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“M-m!” mom disagreed when a powerful spurt of thick goo suddenly shot into her mouth. “M-m-mm-m!” complained my mother, who was on her knees. Her lips had been the warmth I had been feeling, although I had closed my eyes and tried to think about pretty Jenny Fisher rather than my mom. Constantly feeling my mother’s breasts against my legs had made that difficult, though, and I knew I hadn’t really been thinking about Jenny at the final moment.

Clearly mom had not been expecting me to shoot, especially not a long and weighty squirt like that, but she finally swallowed when she felt my fingers lightly caressing her. I was sitting on the edge of my bed. Mom was on her knees, and my hands were resting on her shoulders. Her breasts were heavy and hanging low, so she had pulled her bra down so it would still support them underneath instead of taking it off, but otherwise she was naked. The areolas and nipples were large, and I constantly found my gaze drifting towards them and then lower, at the dark bush between her legs.

I let mom swallow everything, stroking her neck as her head kept bouncing. It felt strangely comforting that she did that, I don’t know why. All of this was so strange and unexpected, but this had been my first orgasm with a woman, although I wasn’t so sure your own mom actually counted.

“You have to warn the girl about that,” mom said. Her hands were now resting on my thighs and I felt her naked breasts against my legs as she moved. “It’s only polite.”

“I’ll try to remember,” I said, thinking what a long way it had been until we ended up in this situation. I had felt really awkward for being a virgin at eighteen even though everyone except the girl-hunting jocks assured me it was fine. It had taken many comforting speeches and plenty of holding hands until I was ready to see mom naked, but tonight I had finally looked my mother in the eyes and said that yes, I really wanted her to be my first. I knew I would be too nervous with anyone else, even if I could get Jenny Fisher, and I couldn’t. Mom had undressed then, and after a few awkward kisses she had kneeled down to calm me.

I almost would have wanted to thank Jenny. She was the one who had made this happen, even if she didn’t know it. She had always been my secret crush, the girl next door who had been my best friend as long as I could remember. It was just unfortunate I had fallen in love with her, and that was a feeling she didn’t share. The final insult had come when she had started dating the local bully Wes Thompson.

I had always felt comfortable talking to mom, so I shared these feelings with her. She listened attentively and tried to give comfort and advice. “You’ll find someone sooner or later,” she had said when I had come back from a date one night looking noticeably depressed. The thing was Alice had been quite agreeable, but I just couldn’t go all the way. Mostly because of my nerves, but that wasn’t the only reason.

“She just wasn’t the one, mom,” I had said. Mom had hugged me then, and she had felt warm and comfortable. What I hadn’t said then, but had already subconsciously been thinking was: “Why can’t you be the one, mom, even if just for one night?”

Eventually I had said it out loud. Nothing had happened until months later, but we had talked about it quite a few times. Mom had not thought the idea to be as weird as I had assumed. “It’s perfectly natural to feel like that, but it’s not something people actually do,” she had initially said.

Later in our close moments I had tried to awkwardly explain how important it would be for me. She had been understanding and nodding along as I spoke. “I’ll have to think about this and read some information,” she had said then.

Yet it had taken another month until she had said: “All right”. My eyes had widened and I had immediately become tense. “Not right now,” she had swiftly added. “Now that you know it’s going to happen, you have to get used to the idea.”

I knew she had been right. I would have been far too nervous right then. Then, eventually, when we had been talking again, she had looked me in the eyes and asked, holding my hand in hers: “Is tonight going to be the night?”

“Yes, mom, tonight,” I had said, trying to sound confident and not at all nervous. Mom had started slowly undressing us both, and when I watched her pull her blouse over her head and then her hands starting to move towards her bra, I found myself blinking rapidly as I understood what was really going to happen.

Right now mom was still on her knees and I could again feel her naked breasts as she hugged close, reminding me of how they were hanging, supported by the bra which had been pulled down.

“Are you ready for it? Do you really want to do it?” she asked for the final confirmation, looking me in the eyes.

“Yes, I know I can do it with you, mom,” I said. That was true. I felt surprisingly comfortable with mom being naked and close, and I realized I was getting hard again even if mom looked very different from the young women I secretly admired on the internet. My eyes were instinctively drawn towards her sagging breasts and the dark bush between her legs. I felt her nipples against me as she hugged me. “I really want you to be the one, mom,” I whispered into her ear.

“Try not to stress so much,“ mom said, and then she continued instructing me, “I think it’s the best if we do it in the missionary position, so you’ll learn how to properly shoot it in. And don’t worry, you can do it.”

