Leaving Home

I'm 20, single, in my second year of college and still living at home with my mother.

I need a life, I need my own place, I need my freedom but most importantly before I can have any of that I need money.

Currently I'm working at a fast food restaurant in the evenings, the money helps pays my college fees but isn't enough for me to afford to get my own place. Weekends I do mowing for a couple of people, it's my going out money and will never help me move out.

It's at one of these mowing jobs that my life takes an unexpected turn.

It's one of the hottest days of summer so far, I'm about half finish mowing the lawn when Bridgette walks out with a cold drink. I took my shirt off a while ago knowing Bridgette was watching me, she often does now that her husband has left her.

I decided to give her a little thrill seeing me half undressed, it also turns me on knowing she is watching me.

"Come have a drink Craig it's very hot."

Bridgette is standing in the shade holding two glasses, she's an attractive woman in her late 40's, large breasts, slim waist and hips, cute ass and long legs. Today she's wearing a little sun dress showing off plenty of cleavage and her sexy legs, my cock stirs as I walk over to her.

Bridgette is also staring at me, her eyes wandering over my body, my bare chest covered in sweat glistening in the sunlight, my tight shorts, my muscular arms and legs. Part of my study routine is regular gym workouts between study sessions which has given me a good physique, I do attract the girls I just can't take them home since I live with my Mom.

"How much money do you make from mowing Craig?"

"Not much but it pays for my nights out."

"What about with the restaurant?"

"Enough to cover my college fees, it'll do until I can find something better, why?"

"Oh just wondering what your future plan are, what type of job are you interested in?"

"Something I can do around college hours that'll earn me enough money to let me move out of home."

"Not wanting much then," she says with a chuckle.

"Yeah, unfortunately at the moment it's a bit of a dream."

"Well sometimes dreams can come true."

"I wish, thanks Bridgette," I say handing the glass back to her. Walking back to my mower I glance over my shoulder to see Bridgette still standing in the shade looking at me.

Sweat drips off me, my pants soaking wet as I knock on the back sliding door to collect my pay, Bridgette walks towards me smiling.

"Come in Craig, how about a shower?"

"No thanks Bridgette, I'll have one when I get home."

'Surely a shower with me is better than one alone."

"What?"

Bridgette walks up close to me her fingers running over my chest, leaning forward she bites my lower lip before lowering her head and running her tongue over my chest. Taking my hand she says "Come with me," leading down the hallway to her bathroom.

Once inside the bathroom her hand moves to my pants squeezing my cock through them before pulling them down, she bites my lip again as she plays with my hard cock.

Reaching over Bridgette turns on the shower, she's still wearing her dress as she pulls me in with her, the water pouring over our bodies as she kisses and fondles my body. Sinking to her knees she takes my cock in her mouth, her fingernails digging into my ass cheeks as she squeezes them while she sucks me off.

After I come in her mouth she stands up kissing me, the taste of my cum on her lips and tongue. Turning the water off she leads me from the shower, her wet dress falling to the bathroom floor as she pushes me into her bedroom then onto her bed.

Bridgette climbs on the bed straddling my face, her pussy is shaven, my tongue glides over her smooth skin as I lick her.

Lowering herself she presses her pussy against my face, she rides my face until she comes and until I'm hard again. Lifting herself off my face she moves along my body until she's over my cock, gripping it she lowers her pussy on to it riding me until I come inside her.

"Craig what are you willing to do to earn more money?" she asks while still sitting on my cock looking down at me.

"What..... what do you mean?"

"You said you wanted money to get your own place, well I'm interested in paying you for some extra services like today."

'What, you want to pay me to fuck you?"

"I want you to be at my beckon call, you will be available to me at all times, when I need a fuck you do it."

"So you want me to be your toyboy or something?"

"Yes, both."

"What?"

"Like I said I want you as my personal fuck and I'll make it worthwhile for you," she says running her fingernails over my chest and stomach, "Plus I also have a little business proposal for you if your interested."

I lie staring up at Bridgette admiring her big tits, fucking Bridgette wouldn't be hard to take she has a great body and the sex today was amazing.

"What's the proposal?"

"Can I take that as a yes then?" she smiles at me before continuing, "My business supplies entertainment, a dancer for parties with my friends and I need a new dancer."

