My Son the Gigolo

"Drake come look," Iliana said, appearing in the doorway waving to her son to join them.

Setting his suitcases down by the table next to the wall. Hearing the rustling of the trash bag as he neared the kitchen. The Barista Express, the same model he had in his apartment in New York this one was just black instead of silver like his.

"Honey you must be hot in that coat why don't you take it off," Iliana said smiling. All the while wanting to see how much her son has grown since his time away from home. "Oh my... Holy..." she mumbled as Drake took off his coat and hung it on the back of one of the chairs that sat around their family table. Her eyes just couldn't look away as Drake's tight, white turtleneck detailed every inch of her son's chest.

"Not bad Drake, not bad at all," Franklin nodded approvingly. "I'm still stronger though," he said, smirking in the way all big brothers had when they're speaking with their siblings.

"Oh? Want to bet?"

"Fifty bucks says I am," Franklin said, moving up to the counter with an arrogant look on his face. His eyes glanced to the left as Drake dropped the fifty on the counter.

Iliana felt her body come alive as she watched how Drake's muscles tightened, the way his bicep bulged as he forestalled his brother. Feeling her mound moistening at the sight before her. Her hands slowly moved down to the hem of her sweater and the t-shirt under it. She never wore a bra when she was home. Plus, if she was truthful with herself, she's wanted to show Drake her breasts for some time. Biting her lip as Drake's eyes shot over to her as she shook her bare orbs for him. Then quickly covering herself, smiling mischievously as the back of Drake's hand hit the countertop.

"Maybe kicking your ass these days won't be as easy as it has been," Franklin said, with a brotherly smile.

"Yeah..." Drake's eyes darted to his mother who played innocent when his brother peered over his shoulder.

"And that's how you make your own cappuccino," Drake said, once he had shown his mother and brother how to do it.

"Can this thing make a latte? What, I like them don't look at me like that," Franklin scoffed.

"I got something that will go good with the coffee. Be right back." Iliana's mouth watered as her eyes burned into her son's backside. How she just wanted to bite it. To dig her nails into it as she held her son in place once his cock was buried deep, deep inside of her. To mark her son as her lover as she rode her son.

"What's this?" Iliana asked confused, as she stared down at the weird packaging.

"Dutch gingerbread, but it's not that spicy," Drake said, showing Franklin how to make a latte.

"Oh that's good," Iliana purred into her cup as her green eyes peered over the rim of it.

"Mmmhmm," Franklin hummed ignoring his brother's smirk.

"So honey, just how many hearts have you broken?" Iliana asked, as she reached for a cookie.

"None, I don't date," Drake said, his eyes smirking at his mother as he took a sip of his latte. It was more milk than he liked in his coffee but he'll deal with it. Watching his mother's mind race, seeing her face blush at the realization of what he was doing when she called.

"You could have told me you were busy?" Iliana whispered as her mind delved into those lustful waters at how her son would look like standing naked in her room with her lips wrapped firmly around his cock as she knelt before him.

"Why? Most of the time you called when they were leaving. There was no reason to tell you I just got done fucking them," Drake said, a devilish light glinted in his eyes as he nibbled on the gingerbread.

Iliana's cheek twitched as her son's phone rang. Watching how he sat down his cup, pulling his phone out of his pocket. Those dark sinful thoughts began to form in her mind as she thought what it would feel like as her son wrapped her in those strong arms of his as she watched how his bicep tightened as Drake scratched the back of his head.

"Yeah, I figured the news of my return would get around quickly. No. Not tonight, tomorrow. Alright text me the time. Yeah, I'm still going. Yes, we've talked. As long as it's close to the college I'll be studying at, I don't mind. Okay, I'll come by Thursday, see you then," Drake said, hanging up with his Madam. "What?"

"You put off doing whatever it is, to spend time at home," Iliana said, in genuine surprise.

"Yeah," looking at his mother like she's lost her mind, "I did just get here be kind of rude to just leave, don't ya think?" Drake said, popping the last of the gingerbread into his mouth.

"Frank!" Aidyn called out once he entered through the door. "Come help me carry in the beer!"

"Wait?! I thought you didn't have any free cash," Franklin said excitedly, quickly getting up from his seat.

"Yeah, I didn't. Here, sorry took a while to find it. Better be good wine for sixty bucks," Aidyn said, handing the bottle over to his brother.

