Mother-Daughter Similarities
June 16, 1974
I woke up to the sun shining through the curtains, surrounded by my previous night's surroundings. I was in Sylvia's bedroom, on top of her bed. It wasn't the first time I had seen this place, but the realization sunk in that I was actually there.
For the most part, this was a standard teenage girl's room. Memorabilia and souvenirs, trophies, ribbons, and framed award certificates lined the walls. There were more books in this room than any other I had seen. To my right, a bookshelf held some of the larger titles, Far from the Madding Crowd, Northanger Abbey, To Have and Have Not.
I had literally been fucking all night long. Even though my head was buried between a pair of gorgeous thighs for most of it, I had only managed to get a few hours of sleep. I wasn't sure what had awoken me, but as I lay there, fully awake and amazed, I knew I had just had sex with Sylvia Beth Raleigh for the first time. That incredible experience sent waves of euphoria through me.
I'd taken advantage of the situation and had sex with her as if I was actually with Sylvia, her mother Anne, four times. I'd come inside her three times, once in her ass, and once between her stunning breasts. I had licked every drop of cum off her and we shared it in a passionate make-out session.
I had fucked both of them...and not completely forgotten that it wasn't really Sylvia. The feeling of security and peace had soothed away my anxiety while we had been together. Now, as I lay there in bliss, I was confident that I had a good chance of impressing Sylvia when I finally stolen her heart.
I recognized the intense amount of sexual history this bed had held. A minimum of three dates each week added up to twelve assorted guys in a single month. No big deal really. I realized that she had let eighty-four different penises into her within the last seven months. Which begs the question, who is this guy she is currently dating? What does he have that all the others didn't that grooved me a chance to compete?
Anne was fast asleep at my side, after a night of sexual passion that was worthy of a dream. I couldn't take my eyes off of her perfect figure. I wanted her again, but I knew she deserved to rest.
My eyes shifted toward her bedside table and a frame caught my eye. I couldn't tell if it belonged to Sylvia's boyfriend. They had a photo of Sylvia and her best friend Jill hamming it up at a beach somewhere, both women wearing bikinis. Jill was beyond beautiful. She was a ginger-headed, freckled girl with that tomboy charisma that made her the prettiest girl in any room, even with the always stunning Sylvia. They looked happy together, a perfect combo as best friends.
I had played with my hand on her more than a few times. The friendship between Jill and I prevented me from ever dating her, even though we had shared one disastrous double-date at an amusement park. It was a time in our lives when I had been a complete novice. I pictured Sylvia and me at the amusement park, clinging to each other.
It had been years since then and the memory still pained me. But now, after enjoying Sylvia's sexy body, this painful feeling seemed insignificant. The thought of the deed we had engaged in helped me see that moment as a silly story rather than a wound. One for the record books.
There was something else on Sylvia's nightstand that caught my eye - an old, well-read book with a missing cover and a crack on its spine. The dog-eared pages intrigued me, and I picked it up to read in the dim light. The title said "Emmanuelle."
I couldn't believe what I was seeing! This was Sylvia's most cherished book, brimming with underlines, annotations, and stars. It must have been her favorite. But how come it was here if she read from it regularly? She probably had a newer version with her at Beverly's.
This discovery opened up a thousand possibilities for me. I flipped through the pages, curious to see what Sylvia had underlined. The first chapter, titled "The Flying Unicorn," had a sketch of a winged horse with a horn-like penis.
Moving on, I beheld a heavily underlined section and decided to read from the start. My dirty mind conjured up a steamy scene in my head with Sylvia, Jeri Lear (her new stewardess-escort friend), and myself. In my fantasy, Sylvia was Emmanuelle, on a plane to join her husband (yours truly) - but first, she read in bed.
In lieu of sex, my sexy Sylvia was reading a racy book. This wasn't so unreasonable given the kinky side of her personality.
I imagined that while Sylvia cruised in a luxurious jet with delicious salmon, roast beef, and cheese, she was also naughty on her bed surrounded by men. A nameless gentleman - resembling Dr. Raleigh - assisted her. Our "kind gentleman" went one step further, helping her reach climax through self-stimulation.
