Martin's Babysitter

Martin's Babysitter

Martin's Babysitter

Martin was a quirky child... not skilled socially, but very curious. He made no real friends in school but accomplished straight 'A's in advanced classes. His parents were overly protective and sheltering. In fact, when he was eighteen-years-old and they were planning a two-week vacation in Europe, they insisted he stay with an aunt.

Aunt Ann was referred to by Martin's cousins as 'crazy aunt Ann'. She was scholarly and quirky herself. Her deceased husband was Martin's mother's brother. She lived in Miami with another woman... a source of some speculation among the family.

Martin rode with his parents to the Orlando airport, where they put him on the Brightline train to south Florida, and then caught their flight. His Aunt met him in Miami.

Ann was a big breasted, voluminous woman who despite her rotund figure dressed proudly in scanty, revealing clothing designed for slimmer figures. Her roommate, Paulie, was slimmer, but no one would call her 'slim'. She had full sleeve tattoos and multiple leg tats. They both had waist-long wigs and two-inch, wildly decorated fake fingernails. Their appearance attracted lookie-loos at the train station, embarrassing Martin.

He had stayed with his aunt multiple times when younger, but not since his uncle died. He had not met Paulie and initially refused to make eye-contact. It took several days for him to feel comfortable talking with her. Paulie had asked Ann if he was 'autistic.'

"They had him tested by a psychologist. He's not on the autism spectrum, but the doctor described him as 'socially inept.' He's a good kid, when he gets to know you."

Martin had been there for almost a week. He spent most of his time online in his room. He masturbated to porn, as all boys his age do, but spent most of his time gaming. On Friday, he'd been in his room since dinner. It was close to midnight, and he wanted to get something to eat. Believing that his aunt and Paulie were already in bed, he went to the fridge dressed only in boxers.

He was stunned to find Ann and Paulie nude on the sofa, watching lesbian porn. His cock immediately stiffened. Initially they didn't notice him, as they were involved with each other's body and the porn on the TV screen. Each had a hand between the legs of her partner, and they were kissing. He unconsciously began stroking himself, completely mesmerized by what he was seeing.

Paulie was first to notice his presence. "What are you doing?"

Martin flushed bright red and ran to his bedroom, ignoring their calls to stay. Ann quickly got up and slipped on a sheer cover-up, which covered nothing. She hurried to the guest bedroom door and knocked.

"Go away! I'm sorry! I shouldn't have... just leave me alone... please!"

"Martin, honey, you did nothing wrong. Sex is a normal human activity."

"You're my aunt and I was, uh... I was... Please leave me alone. I'm really sorry!"

Paulie joined Ann, "Come on out Martin. You've done nothing wrong."

"I can't! I was watching you and jerking off. You'll probably call my parents."

Ann responded, "No, I am not going to call your parents. We shouldn't have been in the living room, messing around. It was really more our fault than yours."

"Really?" He said, sounding astonished.

"Absolutely!" They said in unison.

Ann continued, "We're going to go back to the sofa and continue having fun. You are invited to watch... or even participate if you want. You decide whether to stay in your room or join us. Either way nothing will ever be said to your parents."

"Nothing at all?" He asked incredulously.

"Never!" Ann replied.

Not hearing anything further from him, they walked back to the couch, dropped their cover-ups, and turned the porn back on. After several minutes Martin crept back down the hall and watched them kissing and fondling each other's breasts. He got hard again quickly and stepped out of his boxers.

Ann noticed him out of the corner of her eye shortly thereafter. "If you want, you can stand closer to the sofa. Enjoy the moment. You're allowed to be sexual or not."

Martin couldn't believe the situation. He was a total virgin, never having even kissed a girl. He was so turned-on, it was necessary to stop stroking his rock-hard cock. It felt like he was one stroke away from losing a load on the floor.

After leaving his hard-on alone for a couple of minutes, he ventured closer to them. They had returned their hands between each other's legs. Their fingers made squishy noises, slipping in and out of hiding. They kissed passionately, clearly wrestling their tongues together.

Without thinking about it, he moved directly behind them. Paulie reached back and pulled his cock to her ear...

"Hello? Who's calling?" Martin giggled like a child. "Ann, I thinks it's actually for you."

Ann held his cock and tapped a finger against it. "Hello? Is this thing on?" All three laughed. "Mic drop!" Ann chuckled, releasing it.

"It floats!" Paulie observed and then grabbed it, pulling it into her mouth sideways.