Mom lay back on the bed and propped her head on the pillow. When she opened her legs, my eyes were wide and blinking nervously, but I was also tense with excitement as my gaze kept alternating between the dark bushy opening between those pasty thighs and my mother’s friendly and familiar face.

Mom’s bush felt scruffy against my hand. It took a moment, but then I suddenly felt myself slipping in, and the feeling caused my breath to become agitated. Mom tried to offer comfort by keeping her legs wide open and lightly touching my hip with her fingers. I awkwardly tried to hug her, which brought her breasts in contact against me.

“You’re doing fine,” mom softly whispered into my ear. She was so nice and encouraging. I felt her hand at my side, offering the help and guidance I needed to proceed as my hips started to move. Soon we were holding hands and looking each other in the eyes. My mother’s legs were wide open and her breasts were bouncing in a gentle rhythm with my first thrusts into the hairy warmth. They were soft and jiggly and I could distinctly feel her nipples.

“M-hm. Yes,” my mother said as I started trying longer thrusts, all the way in and out. Her hands were lightly caressing my back. She was attentively looking at what I was doing, occasionally shifting her hips a little. Her legs were wide open, and her nipples had become very big, jutting from the large dark areolas. My pace quickened instinctively and I was naturally alternating between rapid and deep hip motions, guided by the warm shivers I could feel around me.

When I started groaning I felt mom move her ankles behind my thighs and her sensitive hands started comfortingly caressing my hips and back. Her maternal instincts were working as I started getting closer to the eventual end expected finish.

I looked at her, and our gazes connected and stayed locked until it finally happened. I shouted, “Oh God, mom! Oh G-n-nnnh…!” and instinctively closed them. My hips reacted naturally, thrusting all the way in as a long, powerful squirt shot into the womb, and I felt a twitch going through mom’s thighs. Her hips moved unexpectedly and I felt warm shudders around me as another long spurt was suddenly fired into mom, a hard thrust sending it deep into the womb where the spermatozoa started rushing towards their lovely goal. I held mom tightly as the pulsating spurts kept shooting into her. Her legs were around me offering closeness, and the motions of her hips which accompanied the ejaculations felt comforting.

After the last, lingering thrusts had sent everything into mom, I finally pulled out. Afterwards I could only caress my mother’s hips and belly as we were hugging each other, sharing loving gazes and little kisses.

“Thanks for being my first, mom,” I said.

Mom lightly kissed my cheek and whispered into my ear: “Sleep well, darling. Tomorrow is a new day.”

I knew she was right. There were good things in the world, and I would find them eventually. With that in mind I could drift peacefully into blessed and angelic sleep.

-->

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Simone The Schoolgirl Part One

I looked at her with new eyes. Her hair was hanging forwards and her sweet face looked so soft. I looked at her perfectly straight legs, slightly tanned. He thighs were full and her calves had a lovely roundness to them. She had a woman’s legs - not those of a typical skinny schoolgirl. I felt my cock starting to twitch and decided the best thing would be to get this over with a.s.a.p. I moved behind her, holding the ruler poised above her glorious behind. Simone The Schoolgirl (Part One) A...

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3 years ago
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SimoneChapter 7

Kevin's question would be answered sooner than either he or Simone would have imagined. Later that evening, while the two were watching TV, Simone received a text message which read, "Good news. I'm here. Can you pick me up at the airport? I just landed. You know where I'll be. See you soon." Simone had wanted her husband home so badly. Two weeks before she would have jumped for joy at receiving his text. But things had changed significantly since then. Simone had admitted to her anger...

2 years ago
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SIMONE SARAH AND ROGER

One of our strict rules is outer sex only, no intercourse with our third or fourth person, though that leaves a lot of options for mutual sexual pleasure. At the appointed time on Sunday Roger is wearing just a pair of jeans that showcases his tanned torso. I am wearing a short black silk blouse which barely covers my pubic area. It has a row of buttons down the back with only the top one fastened, so when I walk my naked arse is on full view, something Roger likes very much. “You really do...

1 year ago
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SIMONE ME AND MY MAN

One of our strict rules is outer sex only, no intercourse with our third or fourth person, though that leaves a lot of options for mutual sexual pleasure. At the appointed time on Sunday Roger is wearing just a pair of jeans that showcases his tanned torso. I am wearing a short black silk blouse which barely covers my pubic area. It has a row of buttons down the back with only the top one fastened, so when I walk my naked arse is on full view, something Roger likes very much. “You really do...

