SOLD!!! – Pt.10

The envelope took me to a parking lot of a local PR firm. It was an old, upscale place that was stodgy and absolutely reeked of money. I was there to meet Annalisa Sherrill, who was a socialite & local philanthropist. The info in the card told me that our session was to take place at her workplace & her home, and she wanted something that was…”unique,” But I was up for it. I texted the number, saying simply “here” and after a moment she responded “stairwell”. As I approached, she let me in.

It was nearly 6pm, but Ms. Sherrill held her finger to lips and mouthed “shhh…” then led me up the steps two floors, a quick peek, then she moved me to her office, where I waited. 15 minutes later Anna came back. She walked up and down the hall checking to make sure we were alone and then to my delight she entered the office, and knelt.

“Did you bring the bag?” I asked (as per her wants) and she placed it in front of me. Taking it, I walked over, lowered the office shades and said “Good girl, you may now strip for me.”

SOLD!!! – Pt.9

Brianna was enjoying a breakfast that I had whipped up for her. Cooking was something that I enjoyed, so getting to cook for this incredible lady was better all the more.

“Bae, I need you to know something” She said

“What do you need, Bri-?” I asked, “you name it”

“I need to know that this is more than just sex. Bill, I could….I could…”

I put the utensils down, and taking her in my arms, I said “Brianna Davenport, I’ve had a crush on you since back at the store. This is MUCH more than just sex Brianna, I hope I am showing that, especially after last night.”

“You are,” she said, and returned the kiss. “it’s just this thing with Veronica. I am working on something, but I can’t tell you what it is. For now, you are going to have to see other females that she sets you up with, and that makes me sick. But I am VERY close, you have to trust me.”

“I do bae, I swear. Brianna, I’ll do ANYTHING to get away from the clutches of Veronica. I can’t stand being manipulated like this.”

SOLD!!! – Pt.8

Brianna opened the door, wearing a floor-length robe, and gave me a big hug and a kiss, whispering “Hello, Hero.” She then suggested I call my mom and tell her I was with a friend or something. I had just the excuse, and just as I was ending the call, Brianna came back in the room.

“Bill, I need to know what Veronica has going, please tell me.” She said. Brianna’s eyes are the type you get lost in, so I spilled everything, and I mean everything including what I had just been doing. She nodded, completely unfazed.

“Veronica is one nasty, twisted bitch,” Brianna said. “she actually has several young men that she uses like yourself, and make no mistake, you’re never getting out from under her, not without help. I and some others have tried to stop her, but we can’t. But Billy, I have to tell you something. I have always had a huge crush on you. Then the other night? Well, I can’t stop her, but I’m willing to rescue you.”

SOLD!!! – Pt.7

I wasn’t all that awake as I heard someone in the house with me. I glanced at the clock. It was a bit after 9, Mom would already be gone, so it was a great surprise when Veronica entered my room. “V-Veronica? How the—”

“What’s the surprise, silly? You know your mom & I have been friends for years. I know she keeps a key above the door, so I let myself in.” Walking over she knelt, pushing me back onto the bed. “Now I’m on my way to a business meeting, you remember how I am with those, right? (I the thought of her riding my face flashed thru my mind) And remembering how good it felt to have that money-making cock in my mouth, I said to myself, ‘Girl, you got time for some quick fun…so here I am.”

I felt Veronica’s hand slide down my torso and settled on top of my covered erection and gave it a really firm squeeze. I involuntarily groaned as I felt her touch to the depths of my swollen nuts. “Veronica…” I said, not really wanting to.

SOLD!!! – Pt.6

urned out I actually knew this person. She was an old family friend and former employee of the shop, Brianna Davenport. Brianna had worked for mom when she was in high school and her freshmen college year. Brianna was my first real ‘crush’ when I was like 12 or 13, and I have always wanted to fuck her. She is short, around 5’3”, but well proportioned. She has a bit of a muffin top, & huge tits that made for incredible cleavage. Standing next to her I could never help myself from looking down and fantasizing about her nipples. Not to mention an ass that fills her jeans to perfection. And legs that were naturally taught, like my dick every time I saw her, and today was no different

I could not wait to get to her house. When I did she greeted me at the door with a hug, a grin, and a really nice party dress. She explained that I was to be her escort to a party her company is throwing, she now works as a charge nurse for a private upscale practice. She smiled when she saw me and said “Wow Bill (only Brianna used my proper name), you have certainly filled out to quite the man, I’m really glad you came with me tonight.”

