Celebrity Sex Stories

Lenora Has successfully surpassed her personal goals by achieving business milestones and receiving a prestigious award.

Gene openly displays his affection for his friend's mom.

Spankmasters
May 8, 2024
12 min read
infidelitycunnilingusmatureLenaseductionbig tits
Lena
Lena

Lenora Has successfully surpassed her personal goals by achieving business milestones and receiving a prestigious award.

LIVING IN A SMALL MINING TOWN

We lived in a small town perched on a hill at the very end of a street. The stunning elm trees lined our roads and avenues back then. Living beside us were our neighbors who resided on the next block. When I was about 5, a new family, the Johnsons, moved in. They had two boys - Ken was a year younger than me and Jim was a year older. I was born to a 29-year-old mother. Incidentally, I discovered later that Lena, the Johnson’s mom, was about 5 years older than my own. I developed a close friendship with Ken, yet Jim showed me his disrespectful side.

Their father, Frank, was a well-paid electrician for an iron mining company at a vast open pit mine. A reserved introvert, Lena was the Johnson's mom, a school teacher who was warm-hearted and sociable in comparison to Frank, who stood at a towering 6' tall. Her heritage was Italian. She exuded a kind of magnetism, and I found myself drawn to her. She was an impressive woman standing at around 5'10", with her hair just above her shoulders and striking dark brown eyes. She carried some extra weight but treaded confidently on her feet thanks to her high heels. I, on the other hand, only discovered her sexy figure as I grew up.

Jim, their other son, lacked respect for his mom. She claimed to be the boss, second only to Frank who usually left the disciplining to her, but it seemed a struggle for Jim to disturb their domestic tranquility even to yell at his brothers. Rather than disrupt his peaceful home life, Frank patiently doled out punishments to his children.

Lena seemed to enjoy my company, and I genuinely liked her. She would occasionally take Ken, me, and sometimes Jim out to the county seat, five miles away, and treat us to some chocolate ice milkshakes at the Ben Franklin soda bar. My shy and reserved mother didn't fancy taking me out, so I cherished those excursions. Lena introduced us to spaghetti, a dish she was fond of cooking, but I preferred her thicker tomato sauces.

It was hard for me to witness her busty chest's ample cleavage being contained within an old-fashioned bra, which left little to the imagination. It was almost natural for me to imagine burying my hand between her outstandingly voluptuous tits.

Over the years, she paid keen attention to how I was doing in high school. Whenever she saw me at her house, she always found an excuse to admire how far I'd come.

But my 18th birthday gift was the sweetest of all, as I was able to show my sincere gratitude.

A few days after my high school graduation, both my parents and Frank took their children on separate trips, leaving them all free. I spied Lena planting flowers in her backyard and walked up to engage in a conversation.

Unlike her son Jim and daughter-in-law, Lena always covered her legs, so the dress she wore that day was a short, outdoorsy jumper made of blue denim and paired with a white cotton blouse. I couldn't help but admire her curvy silhouette on display, her legs looking tempting with an alluring sliver of flesh on show. She looked over and smiled at me. I didn't dare gawk at her tits the way a boy my age should, instead focusing on her smile.

Conversations ensued, and we exchanged updates about our family lives since she'd known me since I was a child.

"Frank is away, and we’re spending the weekend together," she said. "I’m a grass widow today!" I countered by admitting that I was essentially alone for the entire weekend too, as my parents were off with another couple to Las Vegas.

"Would you enjoy having supper at my house?" she asked.

I agreed and planned to help her with some gardening thereafter. I wanted to make sure she was aware of how much her company meant to me. She mostly kept her mature body odor and perfume to herself, making it easier to partake in casual conversation.

The chosen dish was spaghetti, which Lena prepared skilfully. Maligned by the thin sauce, the dish was only saved by a tasty salad with store-bought tomatoes and other awesome ingredients. To satisfy my craving for chocolate, she treated us to a plate of ice cream. Lena had just one glass of wine, but I had two, making the party that much more enjoyable.

Over the course of the meal, Lena revealed that Jim’s lack of appreciation made her proud of my respect for her, and it wasn't right for me to admire her in a way that could easily be misconstrued to be incestuous. (A man looking at a woman's body the way I admired Lena's creates an unfair comparison with his own son's relationship with her.)

We sat together in the living room to enjoy some television. Lena sat on the couch, leaving me some tough decisions about where to sit for the best view. Should I choose the chair with a clear view up her skirt or the one beside her that would give me a glimpse of her cleavage? Lena basically made the decision for me by beckoning me to a chair where I'd have to strain my neck to see the television properly.

"Come here. You can see better from here."

I settled close enough to inhale her faint, clovy perfume, as the sofa's softness swallowed me up. Simultaneously, the hem of Lena's dress crept further up her knee. She crossed her legs and revealed even more thigh.

Eventually, the subject of relationships came up:

"Do you have a steady girlfriend?"

"No."

"Girlfriend?"

"No."

