"Hung"

[tonyroleplays]

"Hung"

(closed)​

Robert rolled to his back and stared up at the plaster ceiling. His breathing was a bit labored from exertion, but it was nothing compared to the breathing of the euphoric woman from whom he'd just dismounted. By the time his heart beat had noticeably slowed and his breaths were almost normal, she was finally able to form words through her still erratic breathing.

"My God! That was ... unbelievable!"

Robert tilted his head to peek her direction out of the corner of his eye. He smiled with a bit of pride and responded, "Thank you."

He was preparing to return the compliment -- even though she'd been a rather so-so fuck -- but he didn't get the chance as she began, "You hear women joke about size all the time ... yes it matters, no it doesn't ... but ... oh my God...! It really does!"

Again Robert smiled with pride. It wasn't like his big cock was an accomplishment, like winning the big game or inventing the next great technology. His family jewels had come to him by the way they came to any man, large or small, so he really couldn't take any credit for his rather hefty endowment.

"How big is that thing?" she asked, rolling to her side and grasping Robert's slowly softening shaft. Gripping it tightly and stroking the wet meat, it began to harden again, despite the hour long workout it had already been through. "I mean, this is not your average cock."

"I don't know," Robert said, beginning to feel yet more pleasure from the woman's manipulation of his length. "Never measured it."

"Bull shit!" she laughed, rising to her knees as she took his huge member into both hands and stroked it with an obvious intent. "My boyfriend is a mechanic, and he can spit out specs about his tools and the cars he works on all day long. My dad's in construction and can list off the top of his head almost every nut, bolt, and screw it would take to build the Freedom Tower, describing in detail how many threads per inch they have ... how much weight they'll support. Guy's know their tools and their sizes--"

She leaned over Robert's groin and gave his now stiff-again cock a long lick right up it's sensitive underside before completing her sentence, "--be it length, girth or what ever. And this tool had both!"

Robert laughed loudly and grasped the woman by the upper arms, pulling her down upon him to kiss her. After she returned a very passionate kiss, he explained, "Well, the difference is I don't make a living with my tool like your boyfriend or father."

After they kissed a bit more and the woman maneuvered her body with a goal of mounting him, she whispered, "Well ... maybe you should."

As she grasped Robert's cock and pressed it inside her, slowly lowering with an expression of mixed pain and pleasure, "My god ... you could make some real fucking money with this monster."

Robert didn't respond immediately, instead only enjoying the feel of his shaft slipping slowly into her until he hit bottom and she grimaced a bit from the extreme intrusion. She lifted a bit, chuckling that it was too much before begin to raise and lower her body upon him. The fucking accelerated, and after she'd again orgasmed twice, then dismounted and beat Robert to his own explosion, they simply laid together and passed out for a well deserved sleep.



Three days later, he was sitting in a booth in the back of Clarissa's Cafeteria when an attractive woman stepped up and smiled down upon him. He gave her well shaped and well dressed body a quick once-over and returned the smile. "Hello."

"Hello, Robert," she responded, offering her hand.

He took it and gave her a questioning expression. "I'm sorry, but..." He laughed nervously, wondering whether he keep things simple or try to score points. He went with the latter, saying, "I don't usually forget beautiful women, but ... I'm at a loss."

She released his hand and sat across from him, saying, "We haven't met, Robert. I'm a friend of Sarah."

Robert didn't immediately place the name, not because he'd already forgotten the screaming woman he'd sent into euphoric heaven a dozen times that night but because he hadn't expected some stranger to walk up to him at lunch and drop her name. When he did realized about whom the stranger was talking, he smiled and nodded, saying only, "Yes. Sarah."

"She said I could find you here from 11:10 to 11:50, Monday to Friday."

Robert laughed, a bit embarrassed. Since he'd lost his High School Coaching job, he'd been working 7 to 4 in a corporate mail room in this very skyscraper. It was a paycheck job, one with no future and no possibility of advancement, in either position or pay. He couldn't wait to get away from it for lunch but -- since he commuted by subway an hour and a half each way from home -- he couldn't go home to eat, so he came here. He brought a sack lunch to save money but bought a juice bottle to justify occupying space in the sometimes busy cafeteria.

"I am a manager," the woman continued. When Robert asked what type of manager, she smiled and clarified without shame, "I guess you could call me a pimp."

Robert's humorous expression faded and the blood rushed from his face. Before they'd gone their separate ways that Sunday morning, Sarah had again told Robert that he should be making money with his cock and the skill with which he used it. They'd laughed about it, but because Robert thought the woman had only been joking, he'd forgotten all about it ... until now...

