Here’s another one of those “first time with a shemale” stories posted by our reader. Thanks for sharing, Randolph, and if all of this is true you must be a very lucky guy 😉
Randolph sat at his computer working on his journal. He found it difficult to put into words the experience with Misha. Her appearance in the femdom outfit surprised him and also made him feel uneasy. He had never experienced femdom before but after reading the Playboy article he realized that Misha’s performance was a very mild version of femdom. Pain and suffering and extreme humiliation were not things he wanted to participate in and he was glad it didn’t happen. However, the sex fantasy role playing was fantastic. He had not realized how much effect imagination combined with a sexy provocative image can have on desire for sexual experience. He realized that the femdom role made him focus on oral sex, during the time Misha was on top of him, the thought of intercourse with her did not occur to him, all he wanted to do was lick her sex. The combination of her aggressiveness and the intense desirability of her swollen wet sex overwhelmed his senses and his cock exploded with cum without being directly involved, his mind took care of it.
Her demeanor at breakfast seemed to suggest that she intended to come back. If she does come back, he wondered, would he submit to more sexual domination? The light kiss after breakfast may suggest that Misha had something else on her mind. He felt that he could easily fall in love with her but the age difference bothered him and it seemed unlikely that she would love him considering he was so much older. He was well aware of her passion for seduction and sexual excitement. Was it just an exciting erotic game for her? So many questions, so few answers.
While he was musing about Misha, he heard a car come up the driveway. It was Misha with another girl behind the wheel. He met them at the door and Misha introduced her friend, Kim. Kim looked South East Asian, she was as tall as Misha but slimmer. She had an athletic look about her but her face had a smooth lovely olive complexion. Her hair was very dark brown almost black. Her dark eyebrows curved outward and upward like Nicole Kidman’s. Her eyes were large, very dark and almond shaped. The curve of her eyebrows along with the slant of her eyes gave her a very intriguing exotic appearance. Her lips were full and had a well defined bow shape to them. She was very attractive. He offered them coffee and they sat down on the couch. Misha proceeded to talk about Kim. She met Kim at the Gym, Kim was a fitness instructor there. As Randolph gazed at Kim he noticed her excellent physical condition. Her legs and arms were slim but slightly muscular and shapely in the female sense. She was wearing a rather short violet skirt and a silky blouse. She appeared to have good taste in clothes and the Lexis coupe she was driving looked new. Misha said that Kim was living at home and commuting to college. Her father was Vietnamese and a doctor at the hospital. Her mother was also a doctor.
The Salmon were running up the river and Randolph had managed to catch several. He asked the girls if they would like a grilled salmon dinner and they did not object. While he prepared dinner, the girls chatted by the fireplace. He noticed that they were often touching each other as they chatted. He served the salmon with greens and potatoes from Ronda’s garden. He also chose a local Chardonnay for the wine. During dinner Kim talked about fitness and health and Misha discussed her sexology class. Randolph preferred to listen most of the time, although he did comment on his efforts at learning how to fish. They sat by the fire after dinner, He noticed that the girls always liked to be close to each other, often caressing each others legs. Randolph told the girls that they could sleep in the bedroom and he would be quite comfortable sleeping on the couch, they agreed and thanked him. Later, the girls proceeded to the bedroom.
A few moments later, Misha appeared back in the living room, she had on her stilettos and the black cape, she also was wearing a black captains cap. “I have a surprise for you” she said. “Oh, I see you got a cap for the outfit” Randolph replied. “Well I have more than that”, she opened her cape and revealed a black leather bra and black leather miniskirt. “Kim bought them for me”. Randolph could not take his eyes off her, with her smooth porcelain skin contrasting with the black femdom outfit. “You look extremely sexy” he said, “You are activating my limbic system”. “Well I have something else for you” she then revealed a holster on the side of her miniskirt. She reached down and pulled out of the holster a leather whip. It was not very long but had nine strands, a cat of nine tails, a type of whip used in the old British navy and nowadays for BDSM. Randolph’s eyes widened, “what are you going to do with that? “If you properly obey me, I won’t get carried away with it”. She then held it over his shoulder and stroked his back with. “Take your clothes off “she commanded. She then proceeded to tie a blindfold over his eyes, “get up and come with me”, she said. Misha led him into the darkened bedroom and told him to “kneel here”. Misha then proceeded to tie his hands behind his back. Misha removed the blindfold and as his eyes adjusted to the dim moonlight shining through the window, he became aware of a figure in front of him. Misha turned on a small night light and he saw that it was Kim facing away from him. She was naked and her body was a delight to behold. Her trim round hips, narrow waist and firm buns were a delight. Misha came up beside him and again brushed the whip over his back. Randolph was getting aroused by Kim’s lovely body, yet he was also concerned with what Misha was up to. He waited for what was next. “Okay Kim” Misha said and Kim slowly turned and faced Randolph. Randolph gasped “Oh my god, she has an erection! Misha patted his head “how do you like that!” she said. Kim’s cock was large, probably eight inches, it was well formed with a slight upward curve that gave it a particularly aroused look. “Isn’t it lovely”, Misha said as she kneeled down and kissed its head. Kim put her hands on her hips and moved her hips forward so her cock was inches from Randolph’s lips.
