It’s been a busy day. I wake to find Phil’s hard cock, laying on my ass, I just go ahead and take matters to the next obvious location. We both feel wonderful; I prepare something to eat. Phil, Paul, and I discussed how we can continue playing in a safe environment.
The day has progressed so fast; I can’t believe in a few short hours I will sell my sexual services. It is so exciting, so erotic, to think that men would pay to be with me, the grandmother down the street.
The plan is for Phil to arrive thirty to forty minutes before we do, and he will check out the bar. Paul and I will drive together, and as before, he will go into the bar without me, and I will go to the manager's office and ensure all is as we had agreed upon.
As the time nears, I still haven’t made up my mind what I should wear: something elegant, something classy, or should I go dressed as a street whore? My indecision has driven me to pick a little of all three. I’ve selected a nice red dress that does show off a little cleavage for the classy part; elegance is the string of pearls, and for the whore side, I have decided on an open bra, garter belt, thong, stockings, and four-inch heels. Of course, they are all black.
I have just gotten my lingerie on when Paul walks in; his hands begin to roam. I’m trying to get ready, and his hands going for a feel isn’t helping, “Paul, stop unless you are willing to pay!”
He looks me up and down and says, “Well, I hope I get a freebie later then, and by the way, you have your thong over top of your garter.”
Looking at him like he’s stupid and tell him, “I have it like that so when they come off, I don’t have to undo my suspenders. You do realize that is the idea?”
Smiling, he walks out and tells me, “We should leave it thirty minutes.”
I rush to put on my dress and pearls, then I run a brush through my hair one last time, and I’m ready.
When we get to the car, my phone goes off; it's Phil he’s there, but it’s not a very large crowd; perhaps ten men total.
We’re still on, and off we go; I wiggle in the seat, so nervous but so excited. The question is, will this group of men want to pay for a mature woman?
We pull up to the hotel, Paul goes to the bar, and I walk into the lobby and head straight to the manager's office.
The door is open. I knock and say to him, “Hi, I just wanted to check in with you and make sure we still are on the same wavelength.”
The manager, whose name is Ray smiles, stands, and closes the door. “Nadine, I am so happy to see you, and the answer is yes, we have a deal.”
“I am so happy to hear that, and I need to tell you that I spoke with my manager, you may say Pimp, and he wants me to give you a new price list.”
“That’s fine; I don’t care what you charge. Remember, I don’t want any money; I will occasionally need you to help me with a guest. Tonight may be one of those times; I'm not sure yet, but if I need you, I will let you know.”
I smile at him and say, “OK, Ray, I understand. I’m headed over to the bar and see if anyone would be interested in this mature woman.”
Ray stops me at the door, “Nadine, I want you to know if you are needed tonight, it will be all night; you do understand, I hope.”
I smile and walk out the door.
I walk into the bar and immediately see Phil at a table and Paul in a booth on the other side. In between them is a group of five men all looking at me. It’s easy to see they want the goods; now how do I go about it?
I walk up to the bar, smile at the group, and ask the bartender for a glass of red wine. Before my wine arrives, I have a man on either side of me saying the drink is on them and if would I like to join them at their table.
I walk over, and they, of course, all say, "Hi, what is a beautiful woman like yourself doing in a bar all alone?"
I smile and say, “Working.”
A song begins to play in the background, and one of them asks, “Dance?”
We step onto the dance floor; he takes me into his arms, and we begin. After a moment I feel his hand begin to slide down my back; I ask, “You checking the goods out?”
He smiles, “Oh, the goods are just fine. Tell me, if I took you into the back, how much would you charge for a nice blowjob?”
Smiling at my first real trick, I say, “Tonight for you, only seventy-five dollars.”
He leads me into the back of the bar; where it’s dark and quiet, and a booth in the corner. He sits and says, “OK, start, honey.”
I give him a sweet smile, “No money, no blowjob; you first.”
He shakes his head and digs out my seventy-five dollars. I drop to my knees, unzip, and begin to pull his pants down. Out pops a sweet but average six-inch already hard cock. I open my mouth, cover his head, and let my tongue begin its magic.
I work my way down, fitting all of him easily into my mouth and throat, then back up. By now my trick is moaning, and everyone knows exactly what I am doing to him. He grabs my head and begins to hump into my mouth, moaning louder and louder. Then he begins to cum; one stream, then another, and finally a third. I continue to suck his cock until his moans turn to groans. I pull off, show him his cum, and swallow.
I help him pull his pants back up, and we walk back to his little group. He has a smile on his face, and the other men are all adjusting their pants. I see the next customers are getting ready.