The first "voluptuous moment" started in the solo section, but Emmanuelle couldn't complete the act alone. This was where the nameless gentleman stepped in, helping her lick his penis. His orgasm was long and powerful, overflowing onto Sylvia's arms, belly, throat, mouth, and inadvertently, into her hair.
Sylvia was "sex-starved," and I was ready to thwart the law of nature. Cleverly, she doubled-underlined various parts of her favorite excerpt.
"...He leaned toward her, extending his other hand...He guided her movements, regulating them according to his desire...slowing them down or speeding them up to match his level of excitement...until he was confident that she could maintain his esteemed standards, even without instruction."
The invited gentleman was none other than the donor of the penis in question, no less than yours truly. He was impressed by Sylvia's eagerness.
In the left margin, "SATISFIED PENIS!" was scrawled with a red marker, repeated three times in big, bold caps.
While she loved frolicking with strangers, my instant arousal was directed elsewhere. I wanted to bring Sylvia to orgasm before I savored her on my own. So, I had to masturbate.
The nightstand offered lubricants and condoms, but alas, no moisturizing cream. Nonetheless, I was not deterred. Using the lube and a condom, I got to work. I imagined the cool sensation adding depth and emotion to the scene playing out in my mind.
Then all of a sudden, I felt a sensation on my lap. Sylvia woke up, kissed me, and chastised me for not having full means of satisfying her. Her insatiable urges demanded my full attention.
With a smiling face, "Sylvia" asked me to be inside her, her pussy eagerly yearning. I obeyed, and it was wild and intense. She was making high-pitched sounds and whimpering in pleasure. "Mrs. Raleigh! Mrs. Raleigh!" was my battle cry.
The words I had thought of were a welcome surprise. As our lovemaking reached a frenetic tempo, I heard a familiar voice, begging for more. Finally, I called out, "I love you, I love you," and as she climaxed, she exclaimed, "I love you!"
It was 5 a.m. when we fell into each other's arms, our apprehensions gone. I loved seeing Sylvia in such a state of arousal and need. Together, we soared into the orgasmic skies once more.
Reassured her needs were well-tended, I left her in an afterglow of bliss. Tomorrow, her dreams would be tainted, but for tonight, my Sylvia was sharply focused on me.
She arrived first, shouting profanities. I continued pumping, trying to provide her with a second climax before I reached my own. I succeeded, and so did she, just before I released my load into her vagina.
"Eat it!" she demanded, as she had previously. I went down and licked away the remnants. I consumed most of it - for nutritional purposes - but left some for her.
As we lay intertwined on the pillows, she began chuckling. "Don't you think it's peculiar, shouting out your mother's name during sex?"
"Ah, you've got me there," I replied. "Sylvia, darling, I adore you with all my heart. You're the embodiment of my dreams. But there's something I need to reveal. What if I told you I have a secret attachment to your mother?"
"You did?"
"Yes, I do. It's as big as Milwaukee."
"Am I right?," she asked.
"Indeed."
"Surprising, but not a problem between us," she said.
"It's good to know," I responded. "Let's put the role play aside for now, shall we? This allows us to see if there can be something more between us."
"Meaning you're back to being Mrs. Raleigh?"
"Yes, precisely. Perhaps it's time you started addressing me as Anne."
"I adore you, Anne," I said, and we embraced.
"Let me direct you," she instructed. "Take a shower. The sky blue and white towels are in the cabinet over there. Utilize one of the brand new toothbrushes in the drawers next to the sink. I'll freshen up in my own bathroom and meet you at the breakfast table."
I obeyed her commands, emerging nude. We hadn't set any nudity rules for the Raleigh household, but I was aware that I was supposed to be nude wherever possible. However, I felt self-conscious about it, not knowing who was and wasn't home.
Dr. Raleigh chimed in as I entered the dining room. "I love this exhilarating exhibitionism. It definitely suits you."
I had the distinct feeling my father-in-law had seen me stripping. "I'm aware you've noticed my nudity, Dr. Raleigh."
"My goodness, it's certainly exciting."
He seemed to understand my reservations. "Estelle may regret missing out on seeing you like this."
"I'm sad she's missing the pleasure as well."