Randolph was shocked. His hypothalamus was in turmoil. His mind was responding to Kim’s female beauty and confused by her male genitalia. Everything about Kim had been female, her face, her body and her demeanor. Now his mind is trying to process the fact that she has a cock. An erect cock is an obvious signal that the owner is interested in sex, and since his mind is telling him that Kim is female, shouldn’t he respond to Kim’s invitation? Misha said, “Don’t you want to kiss it, just lean forward a little bit” as she stroked his back with her whip. Randolph leaned forward and kissed the tip of Kim’s cock, it felt very warm smooth and firm. Then he felt it push his lips, he opened his mouth and Kim pushed the head of her cock into his mouth. At first he felt uneasy with Kim’s big member in his mouth but as he experienced the shape and the feeling of it, he began feeling very excited. He could feel the sexual energy radiating from it. He started licking and sucking it. He took it in deeper so his lips slipped past the head and surrounded the hard throbbing shaft. Kim was responding with groans and grunts as he slowly sucked her gorgeous member. Randolph was feeling pleased and aroused at Kim’s obvious response to his attentions to her moist succulent cock. Kim reached down and cupped his ears with her hands and held his head still as she began thrusting her rigid cock into his wet mouth with her hips. She moved slowly at first and then with more rapid movements. She was getting very excited, breathing heavily and grunting with each thrust. Randolph was reaching psychic overload with Kim’s hard cock thrusting deep into his mouth. Suddenly, Kim held his head tightly and began rapid short thrusts, her body shuddered and he felt a swelling pulse in her cock. Her hot cum came shooting into his mouth, he swallowed and more came, load after load. He swallowed each load and a strange feeling of ecstasy overcame him. He loved satisfying Kim’s urges. She completed her orgasm and for a few moments stood there with her cock still in Randolph’s mouth, catching her breath. Randolph was continuing to gently suck it, to get all of her cum. “My god this is exciting”, he thought. Then she looked down at him, smiled and said “thank you, I love you, that was wonderful”.
While Kim was enjoying Randolph’s attentions, Misha was taking care of her own needs, under her miniskirt, as she watched Randolph become adapted to a new sexual experience. She enjoyed the way Kim built her ecstasy by thrusting her hips, she was so flexible and well coordinated. She had perfect control over her hips, her big cock and Randolph’s welcoming mouth. Misha then untied Randolph’s wrists and the girls took a shower. Randolph put on a bathrobe, went into the kitchen and poured three glasses of champagne, added logs to the fire and sat on the couch. Shortly, the girls arrived and they toasted Kim’s and Misha’s orgasms. The girls were sitting on each side of Randolph, they looked at each other and Misha said, “Its time.” They opened Randolph’s robe and Misha took hold of his cock and began slowly stroking it. Kim watched while it rapidly expanded to its full height. Kim then leaned over and began sucking it. Randolph looked down as her full shapely lips slipped over his cock’s head and down the shaft. He was amazed as she went all the way down his big hard cock to the hilt! How could she do that, it must be going down her throat! Then both girls began working his cock Randolph felt semi-delirious with pleasure, never in his wildest fantasies did he ever dream of an evening like this. The girls continued loving his cock, Misha stroking the shaft while Kim took care of the head. Randolph tried to prolong the delight but the pleasure was overwhelming and he provided Kim with everything he had and Kim eagerly took all of it.
They toasted Randolph’s orgasm and then finished the champagne while being warmed by the fire. The girls then cuddled up to Randolph, laid their heads on his broad shoulders and fell asleep. Randolph lay there with his arms around these two lovely sexy girls wondering what he had ever done to deserve this. He then drifted off to sleep with a contented smile on his lips.
Post tags: blowjob, cum, sex, shemale, Shemale Stories, stories, tgirl, tranny
Dear Shemale lovers,
I like writing erotic stories and would like to focus on stories involving shemales. I would appreciate some feedback on the Kim, Misha story. Do you like it or not like it? Can you offer suggestions to make it more interesting? All comments are welcome.
excellent story-wish the wife knew a shemale so i could her cock whilst the missus watched
it was great. i loved the part where he swallowed her, but the misha’s cumming wasn’t so clear. the strap on was cute.
i want a story line of shemale sissification. that’d b hot, since i can’t find the vids of that site anywhere on the net.
good story, keep ’em coming. the visualisation was easy with the smooth writing.
Rather good. Now, is it true? Or fantasy?