That Wednesday I told Princess Helen that I was taking my little sister clothes shopping to get her a dress for Friday night, and to head home with her brother instead. after last bell at the Academy, I met up with Taygete and took her to Kolonaki, an upscale neighborhood known for its high-end designer boutiques and luxury stores. Heading directly for Voukourestiou Street to find high-end brands and designer products we went into various boutiques scattered along the street in search of the perfect evening dress and matching shoes.
After trying various dresses on from elaborate to simple, we settled on a deep purple dyed leather evening dress that came down in a V-cut accentuating her large breasts and tied behind her neck. The dress hugging the lines of her body contours, came down and finished as a mini-skirt with slits on the side for movement. Her purple dress and matching purple leather shoes with raised heels perfectly matched her purple eyes and accentuated her orangish golden hair.
Impressed, I couldn’t help but remark “You look amazing in that dress Taygete, I would take you for myself if you weren’t my sister. When Prince Cleomenes sees you in this you are going to blow his mind and his eyes are going to pop out!”
With a seductive smile on her face, Taygete put her arms around my neck, jammed her boobs into my chest, and pressed her body up against mine, saying “It’s not too late for you to have your way with me, and make me yours.”
Shaking my head side to side, I patted her on the head, saying “I will always love you as my little sister. Now get off of me!” and grabbing her under her arm pits, I lifted her up and set her down arm’s length away.
Paying for her dress and shoes set me back three large silvers. Ouch! Women’s clothes sure are expensive. After paying, we left the store and headed home.
Wednesday night, Ariphron was home for dinner and went to his room afterwards. Waiting a little while for everything to settle down, I went up to my brother’s room, knocked on the door and asked to come in. Hearing a positive acknowledgment, I opened the door and walked in to find my brother doing homework.
Breaking the ice, I queried “Ariphron, lately I noticed you’ve been going out at night a lot and partying, not coming back until late, if at all. Is everything all right, this kind of behavior isn’t like you?”
Thinking for a bit about how he should reply, Ariphron responded “I’ve been hanging out with my friends at clubs in Exarcheia. Those times when I don’t come home are when I’ve found a girl to spend the night with. I don’t have a mistress like you after all.” He revealed.
Concernedly, I asserted “Well, I worry about you. I’m concerned that you could turn out a drunken, trifling, lay about. You need to be careful about who you hang out with; those foolish goofballs you run around with can be a bad influence on you and lead you into all kinds of trouble. I don’t want to watch your life fall apart on top of seeing our father work himself to death. Father and I need you.”
Ariphron despondently responded “Why bother anyways? It’s not like I can compete with you brother, and it’s going to be you that winds up inheriting the family business as well as being the one who ends up running it.”
Looking at Ariphron with a new understanding, I stated “I don’t have a problem if you want to be the one who operates the family businesses. I’ll certainly be there to help solve problems, but I intend to focus on starting new business avenues and developing new sales channels. I certainly can’t do it all, and just like father has grandfather as his right-hand man, I want you, my brother and somebody I can trust implicitly, to be my right-hand man. Besides, I plan on going on a couple merchant voyages after graduating from the Academy, and could easily die at sea or fall in battle in foreign lands. If something like that happens, you might have to run the family business yourself anyways.”
With my little spiel already having put a surprised look on Ariphron’s face, I continued “As for women, you need to stop messing around with town girls. It’s an indisputable truth, that we marry the ones we date. Plus, you need to worry about potentially knocking up some commoner girl that you wouldn’t want to marry. Like me, you need to find a smart noblewoman who is the daughter of a prominent commercial family and make her your mistress and assistant in business, along the lines of what Peitho is to father. I don’t think you need to marry her, as I can see you winding up in an arranged political marriage with some foreign noblewoman.
“We should probably also talk about those foolish, idiotic, supposed ‘friends’ of yours in Athens and back in our hometown. They aren’t hanging out with you because they like you, they are hanging out with you because they want you to find a job for them in the family business. That’s fine and all, as I’m going to be trying to increase sales, which will require more production and more workers, but you have to be ruthless with them and fire them if they aren’t dependable, won’t work, or don’t do the job the right way.
“I think you should go and talk with father, and tell him that you want to be more involved with the operations of the family business. You may even get him to pay you for working in production or the warehouses on the weekends. I know he sure could use our help.”