"I'm gonna cum," he squeaked.

Ann pulled his cock to her lips. "It's OK. You're a teenage boy. A gentle breeze will get you off. She blew on it and pulled it into her mouth.

Martin went up on tiptoes as he lost himself in the warm wet mouth, he was pumping his load into. He tried to pull out, but Ann had a firm grip and swallowed the load. She licked the tip when he finished but didn't relinquish her grip. Pulling it forward, she encouraged him to climb over and sit between them.

"Stick around kiddo. You might learn something about pleasing a woman tonight."

Ann knew as young as he was that there were several more cumshots to be gotten. If they didn't keep him between them he might run back to his bedroom.

Truthfully, running for asylum WAS his first thought after cumming in his aunt's mouth. It was the most erotic thing he had experienced in his life, and he worried she might be upset. He quickly realized she seemed to have enjoyed it AND their four hands were roaming around his naked body. Closing his eyes, he settled back in the sofa. His cock was hard again almost immediately.

The three of them continued to watch porn while the women swapped his cock back and forth. Each taking turns sliding him from the side, while watching the two lesbians in the video do all sorts of amazing things to each other.

Paulie's phone began playing 'Born this Way' by Lady Gaga. She answered, "Hey there!"

Ann turned towards Martin on the sofa and deepthroated his hot slippery cock. Paulie's large left breast rested on Martin's shoulder. He began licking the nipple and felt the building thrill of an impending orgasm. However, before he got off, Ann removed her mouth, as Paulie spoke...

"It's Trish about the Sushi order. When do we want it delivered?"

Ann replied, while firmly holding Martin's cock. "Ask her if she wants to stay over."

Paulie listened to the reply on the phone. "She says she'd love to."

"Ask her if she wants some virgin 18-year-old cock."

Paulie relayed the offer, listened, and then hung up. "Trish says she's 'all in for it' and she'll be here in thirty minutes.

"Whuht?" Martin mumbled.

Ann began slowly stroking his shrinking cock. Paulie held her tit to his mouth, "Don't just lick the nipple... suck it."

"But who... Uh, what..."

"We have a standing order for Sushi on Friday night. The delivery person is a nineteen-year-old bi-girl who makes us the last customer on her shift. Sometimes she stays over for some hot sex. She's been telling us she's trying to find a guy her age for some teenage fucking."

Paulie interjected, "That would be you and your lovely, manly cock!"

"But... But, I don't know her! Why would... I mean how... Uh."

Ann interrupted, "We decided we were going to do you, so you'd know how. But I think it would be better for you to screw someone your own age. I mean, Paulie and I haven't dick-fucked in years... it's not our thing."

Paulie added, "Trish on the other hand loves to bang guys and gals. So, you'll have a more natural encounter with her."

"I don't know..."

"Exactly! Paulie continued. "We want you to discover your sexual self in a safe setting. No worries about a relationship. Figure out the mechanics and how to make the girl happy. Then when the time comes along for you to be with someone you really care about..."

"It's our gift to you," Ann concluded.

"I guess..."

"Great!" Ann blurted. Now let's teach you how to eat pussy before Trish gets here."

Paulie took a big cushion and laid on the floor with her feet pointing away from the TV. Ann put a smaller cushion between Paulie's feet. She grabbed Martin's boner and led him over to Paulie.

"Do you know the parts of the female anatomy?" Ann asked.

"Yes, I took Human Biology in High School."

"Great, so using your tongue touch the labia majora."

Martin scored 100% on the verbal quiz. Ann thought 'So, he knows the parts but doesn't know how to use them.' She moved on with the lecture.

"Cunnilingus is an excellent way to demonstrate your interest and commitment to your partner's orgasm. Kneel on the cushion and watch what the blond does to the redhead in the video. When I pause the video, you copy the rug-muncher."

Martin had never been harder in his short life. He was trembling from a little fear and a lot of sexual energy. He knelt where directed and sat on his heels. He placed his hands on his knees.

"Put your hands lightly on my thighs," Paulie suggested. "It will stabilize you when you bend forward and it creates a physical contact with your partner."

"Yes, ma'am," he whispered.

She chuckled, "Let's lose the formality. If you don't want to call me Paulie, just say 'yes' or 'no.'"

"I'm sorry..."

"Unless you physically hurt me, don't apologize!"

"Yes, ma... OK."

Ann turned on the video and they watched the blond make her tongue as wide as possible and use slow, broad licks to warm up the redhead's labia majora... her outer lips.