 

[MzSeductress]

Brittany Reddington listened to her friend Sarah talk for hours about this hookup she had and she couldn't take her seriously from her dramatics. Sarah was quite a character and quite frankly she loved sex but one thing she knew she didn't bullshit about her sex or her partners she liked it quite wild and she loved a man who could please.

"Brittany seriously..I mean this guys sex was fucking amazing I still feel it two days after and when I tell you he has an amazing cock I mean.. wow!"

The two of them laughed loudly over the drinks and then Sarah said something that she hadn't considered at all.

"You need to have him"

She looked at her friend puzzled and then smirked knowing exactly what her friend was referring to.

"Sarah what makes you think this man will want to work for me after just one fuck with you?"

"He's a guy Brit ...nnd hes a fucking machine! He should not be letting that monster loose for free..You need to try him out Brit . He could get a better pay then being a mail boy even though the scenario was quite hot"

Brittany laughed shaking her head as Sarah told her more and she decided she'd approach him on lunch the next day. She just wondered if he would consider her offer.

Next Day....

Brittany scanned her eyes around the restaurant looking for the guy matching Sarah's description (minus the cock)and spotted a man sitting in a back booth of the diner.

She made her way over to his table and couldn't help but smile as she looked at him. Sarah was right about one thing he was a very good looking man.

He looked up at her returning the smile and said "Hello"
"Hello Robert"she said extending her hand to shake his and smirked at his curious expression.

"Im sorry but...I usually don't forget beautiful women, but...I'm at a loss"

Brittany slid into the seat across from him and said " We haven't met, Robert, I'm a friend of Sarah's"

The man seemed to remember and smiled nodding " Yes Sarah"

"She said I could find you here from 11:10 to 11:50, Monday to Friday."

The man laughed and she smiled deciding to cut to the chase.

"I am a manager"

He looked confused with what she said asking what kind of manager she was and she smirked not really knowing how to explain it.

"I guess you could call me a pimp."

Robert's smile melted and he paled. She waited until it sank in a bit and said" Robert Sarah told me about your talent and your gift and I really think that you could get a lot of money helping women with their needs, it'd all be confidential of course and its not normal services I would set you up with the client of course .

You could earn triple what you earn in one day in a night and you would get pleasure as well as your client... I of course would get a small sum of what you make but the majority of it you will pocket yourself and of course women bragging about you to their friends.

I know you are skilled but um... id have to see for myself before I begin to set you up.... and of course Id train you myself in areas I felt needed improvement... I just want to know if your interested Robert.. I'm Brittany Reddigton by the way but most of my employees call me Red"

 

[tonyroleplays]

"Robert, Sarah told me about your talent and your gift..."

Gift...?

"...and I really think that you could get a lot of money helping women with their needs."

Robert had always been a bit torn about whether or not his monster cock was a gift or curse. He'd heard every joke or description ever conceived from the guys who'd seen it, in the high school locker room or the downtown athletic club, for example; and he'd gotten a million second glances -- and nearly as many inappropriate comments -- from wide eyed women at the beach or pool. Anytime he'd made a dumbbell move, some joker would say something to the effect of He musta been thinking with his BIG head ... no, not the one on top of his shoulders; or if he was ogling a pretty girl -- or later in life pretty woman -- the guys would warn him not to get a stiffy because the loss of blood flow to his brain could cause him to pass out.

"It'd all be confidential of course," the woman went on, "and it's not normal services. I would set you up with the client, of course. You could earn triple what you earn in one day in a night and you would get pleasure as well as your client."

That comment did make Robert smile just a bit. Every man who'd ever seen American Gigolo or Deuce Bigalow had wondered what it would be like to get paid to fuck women. Business AND pleasure. You couldn't beat that. How many men could actually say they loved doing their jobs. Not many. How many would jump at the chance to fuck for a living? All of them! Of course, no one ever got that opportunity, and -- while he'd also had such fantasies -- Robert had always known he wouldn't either. At least, not until this very moment.

"I, of course, would get a small sum of what you make," she said, not surprising Robert in any way. Her business might be -- how did she put it? -- helping women with their needs, but it was in fact her business. She continued, "The majority of it you will pocket yourself, and, of course, women bragging about you to their friends."

He almost cut in and asked about how much money she was talking but didn't. He was still a bit shocked that he was even having this conversation with this beautiful ... pimp.

"I know you are skilled but, um ... I'd have to see for myself before I begin to set you up."