"Entertainment as a dancer, sorry Bridgette two left feet, I can't dance!"

"Well maybe not strictly a dancer as such, more accurately you take your clothes off while music plays."

"A stripper, you want me to be a stripper?"

"Stripper sounds such a common term, I prefer to think of you as an exotic dancer."

Bridgette still sits straddling me, I fall silent staring at her as I process what she has been saying.

"It'll be worth it, my friends all pay for the entertainment, I'll take a small percentage giving all the rest to you."

"Sounds like your selling me, pimping me to other women."

"Oh no, no, not other women, just my friends and I'm not pimping you I like to think of it as sharing your gorgeous body with them."

"But your still making money off me."

"Yes and so are you."

"So these women will pay to see me strip?"

"Yes they will pay to see a sexy naked body and pay even more for other things."

"Other things?"

"You know letting them touch you, you touching them, you know doing whatever your comfortable with."

"I don't know if I'm comfortable with any of this."

"Fair enough, I'm hosting a little party next Saturday night, think about it, if your interested in both these jobs come see me Saturday morning at 10am."

Bridgette climbs off me walking towards her bathroom, stopping in the doorway she turns around. "You can leave now, your money is on the kitchen table with a little extra for your services this afternoon," she then steps into the bathroom closing the door behind her.

The little bit extra on the kitchen table was two hundred dollars.

It's a restless week as I mull over my options, I enjoyed the sex with Bridgette but the thought of getting naked in front of a group of woman is daunting. The money does makes it attractive, if I get two hundred dollars for fucking Bridgette and even more money for stripping I could move out of home sooner.

10am Saturday morning sees me knocking on Bridgette's front door, it's opens to reveal Bridgette's standing in front of me wearing a dressing gown.

"Glad to see you decided to come," she says as I walk pass her.

I hear the door close behind me, turning around I see Bridgette naked, the dressing gown lying on the floor. Stepping forward she kisses me her hand moving to my crotch.

"Let's go Craig, time to earn your money first then I'll get you ready for tonight."

Earning my money involves me eating Bridgette's pussy before fucking her ass doggy style, followed by a shower with a blow job and more pussy eating.

Bridgette now has me lying on my back on a massage table naked, she has shaved my chest and is just finishing shaving my pubes. Putting the razor down she picks up a jar, "This will sting," she says applying a strip of wax to my freshly shaven chest before ripping it off.

She isn't wrong, tears flow my eyes, I yelp each time she rips a strip off and it only gets worst as she does around my cock. Eventually she finishes and rubs an ointment over my freshly waxed skin, it feels cool and soothing, and arousing as she rubs my cock and balls.

"The first time is the worst, it will gets easier and less painful," she says stroking my cock, "And I promise it will be worth it, there's nothing the women enjoy more than the feel of perfectly smooth skin, especially when there's a cock involved."

"So the woman will want to touch my cock."

"Absolutely, they'll pay you to show it, pay you more to touch it, pay even more to kiss and suck it."

"Do I have to fuck them."

"That's the cash cow, if one of the women want to fuck you they'll pay a fortune and the other women will pay extra to see it."

"I don't know if I can do that."

"It's your choice, you go as far as you want and make as much money as you want. You decide when to stop and when the money stops."

"Umm.... yeah I guess so, ok."

"Great, get here at 8pm, come to the back door I'll leave it unlocked, that'll let them have a couple of drinks first to loosen their purse strings, wear your gardening clothes with these."

Bridgette hands me a mask that will cover my face from my nose up, the other item is a small thong that will barely cover my limp cock no matter when I'm erect.

At 8pm I step into the kitchen, I can hear giggling coming from the living room. I'm feeling nervous and uncomfortable from both the little thong and the thought of stripping in front of strangers, one of my biggest fears is I'm not going to get an erection.

Bridgette enters the hallway, seeing me in the kitchen she smiles walking up to me, "Ready Stud."

"I'm not sure, umm... not sure I can umm... perform."

"Opening night nerves how sweet, let me help."

Before I know it Brittany is on the floor my cock in her mouth, she doesn't get me fully aroused just enough to make my cock extra obvious in my skippy briefs.

"When the music starts make your entrance," she says as she zips up my fly.