The video was paused, and Martin tasted his first pussy. Paulie coached him to lick more slowly.

"Oh... yes, that's much better. It feels wonderful. Now weave your tongue between all the folds... Damn! Martin... you're a natural. That feels grrrrreat"

Ann narrated the action from the video. "Notice how she's using the tip of her tongue for some precision stimulation... those quick flicking licks around the inner lips are divine. Practice that now."

With the video paused again, Martin followed the instructions. Paulie rocked her pussy against his lips and moaned with pleasure.

"What does the moan tell you, honey?"

Martin paused only long enough to answer Ann's question, "She likes it."

"Yes! So, pay attention to your partner's sounds. If she asks for something different, it's not criticism... look at it as encouragement."

Paulie was sounding very encouraging... moaning and whimpering. She pointed to the folds of the inner lips. "Suck these... very gentle tugs are great... Oh my god yes! That's perfect!"

Ann let Martin practice what he'd learned so far. Paulie was enjoying it thoroughly. It wasn't the best head she'd ever had but the teaching element with the willing student, was stirring her pot. He independently changed up what he was doing... going back to the broad tongue licks, then flicks, and sucking folds.

"Alright, let's watch a little more of the video," Ann said.

When it was playing again, she offered more narration, stopping and starting the video as she commented.

"As your partner becomes more excited, the outer lips become bigger and take on a reddish pink color... The inner lips also get bigger and saggy... See how she used the tip of her tongue for a long lick through the vaginal opening and then circled the clit... Now when the vaginal opening is more prominent she does a zig-zag lick back and forth up the opening."

Paulie was sensually sighing and whimpering with pleasure. Before they started she thought an orgasm might have to be faked, but the boy was punching her clock. Squirming from side to side, she held Martin's hair in both hands. Ann recognized the signals of a building orgasm and urged Martin to focus on her clit. He complied and wrapped his lips around it. When he swirled his tongue and suckled it, Paulie blasted over.

Wrapping her ankles around his back and pulling his face forcibly against her, she made a sound somewhere between a scream and a growl. Martin was startled but kept his tongue and lips in play until she pushed him off.

"God damn boy! Are you sure you've never done this before?" Paulie mumbled, since she was out of breath.

"Oh no... gosh! I never imagined anything like this. But it was your coaching that did it."

Ann smiled. "Don't sell yourself short, honey. You were creative in the moment and really committed. Now are you ready to give your auntie the private lover's kiss?"

"Sure!" He quickly responded.

Ann took Paulie's place. When she lay down her large breasts hung to the side. She spread her legs, revealing her wetness... readiness for his attention.

Martin was looking intently at those huge BB's. She saw his stare and held them up. "Would you like to start with these?" She asked flirtatiously.

He didn't hesitate, jumping up on his feet like only an 18-year-old can, and stepped over her stomach. He dropped to his knees and took one breast in both hands. It was warm and soft, 'kinda like a puppy,' was his silly thought. He suckled the nipple and felt it get hard on his tongue. He was dripping pre-cum onto her stomach but didn't think about it.

Ann felt his wet desire and reached a hand up to hold his cock. When her fingers closed around it, he came. Initially it embarrassed him... losing control when he was supposed to be serving his aunt.

"Oh! No! I'm s..."

"Cum on me honey. Shoot your warm spunk all over my titties."

She pushed both breasts together, surrounding his pumping cock. He involuntarily humped wildly, seeking the warm friction between his shaft and her puppies. When he was expended, he lay over her breasts with his face on her shoulder.

Allowing him a moment to recover, she refused to accept his whispered apology.

"Stop apologizing! Sex is messy and often provides unexpected pleasures. I can't tell you how long it's been since I felt hot splooge between my tits. It was a pleasure to offer a warm place for you to cum. If you're recovered enough to attempt an unnecessary apology, you can return your focus to between my legs."

When Martin repositioned himself, the full extent of his 'accident' was clearly dripping from both of Ann's tits. Paulie volunteered to get 'some towels' and briefly left the room. She had helped Ann clean up and was standing up when the doorbell rang. Martin raised his head.

"Don't stop, honey. It's Trish arriving with our sushi. Paulie will take care of it. You pay attention to the task at hand. You're doing great and I'm building up a big 'ole orgasm, so focus on what's right in front of you."

Trish and Paulie exchanged 'air kisses.' Paulie made a shoosh sign with her finger to her lips.