Robert's lips spread a bit further at this comment. She was asking to have sex with him. No! She wasn't! She was telling him she was going to have sex with him. As part of a job interview! Robert suddenly flashed back to a job interview he'd gone to when he was just 17. The interviewer -- the school's Cheer Squad leader -- had been a senior at his high school when he'd been a freshman. Robert spent most of the interview staring at her ample bosom and mumbling answers to the questions she'd been reading from a clipboard. For days he'd masturbated to the fantasy of bending her over the desk and fucking her while she continued with questions like What kind of experience do you bring to the position...? and What do you consider your greatest asset? His would have answered both questions with The knowledge of how to make you scream by pounding my big cock into your tight pussy!

"...and, of course, I'd train you myself in areas I felt needed improvement," she continued as Robert realized that his cock was quickly hardening. "I just want to know if your interested, Robert."

He answered without hesitation, "Yes. Yes, I am."

"I'm Brittany, by the way," she informed him, "but most of my employees call me Redd."

He offered his hand to her as she had to him earlier, informing her unnecessarily as she probably already knew, "Robert Lee. And my employers call me ... well, what ever they want to call me I guess. It's their dime."

That made his curiosity peak, and he asked, "Um, so ... just how much money are we talking about?"

Robert had recently heard a story about male street prostitutes on NPR and recalled the mostly-drug addicted whores saying that they would suck a man's cock -- perform oral sex, of course, being NPR -- for as little as forty bucks. He couldn't imagine fucking a woman for that little money, but he was also on the cusp of being destitute, so ... anything in the three digit range would be gravy for the instant mash potatoes waiting at home for him.

 

[MzSeductress]

Brittany smirked seeing Roberts face spread into a wide grin at the mention of her training him. Most of her guys loved the fact that they got a chance to fuck their hot boss but it was mainly strictly business although she did enjoy the sex.

She had trained with one guy for controlling his speed because he was too slow and another had a problem with giving more depth when he fucked. Most women loved feeling a cock deep and hard inside of them and others liked being filled out and feeling the slow tempo of a cock sliding in and out of them.

She wasn't surprised when he quickly agreed to what she was offering him and she shook his hand as he re-introduced himself. He asked her about price and she smirked deciding to give him a bit of the information and slowly sliding a heel off.

"Well Rob...That depends on what you are doing and how good you are..."she said. She slid her foot toward his crotch measuring it with her foot and sliding along the length through his trouser beneath the table.

She looked at him boldly and smiled seeing if he could control himself which was the first part of her test."Well I can certainly tell you are far beyond 7 inches Robert, and your cock is rock hard right now I’d start you off at about $500 just for two hours, but that is after I train you. No worries about price just yet. “She said removing her foot from on his cock and sliding it back into her heel. She knew he could not move from his hard on at the moment and she pulled out her card writing her cell number on back.

"I know we both have to get back to work so...call me later and we can discuss this a bit more and possibly start training for today “she got up and kissed his cheek then she slid her card into his upper shirt pocket.

"I’ll see you later Robert “She chuckled and headed toward the exit.

 

[tonyroleplays]

Her answer about the money didn't surprise Robert, but the sudden feel of her bare foot probing about at his groin did. He visibly flinched, and as her toes and sole played upon his rock hard shaft, Robert fought to suppress a sudden desire to breath deep and moan.

"Well, I can certainly tell you are far beyond 7 inches, Robert..." she said, still fondling his throbbing cock. She quoted him an estimate for his services, then added, "No worries about price just yet."

Worry...? Robert thought. I wouldn't worry about me worrying. I'd worry about me jumping up onto this bench seat and screaming out in delight.

Brittany stood, slipped him her business card, kissed his cheek, and headed away. Robert couldn't help but turn and watch her walk away. She was a well shaped woman, with a sexy hour glass figure and a shapely, firm ass. Robert couldn't believe that he was getting to tap that ... and he hadn't even tried to hit on her!

He pulled out the card again and stared at it. Unbelievable. Absolutely unfucking believable. I'm ... I'm a man whore. Of course, he knew he wasn't quite yet, but hell, he was on his way. This was really going to save his ass. Since losing his job at the school, he'd fallen behind on every single debt, with some of them going into collections even. He'd been considering bankruptcy, but a lawyer in the field had told him that he hadn't met that threshold at which a Judge would make his debts go away.

He looked around the cafeteria for a moment, paying close attention to the women in the room. He made eye contact with a few, particularly the mid-level executive assistant types who weren't yet to high and mighty not to be seen dining in a public cafeteria. In the past, many of them had snubbed him and ignored his friendly, sometimes flirtatious smiles. They still did today, but Robert couldn't give a fuck. He was a gigolo now. Women were going to pay him to fuck them. And these stuck up bitches didn't deserve to have a man hung like him driving them to ecstasy.

As he stood, Robert totally ignored the fact that his cock was still rock hard and pressing the crotch of his pants out noticeably. Take a look, he thought, a proud smile spreading his lips. The money maker ... is leaving ... the building.