A couple of minutes later the music begins, with a deep breath I step into the room, the energy in the room is electric, the women shout and cheer as soon as I appear, their energy flowing into me.

Glancing around the room I start swaying, I recognise a couple of the women as friends of my mother, all I expect are in the 45 to 55 age group, attractive and definitely excited.

I'm getting swept up in the atmosphere, I have watched a couple of videos of male strippers to get a bit of an idea of what to do. I dance around the room in front of the women my shirt unbuttoned as I teasingly half take it off before pulling it back on. Their hands stretching out touching my body wherever they can reach, cheers of "Take it off, take it off" echoing around the room, money being thrown at me.

I throw my shirt to one of the women, she snatches it up sniffing it, rubbing it against herself. More cheer as I undo my shorts pulling my zip up and down, turning around facing Bridgette I pull my pants down exposing my bare butt cheeks to the women.

I'm getting swept up in the atmosphere, I'm still nervous but also excited and aroused

With the women cheering loudly I take a deep breath turning around my hands on my hips as I gyrate my pelvis, the little patch of fabric barely hiding or containing my hard cock.

The women are cheering widely, notes landing on the ground around me. Hands clawing toward me when a finger catches my thong pulling it off exposing my hard cock, an extra loud cheer ensues.

More shouts of approvals as my erect cock swings around while I gyrate my hips, I turn my body to give all the women a good view of my cock..

It's at this point I select an attractive blonde dancing over to her, my hard cock swaying from side to side. I'm not thinking about what I'm doing, I'm just going with the energy in the room, I stop in front of her my erect cock dancing inches from her face.

There's a sparkle in her eyes, her lips glistening as she smiles up at me, her fingers wrap around me, sliding up and my shaft. Shouts of "Suck it, suck it " encourage her as she leans forward taking me in her mouth.

There's no jealously from the other women, they are all genuinely excited for their friend who is sucking me off. I look around the room at the cheering crowd, many of them touching themselves as they watch her head moving back and forward along my cock.

The noise grows louder as I grab her head, I start fucking her mouth, I'm pass the point of no return, I'm going to come in her mouth, right here and right now. With a grunt I come, the sight of my cock throbbing and cum dribbling from the corner of her mouth produces more wild cheering.

Cum and saliva dribbles off my cock as I withdraw it from the womans mouth, my cock is still semi hard as a couple of the other women grab it pulling me towards them and their waiting mouths. The others cheer as they take turns giving my cock a kiss and suck.

Bridgette rescues me leading me from the room and the horny women in it, she has picked up all the cash from the floor handing it to me. "Go have a shower and wait in my bedroom for me."

As I lie on Bridgette's bed I count the money again $830, I can't believe, that on top of the $250 I receive as my percentage of the booking fee is more than I earn in two weeks at the restaurant. Plus payments from Bridgette as her toyboy means I might get into my own apartment in a few months.

"Congratulations Stud you were a success."

"Thanks," I say as I feel myself blush.

"I have a request for your attendance at a party in two weeks and two request for a private dance."

A private dance, I don't need to be a rocket scientist to know what that means and it definitely sounds like I'm being pimped out.

"I don't know Bridgette, stripping is one thing but you know being a prostitute is, well you know something else altogether."

"Don't think of yourself as a prostitute, think of yourself as a gigolo, that sounds more exotic."

"Exotic or not it's all the same and you're pimping me out no matter what you want to call it."

"My on my is my little toyboy annoyed with Mommy."

"Yes, I don't like being used."

"I'm not using you, I told you from the start that you decide how far you are willing to go didn't I?"

"Yes, but.."

"No, no buts.. you're happy to get the money tonight, I'm just giving you the opportunity to make more," as Bridgette speaks she strips, "You decide, take your money and leave and it's over or take that gorgeous cock and fuck my ass and make more money."

Fuck it, I want money more than dignity, I fuck Bridgette's ass coming in it.

I awake next morning to Bridgette sucking my cock, satisfied I'm hard enough she straddles me riding my cock until we both come.

Afterwards I have a shower putting on fresh clothes Bridgette gave me, I then join her in the kitchen for a coffee.

"I get to choose," I say sipping my coffee.

"Choose?"

"Choose who I private dance for."

"Yes, like everything else you have the freedom to decide everything."

"And money, how much?"

