Note: this is a work of fiction that takes place in a world free of STDs and birth control that always works and has no side effects; ALWAYS practice safe sex.
Part Two: Saturday's Delights
After a somewhat restless night, the cuckold awoke the following morning, still in Derek's arms. Between that and Vera's beautiful sleeping form in front of him, his dick attempted to harden in its cage, stoking the fire of his sexual arousal. Taking a deep breath to calm himself, he carefully tried to get out of bed without stirring the others from their sleep. Being stuck between two people and under a blanket, was easier said than done. Besides his need to use the bathroom, he was hot from their body heat and needed to cool off.
Unwrapping Derek's arm from his waist, he softly rolled onto his back and slowly slid under the blanket to the foot of the bed. Holding the blanket in place, he moved over the footboard until he was out from under it. Standing up, he set the blanket down and looked at his Mistress and her two bulls, smiling at his success of having not awaken them. Once finishing his business in the bathroom, he applied fresh makeup to his face and donned his wig, transforming back into Heather. After slipping her legs into her fishnets, she re-entered the bedroom and, using the morning's dim light from the windows, she quietly searched for her black garter belt and a simple black thong in a dresser drawer and then went to the closet for her sexy maid's outfit.
Her Mistress had planned for them to stay the night and for her cuckold to serve them all breakfast, but since Jack was only interested in women (and now sissies), she thought a little sissy maid service would please him (not to mention Mistress). Taking the garter belt and maid's outfit to the bathroom where she could turn on the light, she dressed in everything except for her panties and examined herself in the mirror.
Being flat-chested without even breast-forms, her outfit had a conservative neckline, but its skirt was slightly shorter than mid-thigh length, so it was still revealing in a way. After straightening the maid's headpiece, she liked what she saw. Picking up her metal, jeweled buttplug, she gently sucked on it, coating it in her saliva, and then slid it between her cheeks. Her caged clit attempted to get hard as the cold plug seated itself inside her.
Sliding her thong up her fishnet-encased legs, she then went back to the bedroom for her slave collar, removed the leash, and went into the closet for her maid's uniform heels. Going downstairs into the living room, she then sat on the couch to slip her feet into the heels and then fastened her collar around her neck.
Walking across the carpeting, she turned on the light and went about picking up the men's clothes from the floor and then neatly folding them into two piles on the couch. Picking them up, she carried them back to the bedroom and set them on the floor near the door before returning downstairs. Sitting at the kitchen table, she turned on her laptop and opened a new Word document.
As part of her agreement for being Mistress' cuckold (or slave, sissy, sub, etc...), she was to write a daily journal, detailing her FemDom experiences of that day as well as her feelings about what happened and her relationship with Mistress. This was not only because Vera enjoyed having her cuckold relive his (or her) experiences, but also because her cuckold was naturally quiet and kept his thoughts and feelings to himself and she felt that he needed to share them if their relationship style was going to last.
She started the entry with the date and, because it was a special night, the title 'Ladies' Night'. She then went on about describing how he got home from work and found a note from Mistress, telling him to fix a light dinner for when she got out of work because she made plans for them. He then wrote about his excitement because he always enjoyed her surprise plans, even when it was about her not coming home for dinner because of a spontaneous date night with either Derek or Jack.
During dinner, she explained that both her bulls were free that night and were willing to come over. She also wrote what Mistress said about having Jack watch sissy porn videos while she gave him head the last few times and her hopes that he'd want to fuck Heather.
After putting the dishes in the sink, Mistress instructed him to give himself an enema to verify his 'fuckhole' was clean (which was something he did everyday regardless) while she collected their ruby red nail polish, and after painting their nails, they went into their bedroom where she attached his wrists and ankles to the bed restraints.
Going into more details about everything that happened next, Heather typed for a few hours before hearing the others get out of bed and use the bathroom. Getting up, she turned on the coffee machine and filled it with fresh grounds. Going back to her journal, she had just finished writing about her shower with Derek when Mistress came downstairs.
"Good morning, cuckie..." she said. Walking into the kitchen and seeing her, she added, "Oh you sexy little kitten...!"
Looking up from her computer, Heather saw a beautiful brunette with bright blue eyes wearing a thong and a sleeveless t-shirt with her chastity key dangling on her necklace over it, reminding Heather that Mistress owns her clit. "Good morning, Mistress." she smiled. "You like?"
Walking over to her sissy maid, Vera deeply kissed her. "You really know how to please me, don't you, slut?"
"You trained me well, Mistress."
"I did, didn't I?" Vera smiled, then looked down at the computer screen. "Having fun reliving last night?"
Lifting up the skirt of her maid's outfit, Heather asked, "See for yourself, Mistress."
Reaching down to the chastity bulge in the sissy's panties, Vera felt the telltale wet spot. Licking the residue from her finger, she sat down and asked, "How well did you sleep?"
"Between being horny and hot from all the body heat, not very well, Mistress." Heather replied without complaint in her voice.
"Well, you'll have plenty of time to take a nap later today."
Standing up and going to the freshly brewed coffee, Heather asked, "So, John got back to you?"
Smiling because her sissy cuckie was thinking the same thing she was, she replied, "Last night; he wants to pick me up here and then take me out to dinner around five."
John was a man who sent her a message on her Fetlife profile, asking what her boyfriend thought of her sleeping around with other guys. He was recently divorced and in his early forties, just beginning his exploration into the kinky realm. After messaging back and forth for about two weeks, she was ready to test out this new prospective (and older) bull and he was ready to test out her young, supple body. Though, she wasn't sure how much he would be willing to play into the cuckold/hotwife kink, besides fucking her without her cuckie present.
Filling a mug with coffee and adding the right amount of cream and sugar, Heather asked, "You think he's really interested in being your new bull or just a one-night stand?"
Taking the mug from her sissy maid, Vera said, "I'm not sure; I'll definitely ask about it over dinner, but even if he just wants to hook up..." she playfully looked into her eyes and shrugged.
As Heather was about to sit down, the two men came downstairs, fully dressed, and went to the kitchen table. Jack couldn't help but stare at the sexy little sissy maid and move to her, sliding his hand up her skirt to squeeze her ass.
'Sissy maid service sounds nice this morning." he said, pressing his lips to hers.
"I'm here to serve my superiors, Master." she submissively replied.
Sitting down, Derek asked, "How about some coffee?"