"It is, you should try it some time. You'd be surprise the things a good bottle of red will open," Drake said, allowing his innuendo to hang in the air.

"Drake you aren't old enough to drink."

"You going to stop me from sharing this over dinner with you?" Drake asked, with a pointed look.

"Dinner? You want to have wine... with me... over dinner?" Iliana stammered.

"Well yeah, I mean I'd rather have wine than beer. Unless you don't want to celebrate my homecoming with me," Drake said, noticing how his brothers were staring at him seeing how he had instantly spun it around on their mother.

"... Hey..." Drawing out the word, "that's not polite to tease your mother like that. I'm sorry for jumping to conclusions Drake. I'd love to share a glass of wine with you over dinner. Which reminds me, I've been cooking a pork roast all day. I hope pulled pork, coleslaw, and baked potatoes are okay with you?"

"Sounds lovely Mom," Drake said, in a soft alluring tone as his brothers left to haul in the cases of beer.

"Glad to hear it," Iliana said, smiling down into her coffee cup. "Drake, can we take a walk around the backyard?" she asked softly, as her gaze rose.

"Sure."

"Drake, are you really dating older women?" Iliana asked, as she and her son walked along the flower bed that lined the rear wall of her fenced in backyard.

"Depends on what do you mean by older," Drake said aloofly.

"Women my age Drake," Iliana clarified.

"Yes, I've dated quite a few of them."

"And just how can you get a woman twice your age into your bed? You know what, I want you to show me," Iliana said, seeing Mrs. Rothberg exiting her home from her rear door. "Emma! Come over here for a second," she called out as she waved her arm to her neighbor. Opening up the upper half of the spilt door they had each installed into their fencing so they could chat in private.

"Oh my, Drake, you've really grown up," Emma said, her leering eyes ran down his chest as they stood in the fifty degree, late afternoon air.

"And you've only gotten more stunning since I've been gone," Drake said, as he stepped closer. His fingertips glided along the palm of her hand. Noticing the subtle hints of her interest as his thumb gently rubbed in a circular motion along the back of her hand. "It's a shame though."

"What is?!" Emma said, breathlessly.

"That there's a stunning woman living in that house and the man that occupies her bed is too blind to notice how she's lonely and craving something," Drake said, if his mother wanted to see him in action then he wasn't going to hold back. Watching the light blush that started to form along her cheeks as the pads of his fingers lightly danced along the back of her hand.

"How...?"

"A sane man would have trouble keeping his hands to himself with you at his side. Plus if he was giving you want you needed, you wouldn't be out here allowing me the privilege to whisper sweet nothings to you. Voglio sdraiarti, spogliarti dei tuoi vestiti, guardare il tuo bel corpo. Ti ascolto gemere mentre assaggio la tua piccola fetta di paradiso. Quindi la mia domanda per te è: hai mai cum in meno di due minuti prima? (I want to lie you down, strip you of your clothes, gaze at your beautiful body. Listening to you moan as I taste your little slice of heaven. So my question for you is have you ever cum in less than two minutes before?)" Drake asked, switching over to Italian something a few of his clients had taught him.

Punishing him for every word he got wrong by licking their cunts which led him to becoming quite good at both acts. He knew Emma would understand given that her grandmother came from Italy and it was spoken primarily in their home, and English when they left it. She or her family never spoke it around Emma's husband, since the man didn't take the time to bother to learn it.

"Drake!" Emma gasped in shock. One: he was so forward in his desire that it took her aback for a moment. Two: it was the fact that Drake was speaking in fluent Italian. Something that she didn't know that he could do. "While I'm very flattered, and should slap you for speaking... so teasingly to me, I'm twice your..."

"L'età non significa nulla quando le tue cosce sono avvolte intorno alla mia testa. (Age means nothing when your thighs are wrapped around my head.)"

Iliana just stood there in shock as her son was actually winning Emma over. Something she thought the woman wouldn't have entertained given the numerous times she shot Aidyn down. Her eyes glanced down noting how Emma's nipples were detailed by the fabric of her shirt. She also noticed how her son's eyes were always on Emma's. Then the question finally popped into her head on when and how he could speak so well in Italian, and why she found herself feeling jealous as her son simply held Emma's hand.