 

[MzSeductress]

Brittany returned to her car impressed by his size, his willingness and his looks. Robert was a good looking man and with his cock size she had no doubt he'd be making them both a lot of money it was just his skills she needed to test for herself.

She could tell he had somewhat a bit of restraint which was a plus already in her book. She couldn't have him cumming as soon as he started fucking his client he needed to think of their release before his own.

She wrote down a few things that they needed to go over and then went to the sex shop to get a few supplies. When she got to the counter the guy was grinning ear to ear as he saw what was in her basket and ogled her body. She had decided to buy a latex body suit to wear just to tease a bit and get him hard as soon as he saw her then she would begin to go over things in her "office" located in her apartment which she rented to train her men. She had female workers as well but she demonstrates what they should do on toys and willing males so they could get the techniques just right.

She got a call from Robert and agreed to pick him up after he was done with work. She picked him up a few hours later wearing a fitted dress and heels. "Good Afternoon Robert...I’m glad you haven't changed your mind about this opportunity. Trust me when I say you definitely will not regret it and it’s worthwhile.

 

[tonyroleplays]

"Oh, no," Robert responded, chuckling confidently. "I'm ... excited about the opportunity."

As he walked slowly about her office, checking things out, Robert could help but smile about his use of the word opportunity. He'd meant it in two ways: one, obviously, was the opportunity to become a male whore; but the other was to hump this beautiful, sexy woman who likely knew a whole lot more about sex than most people.

He'd dressed in a sports jacket with tight fitting jeans that did nothing to hide his semi-stiffened cock, dangling behind loose fitting boxers as it always did down his right pants leg. He removed his jacket and laid it over a chair, then began loosening his tie with obvious intent, asking, "So ... you wanna do it here or...?"

It wasn't a very smooth or romantic way of moving the situation forward, but then Robert wasn't a very smooth or romantic man. He was just a guy with a big cock that many women were desperate to experience. He'd never had to woo a woman before or treat them particular special. All of the women he knew had already been aware of his monster cock, so they had rarely expected anymore from him than Wanna do it?

 

[MzSeductress]

Brittany could not help but laugh. "Wow Robert that was so romantic" she said sarcastically giggling. “We definitely have to work on your foreplay Robert... You’re supposed to say and do things to a woman that her guy can’t, Make her keep coming back" she said moving closer to him deciding to turn him on without touching him.

"Mmm do you have any idea how wet my pussy is thinking about what we’re going to do tonight Robert? She said close enough to his lips to kiss him but not actually doing it. She thought she felt like the swell of his cock against her stomach and smirked inwardly.

She knew Robert was attracted to her and was probably eager to fuck her hard with his big cock but first she would test him and teach him how to be a proper lover not just fuck a client and go just for the money because women wanted to feel sexy and needed during intercourse.

She saw him close his eyes expecting a kiss and backed away slowly moving to unlock the back room and leaving Robert there hard and waiting.

 

[tonyroleplays]

Brittany's lips had been so close to Robert's that he thought he could taste -- or at least smell -- her lipstick. And yet their mouths never touched. He was leaning into the kiss a bit and when he opened his eyes to find her back pedaling -- with a bit of a smirk -- he was at a loss. She turned away from him and headed for a door, and all Robert could do was silently mouth What the fuck?

As he followed her to and through the door, he said with all the suggestiveness he could, "I, um ... thought we were going to do something about that sopping wet pussy problem of yours."

When he entered the room, Robert stopped and took a long, careful look. He thought to himself, Well ... I guess we are!

 

[MzSeductress]

Brittany's Lesson

Brittany smirked and began undressing not saying a word. She had no doubt that Robert could fuck but she needed to train him in the sensual and sexual arts.

She smiled and said "before we do anything together rob I need to make sure your clean and teach you how to turn a woman on.. You don't just simply ask for sex. I know you may not have had problems getting sex once they saw your cock but some women like foreplay.

Tell them how you feel and what you plan to do with and to them. Use words to get them horny Robert so by the time you fuck them they are practically a puddle."she grinned "tell me how you feel seeing me in this latex bodysuit Robert ?"
She said seeing his eyes glued to her every curve on her body.

 

[tonyroleplays]

(OOC for any potential readers: The image below of Robert is out of context. He begins this post in a relatively inexpensive sports jacket and tight fitting jeans, not sweat pants; and while he does in fact have the tattoos, he does not have the nipple piercings. BTW: don't open the pic if you are in an public place. )

(OOC for MzSeductress: I interjected some dialogue in the middle of Brittany's own. Hope you don't mind.)

