herself back to reality and looked up at the visiting janitor. "Sorry Art, I...just...need a break..." She closed the lap top with a slam.

Art, concerned approached the mare and gently touched her shoulder. "What's the matter?"

She shook his paw off and shrugged "It's nothing."

Art, concerned for his friend, slipped behind the frustrated mare and began to work her shoulders with his paws. The massage at first was resisted but eventually relaxed Mrs. Lee. As she enjoyed the attention of the bear's paws she moaned out "If only I could have those talented paws at my disposal all the time..." The hint of sexuality in the moan perked up Art's ears.

"So, having trouble in the bedroom?" Art asked as he worked the stress out of her back and shoulders.

Being relaxed and comfortable Mrs. Lee let slip her feelings, "My husband is unavailable most of the time. There is only so much a wife can do by herself."

Art hadn't had sex in a long time and Mrs. Lee had a body on her. She was a gray skinned mare with a long white mane and obviously in her later years, yet her body was of a much younger, toned and tighter filly. He admired her crimson silk blouse, short skirt and the simple stockings showing herself off as a mature female who was patient yet more than willing to let her wild side out.

Finally the thing that separated her as a teacher and a female was her glasses. They were stylish, with their barely viable frames, yet exuded intelligence, with the large round panes of glass that reflected everything in the room. Together they told a story of a female who was stern and observant yet friendly and fun.

In a moment of inspiration Art leaned over and whispered in Mrs. Lee's ear, "Why not let me help?"

Art thought she might be surprised from the sudden sexual invitation however he was the one surprised at her response. "I'll do anything once, twice if I like it."

Art froze for a few seconds, surprised at her response but got right to work, spinning the chair around and getting down on his knees. At first he nuzzled the inside of her thighs, using his tongue to explore them further. As he worked up her skirt with his head he began to feel and taste the heat of her arousing sex. He glanced up as a bit of light reflected off her wedding band, a reminder of the illicit nature of their actions, a thought that caused him to chuckle. He had never serviced a married female before.

She moaned and stiffened up as he felt her hoof reach to grab his head in encouragement, though all she managed to grab was his hat, as his tongue quickly licked her wetting sex through the thin cloth of her crimson panties. He chucked as she tossed his hat away in the passion of the moment grabbed his short hair to pull him closer to her dripping opening.

With this he brought his paws up to her thighs opening them up and removing the thin fabric that only served as a collector for the evidence of Mrs. Lee's desire and frustrations. Her glistening opening was well trimmed and maintained; it only took two digits to make it accessible. His digits, dripping with the lubricant of the mare, began his work by licking her tiny nub and using his free paw to insert and rub the walls of her under used sex.

His tongue sent shivers up the spin of the neglected filly, her eyes rolled back as she pushed his head deeper into her crotch. His steady yet furious attack on her nether lips was more then she was expecting or had ever experienced. She felt, one after another, the waves of pleasure wash over her until it was as if a storm of pure bliss raged in her body. One after another orgasms ripped through her, to the point she lost count. Finally after one last thundering orgasm she slumped into her chair unable to move.

Art removed his muzzle and digits from the trembling mare licking up some of the remnants of her pent up frustration, finding the taste rather unique. It was a bit sour with a hint of fruit in it. He looked up at the spent but content mare with a smile and rose to his feet. "Good enough for a second time?" He gloated as he finished licking the juices from his muzzle and paw. Her response was little more than a simple nod causing Art to chuckle as he turned to gather his materials and continue his rounds.

He heard the sound of the mare slowly pulling herself towards her desk and turned to see her scratching out something on a piece of paper. It was a note that she handed to him as she straightened herself out, collecting herself from the otherworldly experience he had just given her. "Thank you for your massage Art. I expect to see you tomorrow night; you will need to be there in person for your reward." Her eyes narrowed and a smile crossed her face as she finished the sentence, giving the bear an idea of what she was planning.

Art took the note and nodded. "There is no need to reward me Mrs. Lee; I always help out damsels in distress." He smiled at her pleasantly as he honestly never thought of himself while servicing the stressed teacher. He enjoyed the act, it gave him practice and hopefully would give him a reputation among females of a dream come true.

She glared at him in response, "You will be there, I am not a charity case."

He nodded in response waving at her as he left the room. He figured it was better to not argue with the mare as it seemed dumb to argue out of a pleasant surprise. Art finished the night and next day with little interaction with the mare, though he did catch a bit of one of her lessons. She seemed much changed from previous days. She seemed much happier and youthful, bouncing around the room and making jokes. He was satisfied that he had done his job well before returning to the duties of his current employment.

That night he arrived at the location written on the note, a moderate house on the edge of town. He approached the front door to find it cracked. Nervous that the husband might be home, he knocked as he pushed open the door. He peaked in to see a simple living room with the lights off. A flight of stairs lead to an open balcony and several rooms on the second floor. The furthest door from the stairs was cracked and had dim light flicking from it. Assuming this door was where he was supposed to go he carefully ascended the stairs.