Bridgette smiles, "Yes money the driving force for what we do, $250 for dancing plus tips."

"Yes but the private dancing, how much?"

"$1000, $800 for you and $200 for my expenses."

"They'll pay that much!"

"If your good enough even more, you've got them interested, now you need to perform."

"Perform, you mean fuck."

"No, for your first dance you need to do more than just fuck!" From Bridgette's expression I can see how deadly serious she is. 'Your first dance is the most important, you have to give her pleasure like she hasn't had for years, you need to leave her satisfied but wanting more."

"Why?"

"So when she tells her friends they want you too at any price."

"Shit, nothing like pressure, who am I choosing from?"

"It's no choice, they're is only one that will do and luckily she wants a private dance."

"Who?"

"Sarah."

"Which one was Sarah?"

"The blonde who gave you the blow job, she's had a taste and is hungry for more."

I smile, "I'll do it."

"Here's her address, 8pm Tuesday week, her husband's away overnight."

"And your $200, what am I paying you for?"

"Someone needs to buy you clothes, if you haven't noticed what you wore last night is gone."

"Right, ok I'm off, will I see you tomorrow?"

"Did I say you could go, you are mine all day today and every night this week. I'm going to train you to be a great lover before you see Sarah."

For the rest of the day and the next week I spend my time at Bridgette's, my only time off is when I'm at college, I don't work at the restaurant during the week either.

Bridgette gives me Monday night off from sex, instead she shaves and waxes me in preparation for my private dance. As I'm leaving she hands me a bag, looking inside I see several items of clothing, some boots and several $100 notes.

Taking the money from the bag I look at her, Bridgette has already paid me for my services over the last week and I'm not sure what this money is for.

"Consider it a bonus for good performances, buy yourself something nice and come see me Wednesday night, I'll let you know how your performed."

"What?"

"I'm having morning tea Wednesday with Sarah and the girls, I'm sure I'll hear something about her night."

It's 8pm Tuesday, I'm standing outside Sarah's front door wearing my face mask, a tight black tank top, tight black sport shorts and black work boots. To anybody walking up the street I probably look like a burglar, I'm just hoping that when Sarah

opens the door she likes what she sees.

From the look on Sarah's face and her open mouth I feel see does like what she sees, her head is moving up and down as she takes in my body, I know a lump is starting to form in the front of my shorts from her attention.

"Hi Sarah, can I come in?"

"Oh sorry yes, yes please."

Sarah only moves slightly to the side meaning I have to brush pass her to get in, as I do I feel her hands rubbing against my crotch and ass.

"Can I offer you a drink, oh sorry I don't know your name."

Name, I hadn't thought about a name, I don't really want to use my real name, what did Bridgette call me the other day, ah yes "Stud, just call me Stud."

"Ok Stud, now that drink come with me my husband has a wonderful bar," she says taking my hand.

I'm not sure what I'm meant or not meant to do, I decide to follow Sarah's led and let her direct the flow of the evening. I'm guessing from everything that has happened so far this isn't her first private dance.

She's definitely dressed like someone that is very confident and comfortable with the proceedings. She's wearing a see through black lace nightie, it's very low cut showing off her ample cleavage and bosom, I can clearly see her aroused nipples through the fabric. The nightie reaches to the top of her thighs, when she bends over to get a drink from the bar fridge it rides up giving me a glorious view of her bare ass. Her legs are elegant and shapely with a pair of black high heels on which adds to her height and sexiness.

She's about a head or so shorter than me which means as we stand beside each other at the bar when I look at her all I notice is her cleavage and tits. Not that Sarah seems to mind as it has given me a hard on which she is enjoying rubbing through my shorts.

"Lets go and make you more comfortable," she says gripping my cock firmly and leading me to her bedroom.

Once in the room she pulls my top off running her fingernails over my bare chest and stomach. Moving close to me she kisses and bites my nipples as her hand pushes inside my shorts to my cock.

Biting my lower lip she maneuvers my body until I feel the back of my legs press up against the bed. Releasing her grip of my lip she places her hand on my chest pushing me backwards onto the bed.

She smiles leaning over my body, her tits all but falling out of her nightie, she runs her fingernails down my chest and stomach, gripping the waistband of my shorts she pulls them down and off.