Robert watched in silence as Brittany began loosening, then dropping her dress. He'd expected a sexy underwear set underneath, maybe a lacy bra and skimpy thong. What he saw was far more interesting and caused his already swollen cock to harden further.

"Before we do anything together, Rob," his future pimp began, grinning at Robert's obvious approval of the curve hugging latex, "I need to make sure your clean..."

"Tested," Robert said simply, adding, "I get tested before and after any relationship. Sarah will confirm that. We went in together."

She seemed satisfied with his answer and went on to the next topic, ""...and teach you how to turn a woman on. You don't just simply ask for sex. I know you may not have had problems getting sex once they saw your cock, but some women like foreplay."

Brittany was, of course, absolutely correct. It wasn't as if Robert scored with every woman upon whom he'd hit. But if he got to an intimate enough point in the relationship -- be it after days or just hours -- in which commenting upon his monster cock was appropriate, the very least the woman wanted from him was to at least see the thing. And to date, any woman who'd asked to see it ... had it.

Brittany described how Robert needed to treat women -- how to seduce them -- to, he presumed she was saying, give them their moneys worth and satisfied the need for which they were turning over that money. Robert began to see that this was going to be a lot harder than he'd first imagined. He'd assumed Brittany would tell the client he had a big cock; that he'd show up at the client's house or, more likely, a hotel room; and he'd fuck her hard until she came. And, of course, he'd assumed wrong. Robert was actually going to have to work at giving the client what she wanted. Work, because he'd never had to do this before and had a lot of learning ahead of him.

"Tell me how you feel seeing me in this latex bodysuit, Robert?" Brittany asked.

He was about to answer Hard as a rock ... and ready to give you what you want, but he caught himself, remembering what Brittany had said about using words to melt the client into a puddle rather than just proceeding to fuck them. He conspicuously ogled her incredible body -- to show his appreciation for her care of it -- as he very slowly began moving closer to her, shedding and setting aside his jacket before loosening his tie.

"How do I feel...?" he said with as much seduction as he was capable of. He began unbuttoning his shirt as he turned a bit to his left to take him on a slow walk around Brittany as he continued. "I feel as though I should be ... what word should I use ... ? ... compensating...? Yes, compensating you for the intense ... and immense pleasure that we are about to share."

Robert had never been much of a wordsmith, and he was so inexperience at it that he didn't even realize how corny his little monologue sounded. But as he shed his shirt and tossed it aside, revealing his well sculpted torso, he continued unabated, "You are the most beautiful creature I've ever been with ... will be with ... I mean ... have ever seen--"

Robert's attempt at seduction fell apart at the realization that his compliment of Brittany sounded like what a teenage boy said to any girl he was trying to fuck, regardless of her relative beauty to other girls he knew. He drew and released an obviously distressed breath, the reached to his belt to begin loosening it as he said in desperation, "I'm sorry, Brittany, but ... I don't usually have to do much more than this."

And with his belt unbuckled and his fly unzipped, Robert dropped his jeans to the middle of his thighs to show the rock hard tool which was responsible for his being here tonight with this incredible woman he so badly wanted to fuck.

 

[MzSeductress]

She was pleased he was clean. It saved her the trouble of booking her an appointment she also saw that he must’ve been thinking about what she was saying as he slowly moved forward beginning to undress.

Brittany watched Robert and listened to him as he attempted to seduce her a bit with his words.

"How do I feel...I feel as though I should be ... what word should I use ... ? ... compensating...? Yes, compensating you for the intense ... and immense pleasure that we are about to share....You are the most beautiful creature I've ever been with ... will be with ... I mean ... have ever seen--" Brittany eyed his muscular body listening to him as he circled her like a shark wanting its meal He was close enough she could feel his body heat but far enough to not feel him against her. He had potential there but it wasn't his words that was going to turn her on so she knew that she'd have to show him. She watched as he dropped his pants and his steel hard cock was unleashed. She had to admit that she let out a gasp, she had seen big before but not as large as Roberts it was an amazing

Brittany sensed his frustration as he let out a frustrated sigh saying "I'm sorry, Brittany, but ... I don't usually have to do much more than this." as he motioned to his cock.

She smirked and moved close to him seeing the excitement in his eyes and his cock jump as well. She leaned in giving him a soft kiss on his lips and pulled back looking at his body. He was watching her as well and she said "No worries Robert it’s something we'll work on during our practices."

She reached a hand out slowly trailing her hand down his body giving him a preview of what she had in mind for him to do with the foreplay and sexy talk "Mmm Robert.... Your body is absolutely... marvelous. "She whispered moving in closer and placing a soft kiss on his chest hearing him gasp.