With that I concluded my little talk with my brother. He even agreed to go talk with father.
Thursday after last bell, I visited the family’s general store in the Agora so I could speak with my father. Heading upstairs to the office space, which also doubled as Peitho’s personal residence, I knocked on the office door. After being invited in, I entered father’s office to find him seated behind his desk working through a stack of papers and his Executive Assistant Peitho, a tall and slender woman with brown eyes and brunette shoulder length hair who was wearing a simple, conservative navy-blue suite, standing close by holding another stack of papers in her arms.
Walking in to stand in front of his desk, I politely said “Pardon my intrusion, I came today because there are some things I wanted to talk to you about, Father.”
Indicating a chair for me to sit down in, father put down his quill and got up from his desk to sit down in the chair across from me, asking “So what’s on your mind son?”
With conviction I began “Frankly Father, I’m worried that you are over-working yourself. You always seem to be working and you don’t come home for days, so I seriously doubt that you are even eating right. Your Mistresses are even complaining that you don’t give them enough attention, love and affection, as well as not taking care of their physical needs. I’m worried they might go astray to find some other man that will meet their needs, filling the hole created by your neglect.” To which Peitho uncomfortably shifted behind father, looking away contemplatively.
Father quickly responded “Yeah, it can’t be helped. I’ve been ridiculously busy running the business, though Alcyone came just yesterday to see me and brought lunch, while forcing me to spend some time with her.”
Happy that she followed through with my plan, I admitted “Yeah, I told her to do that. This year I want to find ways to help you out and reduce your work load. I’m working on finding a noblewoman to assist me as my work wife mistress, like Peitho. There are some ideas I want to look into and try to see if I can’t make the family businesses more profitable as well as develop new sources of income.”
Giving my comment serious consideration, Father admitted “Our stores are having a lot of issues, since a lot of the products are high end catering to the nobility, but the store attendants are mostly all commoners. It’s having an impact on product sales and generating customer complaints.”
Taking note of the issues he pointed out, I moved on to the next topic “I spoke recently with my brother Ariphron and he expressed a lot of interest in being more involved with the family business’s operations, with the goal of being active in running them. He also has some friends here in Athens and back in our hometown, who I believe are low level nobles that would be interested in working for us, but the jury is still out on whether or not they are foolish idiots. I told him to come and talk to you about it, so you’ll probably see him some time soon.”
Smiling at the prospect, father commented “Well, that could be most helpful. I’ll try to find some way to work him in operations so he can start learning to take on a managerial role.”
“That brings me to the main topic of the day, Prince Cleomenes of Sparta has asked me if I would be willing to marry his younger sister Princess Helen of Sparta, a Junior at Athena Academy, who is quite willing to accept the arrangement, and who I am currently dating. In exchange he wants to marry my sister Taygete and take her as his queen. We are to get together Friday evening so the two can meet, and we can also have marriage talks over dinner. As a result, I would like to use the family business’s carriage for transportation to the event because it is classy enough for such a state affair.”
Mildly surprised, but agreeable, Father acquiesced, but then pushed his own agenda “Alright, that’s fine, I’ll just take the stage coach home this weekend to see your mother Agariste. There is also a topic along these lines I need to bring up with you. King Sithon of Thrace has insistently and almost demanded an arranged marriage between you and his daughter Princess Pallene, having already put up the gold for the dowry. As you know, Thrace is one of the main providers of grain to Athens and also one of our staunchest trading partners. We cannot ignore this request, and so I would like you to take her on a date this Sunday and discuss a possible marriage.”
Contemplating the situation, I could only reply “Alright Father, I’ll meet Pallene at Syntagma Square in the heart of Athens an hour before Noon on Sunday. I’ll take her on a leisurely walk through the neighborhoods to the charming Plaka district, known for its narrow cobblestone streets, and classical architecture to a tavernas for lunch. I’m then thinking she would enjoy spending the afternoon exploring the Acropolis, the ancient citadel of our city. After that, we’ll see how it goes. If we get along, I’ll take her somewhere nice for dinner.”
“Alright son, I’ll send a message saying just that. Here take this. It’s a little spending money.” And with that he tossed me a small sack of large silver coins from one of his desk drawers. Inside was enough money for a family of commoners to live off of for many months.