Lena, being quite confident, sat so that I could appreciate the ample cleavage she displayed.

"Why not?"

"I'm shy. I'm an introvert. I don't see any signs that a girl is interested in me. Other guys don't have this problem. They just go for it."

Lena gently placed her left arm around my shoulders. "Shakespeare wrote, 'Faint heart ne'er won fair lady!'"

"But rejection would make it even harder for me."

She playfully ran her hand through my hair and kissed my cheek. Her soft, dark hair brushed my cheek and created a shivering sensation within me.

"You'll find a girl who appreciates you for who you are."

She mentioned Frank, another introvert and the silent, strong type, and acknowledged that it took effort for her to show her interest.

"You must have had many admirers," she said.

"I'm flattered to hear that," I responded.

"Why are you saying that?" she queried.

"Because I think you're a sensual, beautiful woman."

"Thank you! That's so sweet of you, even at my age. I'm well into my fifties."

Lena then turned fully to embrace me, burying her breasts in my thin undershirt. This physical contact gave me an indescribable sensation which I later learned Aldous Huxley referred to as "pneumatic bliss." I returned her embrace. With our posture slightly off-balance, she regained her balance, placing her hand on my thigh--right on my erection. She slowly pulled her hand away, not to shame us or interrupt our moment.

"It's time for bed, my dear. Here's the guest room for you, and I've got some pajamas of Ken's that might fit you for the summer."

As she led me upstairs, my attention was drawn to images of her thighs and ass. I slept in my underwear as usual. Lena went into the bathroom first, leaving her door halfway open. I could not resist glancing at her as she removed her dressing gown, revealing her bra and panties. She brushed her hair, facing me as she removed her bra. The sight of her revealed cleavage and her nude, thick golden-brown triangle.

"Have you ever seen a naked woman, close up?" she asked.

"No."

"You must think I'm beautiful, then."

"Absolutely. You look like a goddess."

She stared at my half-mast cock protruding through my undies, then glanced at my face. She considered the situation. I remained fixated. She stood with her legs open wider and pulled off her panties. Facing me, she revealed herself.

"Have you ever seen a naked woman before, close up?"

"No. You look like a goddess."

"So," Lena finally spoke. "Since you're clearly so attracted to me and want to make love, I'll help you. Let's start with kissing. Just like in the movies, we can French-kiss."

Overcome by her charm, I lowered my body to her, enveloping her in my arms. Taller than me, she towered over me. Cupid's arrow stuck me as her breasts filled my hands. I yearned to kiss her, which she obliged, and even taught me the deep-kissing technique.

"Lie down," she commanded. "I'll undress you."

She pulled my shorts down and gripped my now rock-hard cock. She guided my hand into her moist and well-primed cunt. I explored the thicket, eagerly searching for her clitoris. She aided my quest by moving her thighs wider.

"You don't have to worry about being unladylike. The act of letting me finger you, in fact, prepares a woman for lovemaking. In return, it's my duty to prepare you," she murmured.

She pulled me towards her, kissing me as I wiped her juices onto my fingers before slipping her underwear off and locating her clitoris with a deliberate intention.

"Do you know anything else?" she asked.

"I've watched some movies."

"Let's see," she suggested, lifting herself up, raising one leg to balance, and opening her thighs to guide me to her entrance. "And here's your introductory lesson to making love to a woman."

I embraced Lena and leered at her seductively. I cupped her breasts, kissed and sucked her swollen nipples, while my cock pressed against her belly.

"I guess I'll have to show you how to please a woman," she sighed.

She pulled me into her awaiting folds, inviting my middle finger into her soggy, luscious cunt and planting her clitoris with my open palm. Her body trembled in response. I worked my entire middle finger into her while she spread her legs even wider.

"I'm about to come," she moaned, anticipating her orgasm. "You'd better get a towel to place under me if you're going to bring me to bed."

Lena lay down on her back. I positioned myself between her legs to make room for me. She raised her knees, allowing me to climb onto her. I parted her wide and smelled her wetness. As I watched, I licked my fingers to taste her love nectar.

"How divine and alluring! I'm nervous. In the future, I'll feel uncomfortable, but for now I surrender to your urgent need of me," she said.

I separated her hair and pressed my penis against her outer labia. She directed me in the right direction. A full-figured woman with two children, she was easy to penetrate and claim.

"You're moving fast! How am I feeling?"

"Amazing! I'm in a state of bliss!"

"I'm happy that you appreciate me so much! You may have to proceed cautiously due to your passion for me."

I took my time, but after only several minutes, I approached ecstasy and fucked her fiercely, attempting to penetrate her as deeply as possible with my cum.

"I'm sorry."

"I anticipated this. If I can't entice you to do it to me again, I will be disappointed in my attractiveness," she said and asked me to remain in place.