He approached the door carefully, not sure what he'd find on the other side. As Art opened the door the dim candlelight coming from the room illuminated the simple room. A few photos of a happy couple lined the walls; two sets of chest of drawers along one side and a large king sized bed dominating most of the room. On it the light barely showed the figure of the full figured teacher he had taken care of only a day before.

She wore sturdy yet elegant undergarments and silk stockings attached to a garter belt. Her mane was splayed out in a halo around her head as she reclined, legs crossed with a glass of red wine in her hoof. Her expression was one of seduction, patience and power.

"You didn't tell me you taught Romance Mrs. Lee..." Art remarked as he entered the room and removed his hat. The mare smiled back, "Not Romance, Modern literature, and tonight call me Cheyenne." With that she gestured to another class of wine waiting beside the bed.

Art smiled, "Cheyenne it is..." and then took the glass before carefully slipping beside the waiting mare. He wondered why she was so eager to get to work until he took a glance at a nearby photo of her vulpine husband. He found it very strange that her husband wasn't even home at this late hour. It became clear that he was either unable to please this curvaceous beauty or batted for the other team, hence why he has been absent in his wife's love life. He wondered why she married him in the first place but his thoughts soon wandered back to the pleasure at hand.

The second he slipped into the large bed she began immediately removing his shirt with her free hoof only stopping to finish her glass. Once finished she carefully placed it on an end table and made short work of the bear's shirt and tie and quickly worked on his pants. Before he knew it Art was shirtless, in bed, drinking wine with a beautiful mare preparing to service his needs.

As he felt the mare pull away his last remaining bit of clothes the cool air of the winter hit his slowly growing member causing him to sigh. Before he could even thank her, Cheyenne was hard at work on his stiffening member, using her natural advantages of a long muzzle and talented tongue to great effect. Art never realized that a simple rub down would lead to something like this, he began to wonder what other hot teachers might need a little janitorial attention.

As the mare licked and rolled his member in her muzzle the bears thoughts became disrupted. He found it hard not to focus on the pleasure the expert female was giving him. He ran a paw through her thick brown mane as he shut his eyes and moaned her name. It had been some months since his last hook up and at least a year since a female had even gone down on him let alone a female of Cheyenne's prowess. It wasn't long before he could feel his end nearing, his body began to twitch and his breath came short but the eager mare didn't stop. Just as he was about to release his seed into her waiting mouth the mare released his pulsating meat and, with a devilish smile carefully began removing her top.

Her pace was slow and teasing not allowing her nipples to be seen by the hormone flooded eyes of Art. Even when her bra came free and was dropped clear of the bed she still held them to conceal her full breasts from view. She turned her back towards the aroused bear and slowly worked the rest of her clothing off of her, giving Art a good view of her naked back and little else.

"You ever rode bare back?" She cooed as she flashed a wicked smile from over her shoulder at the aroused bear.

Art shook his head in response, "I heard it was rough..."

Cheyenne shrugged and cooed, "Don't worry; I'm not much of a bucker..."

Cheyenne giggled as she carefully backed up and positioned herself over the throbbing erection. Art was helpless to do anything but watch as the beautiful mare impale herself on his member. They moaned in unison as the mare began to move on him. Her walls were incredibly tight for a female of her age giving mind blowing ecstasy to the bear. Art enjoyed the ride clutching the ankles of his equine lover as she pounded away at his meat.

Art's girth was causing Cheyenne some trouble, not being used to being penetrated by such an endowment. She worked it over with glee hoping the roughness would go away as she kept up her pace. Soon the pain dissolved into a state of bliss. The pleasure of having a male inside her, especially a male this large, once again was indescribable she found herself begging for her bear to thrust into her and even shouted out, "Grab me, touch me!"

Art would take this as a key to grab the mares full and firm breasts for the first time, caressing and teasing her nipples till they were firm. The heft of breasts felt perfect as he continued to do his part in their intimate ride.

Cheyenne rode more than the bear, as she twitched with pleasure the feel of the rod deep inside her creating orgasm after orgasm. As she reached a particularly violent release Art could not hold on any longer, roaring as he emptied his seed into the waiting and receptive filly.

As they came down in from their orgasmic highs they removed one another from their intimate embrace. Cheyenne turned and for the first time Art saw the fullness of her breasts, the curve of her waist and the bulge of her hips. The mare also had distinct signs of age, her skin becoming blotchy around her stomach and marks on her breasts where she was beginning to sag with age. She had the figure of a Greek Goddess withering from misuse.

They cuddled up together, their juices drying on their bodies, and caressed each other tenderly. Art began to ask if he could remain the night but anticipating the question the filly placed a digit over his lips silencing him and smiling. They remained in each other's arms, having quelled their long flamed passions, and drifted off to sleep.