She moved in close enough her breasts brushed his when she moved and he smelled her sexy perfume. She saw his eyes glued to her and said "Undress me Robert"

 

[tonyroleplays]

Brittany's lips felt good upon Robert's chest, warm and wet and inviting.

"Undress me, Robert," she instructed him.

"That ... I know how to do," he said, taking his employer's upper arms into his and pulling her closer to another, more erotic kiss. Robert wasn't just big, he was tall -- 6'1" -- and he could feel the head of his cock press against the belly button pin at Brittany's belly. He pushed harder into her, feeling his entire shaft press against her skin and the latex beyond which her treasures were hidden..

As the passionate kisses continued, Robert caressed his hands up and down Brittany's back side, inconspicuously investigating the features keeping her minimal amount of clothing upon her body. It turned out to be a matter of releasing just one little clasp at the back of her neck to cause her entire outfit to loosen upon her body. As the latex straps concealing her bountiful breasts snapped forward against his chest, Robert lowered his lips from Brittany's mouth to her neck, then to her clavicles, then to a tit.

He lowered his hands to her bared buttocks, grasped them powerfully, and lifted her off the floor. As he turned to the bed beyond, his mouth found the hard nipple of one, then the other breasts, sucking at it like a starving infant. He knee walked them to the middle of the massive bed -- King didn't even begin to describe it -- and laid her gently back to the bed before rising high above her on his knees. His cock loomed out over her like some Medieval torture weapon.

She was so incredible, with her dramatic face and flawless skin and ... Oh God, those tits, Robert thought. He grasped the waist band of the latex outfit and pulled it slowly off her body...

 

[MzSeductress]

Brittany gasped as he pulled her in closer by the upper arms and kissed her deeply. He was bigger than her in both height and body form and she felt small against him. She grew wet feeling his cock pressing against the head of her stomach and against the latex.

She felt him rubbing it against her as he deepened the kiss and she felt him grip her tight ass and begin slowly caressing her getting a feel of her body. It wasn’t apart of the lesson but she had let him continue wanting to see what he had to offer besides a big cock.

He found the clasps undoing the skimpy latex garment and then began to kiss her again moving down her neck and them to her nipples causing her to moan softly. He moved his hands to her now bare ass cheeks and lifted her effortlessly carrying her to the bed, she instantly wrapping her arms around him holding on and one they got to her massive bed he latched onto her nipple and began sucking causing her to moan more. He moved them toward the center of the bed and moved between her thighs raising onto his knees.

She knew how bad he wanted her but they had all night for sex. She wanted to take time and learn all of his skills and learn his body. She reached forward between them grabbing his cock and kissing him as she slowly began to stroke his cock. "Not yet Robert “she whispered against his lips and looked up at him as he began moving his hips in her hand.

 

[tonyroleplays]

"Not yet, Robert." Brittany whispered as she grasped his cock. She was stroking it for pleasure's sake, but more than that Robert knew she was taking control of it, keeping him from simply ramming it inside her.

Despite the wonderful feel of her hands around his shaft, Robert said with obvious disappointment, "Really...? Can't we postpone the lesson...?"

Her response wasn't what Robert had hoped for. As she explained what she wanted from him -- foreplay that would melt the paying customer and thus give them their money's worth -- Robert moved his hips back and forth, helping Brittany beat him off. But she was proving herself to know far more about sex -- or at the least about men -- than Robert understood, because while her hands upon his shaft were pleasing to say the least, she was obviously restraining herself to prevent him from cumming, too.

You're getting paid, Robert told himself. When you are with these women, you are being paid to please them. This isn't about your own climax. This isn't about your own pleasure. This isn't about you pounding them hard and fast, getting them off, getting YOU off so that you can say "It was nice, maybe I'll see you again someday" then leave. You gotta do the right thing. But ... what's the right thing?

"You want me to be more than a big dick, right?" he asked Brittany, to which she expectedly nodded. "But ... my selling point is that I am a big dick, right?"

Again he got affirmation of his question. Still rocking his hips, fucking Brittany's hands, Robert's expression changed. He abandoned his Oh let me cum for Christ's Sake expression and donned a more suggestive look. His tone changed as well as he began to talk to her like he thought a woman hungry for a well hung man would want to be talked to.

"Do you like what you're holding ... Bethany?" Robert was working on the assumption that his clients likely wouldn't be using their real names. "You can kiss it if you want. In fact ... you can do anything with it that you want. I can see in your eyes that you have fantasies ... a sexual bucket list. Let me fulfill those fantasies ... complete that bucket list. I beg you. Tell me what I can do for you."