I lay on top of her, gently caressing her legs and breasts. I kissed her breasts and sucked her nipples. Soon, we felt my cock harden and satisfy our needs. We embraced and kissed passionately. Then, I raised myself to fuck her steadily. She groaned and tightly wrapped her legs around me, almost stealing my breath. She started lifting her hips to match my loving thrusts. We achieved a rhythm that lasted about ten minutes until the cum rose in my cock and I fucked her with more speed and intensity. She cried out and became even wetter. I didn't realize then that some women can spray during orgasm.

I collapsed on top of her in a timeless state of bliss.

"That was an incredible experience for a first time! You seem unwilling to leave. Are you planning to do it to me again?"

Yes, I was! I fucked her aggressively for about 15 minutes, watching her large breasts bounce and hearing her moan with each thrust, until she pleaded for me to reach my climax. Afterwards, I extended my stay and fucked her for another 15 minutes, watching her big breasts bounce and hearing her sigh with each thrust, until she begged me to complete my conquest. I slid under her to enter her soaked cunt again. We lay together and fell asleep, still connected. At that moment, there was no need for a separate room.

The next morning, I awoke feeling the need to pee and fighting off an erotic dream. To my surprise, I found a real woman full of my sperm before me. I was aroused and eager to take her again. However, she begged me to give her the chance to pee and remove the excess of my sperm from her swollen, inflamed cunt. I implored her to remain naked. When she returned, I pulled her back into bed and took her again.

"There's nothing wrong with your self-confidence now, dear Gene! You haven't given me any time to feel regretful about my shameless actions, just time to feel flattered and aroused once more!"

I admired her large breasts and possessed her wet cunt again. We had a leisurely, fulfilling session. I marveled at the exploration of her voluptuous body with my desperate hands.

I selected a short robe for her to wear underneath while she prepared breakfast.

"This feels like a perverse fantasy! You must never tell anyone what I permitted you to do to me!" Lena exclaimed.

"That would be ungentlemanly and ungrateful," I responded.

"What should we do until it's time for you to take me to bed again, should I not have satisfied you?"

Lena decided to tend to her garden and then hit the shops. I went to the nearby lake to catch some crappies to feed us both. I presented the fillets to a satisfied Lena, who prepared them for a delicious supper. She drove to the local liquor store for a bottle of chardonnay. While shopping, she bought a shorter summer dress incompatible with her previous knee-length or longer wardrobe dresses. It had a low-cut neckline to display her enticing assets.

The fish, broccoli, and baked potatoes demonstrated her cooking skills. Lena enjoyed a third glass of wine.

"To quell my guilty thoughts! I've already experienced more sex than I usually do in a whole month!"

We watched a sexy movie and passionately made out. Her new dress allowed me to stare at her sensuous figure. She ditched her old bra and panties for a black lace bra revealing more than concealing and black bikini panties. I requested she removed her stockings so I could caress all her bare legs. Finally, we lay in her bed caressing and kissing.

"This must come to an end soon! Despite that, I wonder how I'll manage now that you've awakened my desires. I'm not sure when you first started thinking about me in a sexual way."

"I believe I found you appealing from the beginning: tall, voluptuous, an attractive face, prematurely graying hair, and stunning dark brown eyes. You always wore dresses, exuding a womanly aura. As I reached puberty, I admired your breasts. They seemed too plentiful to be confined, overflowing with cleavage. Then, I began fantasizing about you."

"I knew you were a bit wild, but I never thought you'd misbehave like that! You didn't push things far enough, though."

He admitted to his naughty deeds. "Two days ago, I would've been horrified, but now I see it as the start of something."

I started running my fingers through her hidden regions, exploring her womanhood. My hand was a foreign object in her pubic hair. I caressed her clit. The pleasure it brought her made her squirm. The touch of my finger on her clitoris made her groan with ecstasy. I smacked her clit with my thumb, and brought her to the brink of climax by finger-fucking her. The sweet sensation of her love juices running over my finger prompted her to peek and see me licking my fingers clean.

"What's that trick you just did?"

I grinned playfully and kissed her pussy. It sent her into a frenzy. I licked her clit and down her slit, from her outer lips to her inner folds.

"Oh my god! Nobody's ever done that to me! I was trying to teach ____ but it's you who's showing me things!"

We had intercourse, snuggling into each other with one forceful push. It filled her with both bliss and pain.

"Oh my darling! I haven't experienced so many orgasms! You're not just satisfying me, but also gratifying yourself!"

I thrust slowly, enjoying every moment together. My own pleasure quickly escalated to an impending orgasm. As I felt the climax approaching, I started going harder and faster. She shouted out in pleasure and experienced another orgasm as I pushed hard into her while climaxing inside her.

The birds were heralding the sun which streamed into the room, glowing on her naked skin. My erection nestled against her as we made love, gently and pleasurably before breakfast. She slipped on her short robe right after we were done.

"I'll always remember you. You were my first lover."

"No, I won't forget you and how exquisite our time together was."

"But I strayed from my marriage vows."

It was time to part, with one last kiss, and an embrace that was both naked and warm, before we redressed and went back to our regular, boring lives. How I Became a Naughty Girl

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