"She rubs shoulders well with your girlfriend's suitors. She keeps track of their names better than Sylvia does. We believed given the situation, this role-play interlude might be best with her visiting a friend for the day."
"She's maturing at an accelerated pace."
"Not fast enough for the majority of her suitors," he added.
At this moment, Anne entered the room, wearing a deep blue satin robe, barefoot and, I assumed, naked underneath.
She gave her husband a peck on the lips. "I am Anne, my love. Martin and I plan to learn more about each other today."
"A delightful idea, indeed," Dr. Raleigh replied. "I believed you were enamoured with Sylvia, Martin, but it appears you may make an excellent plaything for Anne when you become of age."
"Boy toy?" I asked, laughing.
"That's what Duke refers to them as," Dr. Raleigh clarified. "I do like to have several young men around for amusement. Although you'd be my youngest, that's for sure."
"Does Sylvia engage in carnal activities with other women and men?"
"Yes, my dear," answered Anne. "And you knew she was bisexual. You also knew she's been under the tutelage of Beverly. However, you failed to consider..."
"What exactly?," I inquired.
"You failed to consider that Sylvia has started dating someone regularly, but it's not a man."
"Oh, I see."
"You remember I confessed she had commenced a romantic relationship with a woman?"
"Yes, indeed. I had forgotten about that."
"And what about Beverly's role in this?"
"You know she has been training Sylvia?"
"Yes."
"Women are inherently bisexual," Anne continued. "Though many are unsure or unaware."
"This is mind-blowing," I said. "Here I was, thinking..."
"Yes, but what you were thinking was erroneous," added Dr. Raleigh.
"Very intriguing," I concluded.
"Wow, it seems that Sylvia is actually involved in a romantic relationship with a woman! I know she has had sexual encounters with girls in the past, but an actual commitment? That's quite a surprise to me. I assume you're talking about her relationship with Beverly, right?"
"That's correct. However, it's not an exclusive relationship. Her actual girlfriend is someone else - someone you're likely familiar with. Do you know Jill?"
"Wait a minute, you mean Jill Cannady? She's her best friend?"
"That's exactly right. I remember seeing a picture of the two of them on Sylvia's nightstand during our visit. It was from their first date. This is how the situation unfolded: Beverly tempted her into lesbian sex, which was not entirely unexpected. We had even discussed the possibility of Beverly serving as a sort of "wise woman" to guide Sylvia in her newfound desires. Everyone agreed that it should develop naturally from their student-teacher relationship, as is often the case."
"I see," I replied, thinking back to the crush I had on my French teacher, Mrs. Cody. "Well, it seems that seducing her best friend was a successful endeavor on Beverly's part."
"It wasn't all that difficult," Anne explained. "You understand that Jill has deep feelings for Sylvia, don't you? She's loved her all along."
"That makes sense of some things," I said, recalling past events that now seemed to fall into place.
"According to Dr. Raleigh, for Sylvia it's all about exploring her newfound preferences. While she adores cock, she also enjoys the pleasures of a woman's intimacy. He seems to believe that she's just curious about lesbianism and not planning to give up men entirely. Am I correct in my interpretation, Dr. Raleigh?"
"Absolutely," he confirmed. "And judging by the amount of time she spends with me, it's apparent she's not willing to stop enjoying my cock anytime soon!"
The thought crossed my mind that if Sylvia were to experience the pleasure of penetrating a woman as intensely as she does with men, it would be a game changer for her. "She'll certainly want a partner who's just as enthralling sexually as you are, Dr. Raleigh."
"Yes, my wife is truly one of a kind," he boasted. "But speaking of relationships, Anne, do you have any news about your own love life? Have you met someone special?"
"Yes," she answered. "You've met Martin several times now. He's your soon-to-be-cuckold!"
"What?!" I exclaimed, astonished by the bluntness of her statement.
"Indeed," Anne clarified. "In addition to your exploring your sexual appeal with various women, we think it's vital that you also experience a personal relationship outside of your teachers and me. My husband and I encourage you to pursue romantic interests and connect with potential love interests. There's a world out there and plenty of options. Are you intrigued by anyone, Martin?"