 

[MzSeductress]

Brittany smirked as Robert rocked his hips to fuck her hands. She knew he was eager to get inside of her but she didn’t want him to give his clients the “fuck and go" treatment she wanted them to be quivering for more from him.

She lightened her grip so he wouldn’t cum and she was shocked when he seemed to take on a different tone asking her "Do you like what you're holding ... Bethany?" .

Brittany grinned nodding deciding to play along with his game. He continued staring at her like she was his prey. She was impressed by it and turned on as well she wanted her clients to feel desirable and sexy when he stared at them. "You can kiss it if you want. In fact ... you can do anything with it that you want. I can see in your eyes that you have fantasies ... a sexual bucket list. Let me fulfill those fantasies ... complete that bucket list. I beg you. Tell me what I can do for you."


Brittany smiled and said "I think I’d like us to try oral sex first" as she looked up at her student knowing from what Sarah told her that his 'oral skills was just as good as his cock' as Sarah would say.

 

[tonyroleplays]

"I think I'd like us to try oral sex first," Brittany told him, her own tone of voice sounding to Robert as if she, too, was playing a new persona. It could have been his imagination or a result of the pleasure her hands were giving to his rod.

"Oral..." he murmured, glancing to his own cock with obvious misunderstanding. When he saw the correcting look in Brittany's eyes and realized that she meant him doing her, he hid his surprise -- and slight disappointment and said with humor, "You have to give up your hold on me first, Bethany."

After Brittany released her grip upon his shaft, Robert moved away from her and stood at the end of the bed. He was in a hurry to eat her out and get to the fucking, but he knew that Brittany was testing his ability to fulfill her needs -- the client's needs -- before his own. Will I ever be allowed to cum? he wondered for a moment as he reached down to Brittany's legs, caressing them from ankle to knee to inner thigh and then to the backs of her knees.

With obvious strength -- and ease, because of Brittany's smallish size -- Robert easily pulled the woman to the end of the bed until her ass cheeks were barely still upon the mattress. He moved close to the bed and knelt down very slowly, making sure that his stiff rod slid full length over her slit. He smiled wickedly to her as he did so, his eyes never leaving her own.

When he finally turned his attention to her pussy, he whispered, "You have a beautiful pussy, Bethany. It will be a pleasure to ... pleasure you." Robert slipped his arms under Brittany's knees, reaching one around to caress her belly while the other curled a bit tighter to allow those fingers to find her swollen lips. He leaned down and kissed her shaved area, then again with wetter lips. He continued this through half a dozen kisses, each time a bit wetter ... more tongue ... and lower until finally his fingers opened her up and he lapped at her swollen clit with a long, wet lick.

 

[MzSeductress]

Brittany saw he was confused as she said she wanted oral and couldn’t help but giggle when she saw the obvious disappointment telling her she needed to let go first. She smirked giving it one last stroke just to tease Robert a little then he moved to the end of the bed.

He quickly brought her toward the end of the bed and sank slowly to his knees making sure to drag his long hard shaft along her pussy causing her to gasp and him to smile wickedly as he stared straight into her eyes while doing so.

She admitted it made her want to lose her composure and say fuck the lesson but he was already on his knees and she couldn't deny oral sex was one of her favorite things to do during sex.

She felt him get into position caressing it while his other hand spread her lower lips. She felt him placing kisses there causing her to sigh. She felt him slide a finger inside of her and moaned her hand instinctively moving to the back of her head as he licked her lip clit.

"Mmm that feels good" she said softly wanting him to try stimulating her more. She was now craving his cock but he wanted him to get her wet enough so he could get inside of her without too much effort.

 

[tonyroleplays]

Brittany began directing Robert in his oral performance, switching up what he was doing: harder and softer, faster and slower, left and right or up and down. She told him what to do with the finger -- sometimes fingers -- he'd sunk into her pussy, too. Robert listened to and watched for her reactions, which confused him at times. Just as she'd begin to show obvious appreciation for something he was doing, she'd tell him to do something different.

He remembered, finally, that while Brittany was obviously wanting Robert to pleasure her, her first interest was in knowing whether he could follow instruction. This was his training, he reminded himself. He could no longer do just what ever made him feel good but instead had to do what made the client feel good.

Finally, Brittany must have decided that the education was over because she ordered Robert to return to the up and down tongue flick and one finger massage of the front, inner side of her pussy wall that had earlier been driving her nuts. And, as they both knew, it worked. Within seconds, Brittany was writhing in pleasure on the big bed, back arched, heels dug in, fingers grasping at the sheets as her newest man-whore drove her quickly toward orgasm.