"Martin is muff diving Ann, and she doesn't want him disturbed," Paulie whispered. "Let's put the sushi in the fridge."

Trish nodded. "I'll get undressed and take a quick shower. We can watch can't we?"

"Absolutely! Nothing like 'live porn' to spice up the evening."

Trish was curvy, but not in a lazy, sloppy way—her curves were sharp and compact, more athletic than voluptuous. Her breasts, high and shapely, were often called 'perky,' a word she secretly liked. She kept her body entirely smooth, meticulously bare everywhere but the golden hair on her head. Her craving for body-to-body contact led to a quick P.T.A. shower. She was back in the living room in just over five minutes.

Trish, restless for sex, joined Paulie on the sofa. A few feet away Martin's youthful, muscular ass was displayed. His knees were spread, opening his cheeks for a partial peek at his balloon knot. His balls hung in the gap, but the cock was too erect to view. Without even seeing his face she knew she would fuck him.

Turning to Paulie, she asked, "You want me to do you, while we wait?"

Paulie whispered back, "Thanks but he got me off just before you rang the bell. He's inexperienced but a diligent little fucker."

"One to ten?" Trish asked.

"I'd have to deduct a point or two for his lack of practice but then add 'em back for enthusiasm and commitment. I was the first pussy he ate, and my 'O' was a solid ten!"

"Sounds like I'm going to have fun tonight. I'm gonna take his cherry and fuck his brains out."

Paulie's reply was silenced by Ann's verbal joy as she went over the mountain. She shuddered and quivered through wave after wave of pleasure. Martin straddled her right thigh and leaned in to lick and kiss her hard nipples. Ann enjoyed his simple, romantic after-play... until she didn't.

"Martin, that was just marvelous. You're going to make some special girl really happy."

He blushed, "Ah, Aunt Ann, thanks."

Paulie spoke up, "Martin, please come over here. I'd like you to meet someone."

He backed off Ann and stood. Turning, he was surprised to see Trish. His face turned a slightly darker shade of red. She stood and offered her hand.

"I'm Trish. Paulie has said some nice things about you."

"Uh... well... I'm not... Uh... Hello." He stuttered offering her a crooked smile. His hands involuntarily moved to cover his erection. After a pause he saw her extended hand and reached over to shake it awkwardly.

Trish liked what she saw. His muscles were subtly defined... clearly natural, not sculpted in a gym. But he was trim with a flat stomach. There was a boyish charm to his face, and his crooked smile was undeniably cute. His cock was sizeable but not pornographic. It stood rigid, glistening with precum, and pulsing slightly.

"You've gotten rave reviews from my friends. I would love to feel your lips on my skin. Will you please lay with me?"

"Uh... Sure... I mean... Uh... I'd love to," he faltered.

Trish moved around him to lay on the large pillow. He turned following her movement. Her amazing tits swayed slightly from side to side. When she had reclined, she spread her legs apart, offering herself to him.

Martin felt an imminent cumshot at the sight. He closed his eyes and thought about cutting the grass, until his cock stopped jerking. His mind was vacant as he knelt between her legs and lowered his mouth to her wet flower.

Trish hadn't been with a guy in over a year. Even though the act of cunnilingus does not define the gender of the giver it felt different. His hands and tongue were bigger. The presence of the musky scent of precum instead of perfume. His touch was more possessive... not in an aggressive way, just slightly more controlling.

This may have been Martin's third time eating pussy, but it was immediately in first place. Every part of her body he touched with hand or tongue was firmer. He felt muscle under the skin on her thighs... not flab. Her 'flower garden' was taunt and noticeably more vibrant. Her body felt fresh... more alive.

He used the same moves he had been taught, but her response seemed more enthusiastic... more in the moment. She was wet immediately, and he dragged that moisture upward. When his tongue first brushed over her clit, she trembled, and a breathy sigh escaped her lips. He again felt his own orgasm rumbling up.

Trish believed up until that moment that no man could give head better than a woman. 'We're supposed to be more in touch with what feels right. How can a man know that?' Martin was unknowingly changing her mind. To her he felt like the Energizer Bunny doing oral sex... but amazingly erotic, not annoying.

Martin was somehow able to stop thinking about his own imminent orgasm and remain focused on her pleasure. She was giving him plenty of physical and verbal signs that he was doing good work. After several minutes she arched her back, pushing her clit into his tongue. Crying out in ecstasy, she continued humping up against his face as she rode out her orgasm.