"Well, besides Sylvia, I have been dating a girl named Betty this last year, but that's all over now. There's also a hot blonde named Heidi who I've always been attracted to but never asked out. And Jeri Lear caught my eye... I've been dying to ask her out."
"Oh, yes!" Dr. Raleigh and Anne chimed in unison.
"Jeri Lear? Daughter of John and Joann? You've really set your sights high, haven't you?"
"Yes, I've always had the hots for her. I just need to get brave enough to ask her out," I told them.
"We have faith in you, Martin," Dr. Raleigh encouraged. "Give her a call tonight and plan a date for next weekend. Then go out for dinner and allow yourself the pleasure of fucking her. There's no challenge as easy as that!"
"I'm definitely up for the task."
"Fantastic!" exclaimed both Anne and Dr. Raleigh in unison. "And also..." Dr. Raleigh began, eyeing my wife, "how about the three of us take a dip in the pool before you and Sylvia have a bit of fun with each other?"
"Certainly!" I answered, still puzzled by their use of the word "cuckold." It's not something I've heard before, but after our pool time, I took part in cuckolding Dr. Raleigh.
"And now," Dr. Raleigh suggested, "maybe it's time I make you feel like the cuckold while I enjoy your wife."
"Well, it does seem odd to use that term when you're the husband," I explained. "Is there a different word for it if I'm the lover being watched?"
"I see your point," he conceded. "So how about instead, while you watch, I give your wife pleasure?"
"Makes more sense, I suppose...," I said, confused but willing to go along with it.
So I sat back, curious but eager, and watched Dr. Raleigh and my wife engage in a passionate lovemaking session. It proved far more arousing than I had anticipated.
Then we collaborated with Anne, exploring every feasible sexual scenario, including anal sex. This culminated in "double penetration" and "spit-roasting" her.
As she bid me farewell, she appeared depleted, yet content.
"Thanks, Anne," I responded. "This weekend surpassed my greatest expectations."
"For me, it was more than anticipated," she admitted. "We had scheduled it to be about you and Sylvia. But we've unwittingly started a unique relationship all on our own."
"So, we're what? A brat and..."
"We're lovers. We don't need to complicate this. I appreciate you approaching me sincerely. And believe it or not, I've harbored feelings for you for quite some time."
"Quite a revelation," I replied, impressed.
"My sentiments are mainly lustful," she shared. "I'd like you to marry Sylvia because, in a way, that would allow me to be intimate with you."
"If I'm fortunate enough to wed her, I'm in agreement about our future relationship with her family."
"By the way, dear, Sylvia informed me that while she's residing with Beverly, she's fine with us leveraging her dwelling as a temporary abode."
"She might be shocked at our interpretation of that permission."
"Perhaps. Though, have you considered that she could even enjoy the idea of our Sylvia surrogate scheme? It could give her the feeling of being in two places concurrently. A novel trait, indeed."
"Interestingly enough, she's undergoing intensive rehearsals for her concert."
"Your recital, you said?"
"Indeed," she affirmed. "It's primarily music-related for these two. While it's ardently concerning sex, it's not done for personal relationships. I suspect that's why she's repressing boy dates at present. Beverly might even be having her mingle with different men to preserve her proficiency, rather than out of a personal motive. We'll see how it pans out in two weeks.
"Why then?"
"Her recital is on the 29th," she informed. "By the way, please remember to return your attire. You don't intend to journey home in this state."
"No need to wear them again. I can travel without."
Savoring the excitement of driving nude, I couldn't help but stimulate myself while shifting gears. The idea of attending Sylvia's recital excited me. I also considered making an attempt at acquiring her affections in the meantime, as she probably wouldn't be seeing me in an intimate context. Additionally, I could invite Jeri Lear, who was aware of my intentions with Sylvia, to attend the show as a companion. Furthermore, I imagined I could enlist her to support my cause. Not only that but I would have the prospect of enjoying a fun night with Jeri at my place, igniting my life.
Read also:
- My Close Friend, a Female, Fondled Me
- A Stepmother's Varied Testimony: Volume 3
- Listening to Their Groans: The Complete Narrative
- Slim, Youthful, and Well-Endowed in Part 2
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