 

[MzSeductress]

Brittany was impressed with Robert’s ability to take orders from her he was an eager and skilled student and she could tell his clients would be very happy with him. She moaned loudly gripping the sheets as Robert began pushing her toward an orgasm “mmm Robert stop... let me suck you “she said nearly breathless. She couldn't cum yet but she wanted to bring him to at least the point where she was.

He willingly followed her instructions and got up laying on his back like she requested .She moves to hover over him slightly and grinned slowly trailing her tongue and lips down his body until she reached his marvelous cock.

She grabbed it again and said "I think you deserve some award for being such an eager and talented student" she grinned licking his cock.

 

[tonyroleplays]

Robert moaned at the feel of Brittany's warm, wet tongue sliding up and down his shaft, whispering, "I did all my homework, teacher."

She was incredible, not surprisingly. The woman was in the sexual services business, so Robert shouldn't have been surprised that she seriously knew how to use her tongue, lips, and fingers down there. As she had with directing his own performance, Brittany asked him to tell her what made him feel good, too. Robert didn't know whether it was her desire to please him or just an extension of teaching him about asking the client what they wanted, so he went with the latter.

"Oh, Bethany," he moaned, still using the name he'd created for her while rocking his hips lightly to meet his trainer's own movements, "Just having you ... touch me that way ... oh, it's enough ... to make me explode ... but don't...! Not too fast! You're ... oh, you're a dream down there. Do me how you've ... always ... wanted to do a man. My cock is yours, Bethany ... it's all ... yours today."

Only part of the drama of Robert's monologue was feigned. Brittany was, in fact, a dream down below...

 

[MzSeductress]

Brittany smirked at Roberts’s reaction to her licking him. She had barely began and he had been moaning as she lightly sucked his cock adjusting to his size in her mouth. She knew he was exaggerating some of it trying to stay in character but some of it he wasn’t

She smirked knowing that she was determined to make some of those fake moans one hundred percent real for Robert because one thing she knew how to do well was pleasure a man orally.

She wrapped her hand around his cock stroking it and began sucking his cock with more effort and also taking him a bit deeper in her mouth. She felt his hip pace increase as well taking note that he liked what she was doing and as he groaned and slid a hand into her hair "Mmm it seems like you like that Robert ...Tell me..Are you having naughty thoughts with me down here sucking your cock like this? Tell me what you want to do to me" she said urging him to work on his sex talk

 

[tonyroleplays]

"I'm having naughty thoughts," Robert responded, using her chosen descriptor, "About a very naughty girl. You've either been practicing a lot ... or fantasizing a lot. Either way, you're ... doing ... so..."

Robert hadn't wanted to cum yet, knowing that if he'd been with a client, it would have been necessary to hold out longer than she did. But it was no use. Brittany was a pro, and whether she'd intended to make him orgasm yet or not, it was going to happen.

"You're gonna make me cum, Brit-- Bethany, baby, oh you're gonna make me come! I'm there baby! What're ya gonna do with me? Here I come. What're ya gonna do with me?"

 

[MzSeductress]

Brittany gasped hearing his approaching orgasm "You're gonna make me cum, Brit-- Bethany, baby, oh you're gonna make me come! I'm there baby! What're ya gonna do with me? Here I come. What're ya gonna do with me?"He moaned loudly and before she could respond she felt cum spilling on her face, breast and hands.

He seemed out of breath and she grinned up at him deciding she would let him rest a bit before continuing their lesson " Mmm good job Robert you did very well. I’m going to go freshen up and then once I get back we can move on to the intercourse part of our lesson “she said standing and heading toward the bathroom.

 

[tonyroleplays]

Robert's head was spinning with euphoria. It was the best orgasm he'd had in quite a while, and even after Brittany had left the room, his cock was still twitching with delight. He just laid there for a long moment, staring at the ceiling and contemplating his situation. So far, they'd only had sex. They hadn't really delved into any sex business yet. All of the education reminded him of the role play in which one of his past lovers had been interested.

So ... so far ... it had just been sex, essentially. But, Brittany wanted more than that from him. Robert wasn't quite sure what he could do for her at this point that was considered professional. But as he sat up and looked toward the half opened bathroom door, Robert was pretty sure that laying here and basking in his own orgasm wasn't going to be one of his paid duties.

He stood and entered the bathroom, surprising but not at all scaring Brittany. As she turned to look at him, he picked her up by the back of her thighs and set her on the bathroom counter, immediately reaching a hand down between them to find her wet hole. As he fondled her lips and clit, Robert kissed Brittany passionately.

"Tell me how to fuck you, Bethany," he whispered to her, laying his solid again cock upon the inside of her thigh as his hand kept busy. "Tell me what to do ... to make you scream in ecstasy ... and it shall be done. I am yours to order..."