SOLD!!! – Pt.5!!!

Her eyes lit up like Christmas lights. Marlena really got off on being dominated, and I was getting off on dominating her. I took my dick in my hand and pointed at her wet hole. I touched the tip of it to her slit, the damn thing was positively soaked. She moaned LOUDLY as I slid my member up and down her cunt. I would stop at her entrance for just a second and then I would slide right past it just to drive her crazy.

Marlena would whimper like a dog whenever I slid past her entrance. She needed my cock so bad, and began to beg me in a meek voice “P-P-Please Master! Please use your pussy. It – It wants you SO ba-aa-ad!”. I considered this just another punishment for her. She could barely contain herself, her hips were swaying with my movements, whining and trying to get my stiff dick to fall inside her.

SOLD!!! – Pt.4

Veronica had wanted me to come to her house, and she let me right in. Rather than loving though, she was, if anything, cold. It was making me start to see her as she really was. “Billy, yes, right this way.” She said, as she led me through the house. “we’re heading to my office in the back. When you get there, be a good man and strip.”

“Veronica, I’m not sure if I want to.” I replied. Veronica was a gorgeous woman to be sure, but I didn’t care for being treated like an object. I was torn though, because Veronica was wearing a single piece dress that while intended for work, hugged her curves and stopped not very far below her hips.

“Look Billy,” Veronica said, as we entered the office, “It’s time you came to some hard realities. You started with me to help your mom, and you are doing great. My understanding is that her sales are holding but not doing better. Conversely, the ladies that you have ‘visited’ are enjoying you very much. So as long as you keep my clientele satisfied, I see no reason to reinstate rent on your mother’s business.” As she said this, Veronica began unbuttoning my shirt.

SOLD!!! – Pt.3

I walked out of the hotel to find Veronica’s truck waiting. She smiled as I got in and mockingly said “everything go OK at school today?” That smart-ass remark was not expected, but it did make me smile.

“Oh it was OK, you wouldn’t believe what the teacher taught me!” I responded, enjoying her laugh. As we were drove I asked “So I understand there’s a list”

“Damn that Regina, she talks way too much”. Veronica responded, then added “Yes, but like I said, they are all normal ladies, just ones with very specific needs. I had to make sure I had a steady line of income in order to be able to be so generous with the deal I gave your mother.” When we were in my neighborhood, Veronica backed us into the drive of an empty house that was for sale, and shut off the lights. As she did so she simply said “Get that dick out and lean the seat back. My day is over and I’m no longer concerned for my makeup.”

SOLD!!! – Pt.2

The next afternoon found me sitting on the passenger side of Veronica’s car, a very posh leather-clad full size truck with very dark tint. It was not what I pictured a truck as being & I felt like I was in a drug deal or something. Issue was, I was the deal; well, part of me was the deal. “How is this going to work?” I asked timidly. Already, Veronica was driving, taking me somewhere. My head was spinning.

Well basically “I’m going to ‘lend’ you out to some friends.” Veronica said. “You’re going to please them, and in return, your mom gets to keep her business.” At a stoplight she said “You just do what I tell you, and we all walk away happy, OK?”

I took in a deep breath. “So mom doesn’t know then? And what is this person going to expect me to do? And just who the Hell are these women anyway?” I noticed that Veronica had pulled into the lot of the local Hilton.

SOLD!!! – Pt.1

Before I start my tale of woe (It is hardly that) I should give you some background. I am a year into our local college and basically stuck at home in a pandemic. It is really odd too, because the boutique my mom owns is going strong, people in & out all day to hear her tell it, yet my classes are virtual, and I am also going to college track meets for my scholarship. Go figure!

Dad passed away several years ago in an accident, and mom really threw herself into the store, both marketing and selling, and was doing really well. As I knew she was pushed, I volunteered to help.

The work wasn’t too bad, as mom usually kept me busy stocking, vacuuming, and taking inventory. I did notice after a while though that my mom’s friends would stare at me while I worked. And depending on the lady, this was not bad, as mom specialized in ‘active lifestyle’ clothes, which mostly brought rather attractive MILF-type customers that were rather fit.