Peitho followed me out of father’s upstairs office and downstairs to the warehouse in the back of the general store where she grabbed my shoulder and tried to corner me.
A frustrated look on her face, Peitho demanded “So, what did you do to Alcyone? She says you are training her and it seems like she has really changed. What’s worse is she is getting your father’s love and affection while I’m missing out!”
A teasing tone in my voice, I queried “Are you jealous or something? Alcyone was saying that you were pretty pent-up. Do you want me to train you too?”
“I don’t want to lose to Alcyone” she said adamantly.
Reaching out with one hand to protect the back of her head and shoving her by the shoulder with the other up against a couple stacked crates, I put my left leg between hers and up against her crotch, effectively locking her in place. With my face inches from hers, I aggressively looked deep into her eyes and asked “Are you sure? This is hands on training not for the shy or timid. Though judging by how you are dressed, a beautiful and amazing women such as you is desperately in need of it seeing as how you are hiding how sexy you are behind those truly homely clothes.”
Timidly swallowing, she could only manage a response of “Oh, uhm, ahh, y-yes” as she looked away embarrassedly.
“Okay then, first lesson kissing” and with that I grabbed her chin to face and locked my lips with hers as I started twirling my tongue with hers in a deep kiss. At first, she was shocked with her eyes opened wide, but soon she settled down closing her eyes as she started to enjoy it. I then raised both her arms, wrapped them around my neck, and then pulled her body into mine, my hands roaming over her torso freely finding her ass cheek and her shapely breast, eliciting a little squeak out of her as she clenched back up. After a few seconds she started to relax again and I began to start massaging her breast and squeeze her firm butt, causing her to melt her body further into mine.
Next, I undid the buttons of her suite coat, pulling it off her shoulders, letting it drop to the floor and then unbuttoned her dress shirt, exposing her beautiful shaped medium sized boobs, which also got tossed on the floor. I then raised both hands to her breast to start massaging them, eliciting a moan from Peitho, which encouraged me to kiss my way down her neck and chest to take one of her nipples into my mouth and start licking and sucking on it.
The hand that was freed worked its way down her stomach unbuttoning her skirt and then working its way into her underpants, which were yet another pair of crappy white bloomers, to start massaging her privates. Alternately rolling her clit between my thumb and forefinger, and then running my middle finger down her slit and into her soon drenched hole, Peitho started to moan louder. Not wanting to attract attention, I had to release her nipple and seal her mouth with a deep kiss. Soon, I could tell she was cumming from the foreplay as she let out a muffled “Hrrm, Humm, HAAHNM!”
Understanding that this was the time to progress, I unbuttoned my pants, dropped them to the floor and ripped her bloomers down to the ground. Standing back up, I then lifted her leg with one arm, and aimed my cock at her hole with the other, thrusting deep inside.
In response Peitho let out a loud “AAAHHN” moan, probably experiencing another orgasm.
“Shh, you’ve got to be quiet or we’re going to get caught” I warbed and then sealed her lips again with a deep kiss to keep her quiet.
After thrusting into her a little while with one leg up, I reached down and pulled the other one up with my other arm, using the force of gravity to drive all the way up inside her to her womb. Peitho was in so much bliss I could tell she was starting to lose her rationality. With her already having cum a couple times, I decided to just fuck her hard until I blew my load deep inside her, moaning “Aah, Ahn, Aaahh!” Splurt, Spurt, Spurt.
With my cum filling up her womb, and my hard cock expanding even larger inside her as I came, Peitho came once again alongside me, her mouth now unblocked loudly moaning “Angh, Aahn! AAAAHHHH!!” her arms clenching me tighter and her body quivering in my arms.
After cumming, I let her legs back down to the ground and held her tight in my embrace, saying “So that is what sex should really be like. Did you enjoy it?”
With a satisfied smile on her face, she snuggled into me and replied back “So that is what an orgasm is like. I’ve never experienced that before. Thank you.”
“My pleasure. The goal of your training is to teach you how you can regularly experience that with my father. So, I think what we should do here is I’ll come over on the weekends when father is back at the country estate and train you. This Saturday I’ll drop by in the morning and we’ll work on your wardrobe so that you can present yourself as the sexy, beautiful woman that you actually are.”
Excited, Peitho replied “Okay, see you Saturday morning” and then she wrapped her arms around my neck and gave me a deep kiss. Talk about a model student.