I’m escorted to the dance floor once again, and as he takes me into his arms, I feel his hardness press into my belly. We dance for a moment, his cock pressing into me, and he asks, “Can you do the same for me as you did Joe?”
“Well, what do you think I gave Joe?” I ask.
“Didn’t you give him a blowjob? That’s what he told me you gave him.”
“Are you asking for a blowjob?”
“Yes, I would like a blowjob. He told me it would cost seventy-five dollars. Can we do that?”
I take him by the hand, lead him to the dark area with the booth, take his pants down, and find an 8-inch cock looking at me. “You’re a large one, but it will stay with the original price; hand it over.”
I see the money take his monster in my hand and slowly begin to stroke him. He’s enjoying my tiny hand wrapped around him, but when my lips cover his tip, he lets out a sweet moan.
I push past the head and down his shaft; I think I’m about a third of the way down when he takes my head and pushes me down. I feel forcing my head down onto his cock pushing it into my throat, and I have only one choice: I bite down!
He screams and releases me; I stand and scream at him, “Fucker, you wanted a blow job, not give me a tonsillectomy. Now get before I bite your cock off.”
Watching him walk away I see Phil get up and follow him out. I figure he’ll not be returning tonight.
I start walking to the front. I guess my night will be very short, but when I look, all his friends are laughing.
One of them walks up to me and says, “Pretty lady, he’s an ass, and he’ll never learn not to do that shit. Please join us and let us make it up to you.”
I sit down and enjoy their company when another asks, “Dance?”
We begin again, and as his hands drop to my ass, he asks me, “Would you be interested in more than a blow job, and if so, how much?”
I smile. “A quick fuck will be one-fifty; bareback would increase to two-fifty, and that back booth seems like an ideal location.”
“If you take off the dress and let me fuck you, I’ll make it two hundred, and I have a rubber.”
“Deal.” I take his hand, and we walk back to the dark area of the bar.
Once there, I turn and ask him to unhook the top of my dress, and I’ll do the rest. I feel his hands unhook me; I reach back, pull the zipper down, and step out of my dress.
The shocked look in his eyes was everything I had hoped for.
He lets out a soft whistle and says, “Oh honey, you need to charge much more than you are.”
“Let me see what you have waiting for me.”
He drops his pants, and I have to admit it’s a fine cock. I take his rubber open it up and slowly cover him.
“Since you’re paying an extra fifty, I will let you decide: me with my ass on the table, me leaning over the table, or would you like me to kneel on the seat and you take me doggy?”
He smiles and tells me, “Lean over the table.”
I do, and I feel him pull my thong down and hand it to me.
I spread my legs open and feel his body press against me, and then, without any warning, he’s deep inside me. We are on board for a wild ride. This time there is no doubt someone is getting fucked; the grunting and moaning can be heard throughout.
He’s been pounding into me for a good five minutes when he grabs my hips hard and begins to grunt; it’s slap, slap, slap as his body smashes into my ass. Then he goes still but holds onto me; his hands move up to my tits, and he grabs them and lets out a big Yahoo.
The table breaks in applause, and everyone cheers.
I stand up, look at him, and say, “Thank you. That was a very nice ride.”
He pulls his pants up as I get my thong and dress on; he tells me, “Don’t bother hooking the dress; you’ll be taking it off a lot tonight, and that thong, goodness girl, don’t bother; you’ll have it off more than on.”
I smile, and we walk back to the table.
As another asks me to the dance floor, the manager walks in. He tells the group, “Sorry, but my friend has another appointment, I do expect her back tomorrow.”
I look over at Paul and give him it's OK look.
Ray takes my hand, and we head off to his office. He closes the door and begins with, “Nadine, one of the owners of this hotel, has a very special request, and I do so hope you will take on the task.”
I am beginning to get a bad feeling when he looks at me and says, “He has a shy son who turned eighteen yesterday. He knows his son has never been with a woman, so he believes someone with your talents may be the best thing to happen to him. Will you meet him now?”
I look at Ray, smile, and say, “Of course, I would love to meet him.”
He picks up the phone and says, “Please show him in.”
The door opens, and this young man, standing about 6 feet but skinny, walks in.
Ray walks up to him and says, “Stephen, I would like you to meet Nadine and Nadine, this is Stephen.”
I walk up, and he puts his hand out, but I just hug him and say, “Stephen, it’s so nice to meet you, and I hope you will find my company welcoming.”
I feel him hug me back; his hands rub over my back but nowhere else. I step back, finding a young man giving me one of the biggest smiles ever.
Ray walks over and tells us, “The penthouse is reserved for you two to enjoy.” He hands the key fob to Stephen, escorts us to the elevator, and wishes us a good evening.