"E se non riuscissi a mantenere la tua promessa. Cosa poi? (And if you can't keep your promise. What then?)" Emma finally spoke only to answer her son in Italian.

"Quindi per una settimana puoi usare la mia lingua tutte le volte che vuoi (So for a week you can use my tongue as many times as you want)," Drake spoke in a seductive tone.

"E se volessi andare oltre, se infrangi la tua promessa? (And if I wanted to go beyond that, if you break your promise?)" Iliana heard the want in Emma's voice. She had no idea what he was saying yet the way he looked at Emma she didn't need to know. Every woman knew that look on a man's face, confidence with a mix of lust within it. Feeling how her mound was throbbing and growing moist the longer she watched.

"Allora puoi usarmi comunque preferisci (Then you can use me anyway you prefer)," Drake uttered.

In that moment Iliana knew Drake had done something that she thought wasn't possible as Emma opened the lower half of her spilt door.

"You sure I'm not too old for you?" Emma asked, as Drake slipped into her backyard.

"Of course not, think of all the things you can teach me," Drake replied as his hand rested on the small of her back.

"Stop," she giggled as she slapped Drake's chest, "I'm sure you have plenty of experience." Iliana heard Emma utter as she and her son walked back to her house. She could not for the life of her believe that this was happening and in front of her own eyes no less! "Why are you opening the window? Fuck never mind that, let's see if you can do what you so lewdly spoke in front of your own mother. Such a naughty..."

"Surely, she couldn't become speechless so soon?" Iliana thought to herself.

"Oh fuck! Oh fuck! Mmmhmm... there, right... fucking there! I'm going to cum Drake, I'm going to wash that mouth out with my peach juice!" Emma screamed out for dear life. "Well fuck me, you weren't lying." Emma's laugh filled the air. "I so needed that..."

"There that should clean you up, I can't help with the taste of my pussy on your tongue," Emma cooed as they stood on her back porch.

"Something I'll always remember fondly," Drake said, with a warm caring smile. Looking down as Emma took hold of his wrist.

"Drake, did you mean it when you said I could do anything to you if I had won?" Emma asked, trying to hold back the need from her voice.

"Within reason, I'm not going to be ridden like a horse," Drake said, smiling at Emma's soft giggle.

"If... if I have another lapse of judgment, say in a day or two, and that I needed a man to make me feel like a woman again... would you truly make love to a forty-nine year old woman?"

"In a heartbeat! I know a few men who would love to get to know you. If you need some company after I head back to school," Drake said, truthfully.

"I hope it isn't your brothers?" Emma asked, trying to keep her irritation from her voice.

"No, no, nothing like that, they're quite respectful to the ladies they date. If you need some company now and again," leaning in, "just so you know they're escorts like me, so you don't have to worry about them getting attached if you only need to scratch the itch and keep everything discreet. I'm not telling you to cheat on your husband, but if he's not fucking you, when you're as hot as you are at forty-nine. There can be only two reasons he's either gay, or already has another woman he's fucking. Don't worry, these men are clean and far more attractive than I'll ever be. You call me and I'll set up everything," Drake whispered into her ear as he slipped his card into her hand. "Whatever you do, don't tell my mother."

"But when you come back what if I want you?" Emma asked, nodding that she wouldn't tell his mother.

"Then you call, I'll open that door and you come on in, and I'll make sure you leave with a smile on your face and your juices running down your legs."

"Y-you wouldn't charge me?"

"You?! Never. Like I always say, the older the woman is, the more beautiful, and more experienced they are," Drake said, with a devilish grin. Emma molded her body against his as she kissed him without warning. Her moan was light in his mouth as Drake caressed her ass.

"Wednesday, noon, I'll only have an hour. Tell me, just how many do you think you can give me in that time?" Emma purred, her grip tightened on his arms, her heart raced, her womb clenched as Drake whispered into her ear. "Well... Drake, that was a very unique greeting," she said, smirking seductively at him as they both stood on their respective lawns.

"If you need a refresher, you know how to find me," Drake said, returning the smile. His eyes flickered over to his mother who stood in stunned silence the whole time he had wandered back to their yard. "Does that satisfy your curiosity?" he asked once Emma and he had closed and latched the spilt door. Hearing noise from the back door, a wicked, sinister smile formed on his lips as his brothers looked at him and then to Emma as she wandered back inside her own home. "I think you might have your hands full for a while," Drake nodded to his brothers before leaving his mother standing there "Maybe you should take notes," he said in passing, as he brushed past his brothers.

******

"You really going to bring her here?!" Franklin asked, trying to keep his erection under control as he and Aidyn peered around the doorframe as Drake pampered himself in their bathroom.

"Yeah, got a problem with that?" Drake spoke as he gathered up a pea sized ball of his dry cologne. "You two might want to look away, unless you're into me like that, which would be weird," he said, rubbing his hands together. Chuckling when his brother's heads quickly left the open doorway as he dropped his towel. "Now you two can wait outside and listen as a real man fucks," Drake said, patting the tops of his brothers heads hard as they sat watching a game in the living room while he had gotten dressed.

Emma drove like a bat out of Hell to get home. Her car flew into her driveway. Her legs quickly carried her into her home. Hoping that no one would wonder why she was moving so quickly. No one needed to know how horny she was to finally be able to be fucked for the first time in two years. If Drake could do half the things he said he could do then she would definitely take him up on his offer. She just hoped she could afford it. If her husband didn't want her any longer she'll find some young man to give her what she needs. Hiking down her pantyhose and her already soaked panties. Threading her bra through the sleeve of her dress, tossing it and her balled pantyhose and underwear onto the couch. Checking her hair in the mirror, straightening out her dress before rushing towards the back door.

Her heart hammered in her chest as she neared the door that connected their two yards. Never once had she cheated on her husband. Drake was right; her husband did have another woman, her husband knew that she knew, hence why she hasn't slept with him for two years. Yet it was just too damn costly for them if they divorced, and she had spent too many years getting her home just the way she liked it just to lose it. However, she would keep her affairs hidden far better than her husband ever could.

Her channel quivered as his cologne drifted on the breeze as Drake stood there dressed in a black turtleneck, and matching jeans. Emma wondered if he allowed all the women he's been with to trace every muscle on his body. She had touched herself a lot, she might add just thinking about it, after Drake had his face buried between her legs.

"I hope I haven't kept you waiting," Emma cooed as she stepped over the property line as her hand slid into his committing herself to this act.

"Not at all, I'm looking forward to seeing your gorgeous body in its afterglow," Drake said, in a sultry tone.

"You must have been with far more..." His finger on her lips stilled her words.

"The only woman I am with is the woman that's standing in front of me," Drake said, seeing how her eyes quivered as he ran his finger along Emma's lower lip. Before her lips engulfed it, her dark blue eyes burned in her hunger as her tongue swirled around it to show him just what awaited him once she got his cock into her mouth.

"I need you Drake," her body lightly pressed against his, "I always thought you were cute watching you grow up. You always spoke truthfully when we would see one another, why I never let your brothers get what they wanted. I knew they only wanted me for my body not as a woman, like I see in your eyes," Emma whispered, feeling her body on fire as she felt his hand lightly run along her hip then around to her back. Pulling her tightly against his hard body, her cheeks heated as his hand squeezed her right ass cheek. She knew she might get caught, yet she needed to taste his lips again. Her hands pressed against his shoulder blades as Drake kissed her like a man who wanted her and only her. "I don't have much time... can we?" Her nipples became rock hard as that seductive smile of his raised the corners of his lips. Emma bit her lip to hold back her giddiness as Drake led her to his home.

Drake only smirked at his brothers as Emma followed in after him as they stared in awe. "You might want to take notes," Drake said, over his shoulder making them watch as he caressed Emma's ass as she climbed the stairs to his room.

"You could learn something from your brother, if you stopped looking at me like some fuck toy, I might have slept with you." Emma's voice drifted down the stairwell. Drake couldn't help but smile as both their faces burned in a bright red. "Come on Drake, let's see how well you use that cock of yours like you can with that tongue of yours," Emma purred as her finger beckoned to him as she stood on the top of the stairs.

"I'll try to keep it down..."

"Oh, that's so not happening," Emma said, smiling down at him as Drake climbed the stairs. The moment he stepped onto the landing of the second floor Emma pounced. Moaning into his ear as Drake fingered her wet cunt in the hallway of his home. "Fuck me Drake, take me into that room and fuck me like a dirty, dirty whore," she growled heatedly. "Bye, bye boys," Emma waved at the stunned and shocked Aidyn and Franklin.