3 years ago
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Hermione Ginny Harry Rons Sore Arse AdventuresChapter 3

Hermione still had a souvenir from her last visit to the doc. The long brown-haired coed was still quite sore which became apparent when her panties rubbed against her blotchy swollen red blood blistered and purple bruises that adorned her hurting bottom. She did manage a tense smile as she put on her schoolgirl scratchy wool black dress and left. She had no choice but to keep her office appointment Monday because she had failed to obtain the physical certificate which could not attend Brown...

1 year ago
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SimoneChapter 15

Simone was sure she knew what Kevin was going to attempt, and she couldn't believe it. She wasn't able to close her legs because he was between them. She couldn't move far from her place on the bed because her vagina was filled with Kevin's semen and she wanted it to stay pooled around her cervix. Simone hadn't been ready for Kevin to do what he was about to do because she feared that it would turn him off from the act altogether. But THIS ... doing this NOW would surely keep him from...

4 years ago
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Simones High School Adventure 2

Simone's high school adventure part two by Simone Clark Author's note: This is the second part of Simone's high school adventures with her dear friend Elaine. The majority of the story is absolutely true including the bondage scenes as was experienced by yours truly, however, there are a couple of incidences used for dramatic effect that are not. I leave it to you, the reader, to determine which is which. After the fateful day that Simone was revealed to Elaine, our relationship...

3 years ago
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SimoneChapter 14

Over the next 24 hours, Simone carried on her routine, including taking two home pregnancy tests and stopping by a local clinic for a real test; all of which were negative. Simone then made her way home after running a few errands, baby in tow. She couldn't wait until Kevin came over after school. He hadn't stayed over the night before because his parents wanted some time with him. As Simone entered her kitchen, the first thing she saw as she came into the kitchen was a single rose and a...

2 years ago
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SimoneChapter 4

"I said, 'Kev, there is one thing that would help me a lot right now.' He asked what. I said, 'Well, it might seem kind of weird, but ... Could you just, hold me for a minute?'" "Mmmmm... ," Monica mumbled. "That sounds risky seeing as how vulnerable you were." "I know. I think I kind of surprised him. I probably even surprised myself by saying it. And he looked a little confused, or something. I'm not sure, but maybe the problem wasn't whether or not he should say yes. The...

3 years ago
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SimoneChapter 3

Monica did call Simone to touch base the following day. She purposely avoided bringing up Kevin, choosing to wait and see if Simone mentioned it, which she did not. The women spoke several more times over the next week, but Monica did not make the personal visit she had promised for nearly ten days. Simone heard the doorbell ring one morning and was surprised but pleased to see Monica on her front step. "Hey, you!" Simone exclaimed as she opened the door to invite her friend in. "Hi,...

3 years ago
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Hermione Ginny Harry Rons Sore Arse AdventuresChapter 5

Gator Note: The title says it all as the action shiftsfrom attention to Hermione and given to her friend Harry. An opportunity to set a story back in a place and time where ones creativity will make this a fantastic read. It had all started with a hurtful act by a suprisingly nice boy who was rude in an unfashionable way and that was his bottom watching or more more specifically visible panty lined butts. That had been the catalyst for a lonely eighteen year-old shy boy who did not have a...

3 years ago
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Hermione Ginny Harry Rons Sore Arse AdventuresChapter 7

Ron’s Point Of View POV Things really started to change when my lovely domme said the following, “Ron put on my panties!” That indeed as hard as it may seem to accept is what a feisty Hermione said to me. It was with those words my current events teacher in private held in her hot hand the trump card. While it may sound insane it once I put on her panties the die was set for me to do whatever she may say because this, woman who happened to be my teacher held my life and future class room...

2 years ago
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SimoneChapter 6

Kevin came over as had become the pattern and asked what he could help Simone with. She had a small list of chores, which Kevin got started on immediately. Before either of them realized, it was time for dinner. Simone was aware that they hadn't had time yet to talk. She ordered a pizza and nursed the baby while they waited for it to arrive. Finally the baby was in bed and Simone and Kevin sat across from one another at the kitchen table, eating pizza and sharing basic chit-chat. When they...

2 years ago
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SimoneChapter 10

Greg was awakened in a way he had not been for years. He awoke to the delightful feeling of having his penis sucked to erection. He could scarcely believe his eyes when he looked down and saw that Simone had opened his robe and was kneeling next to the couch with his semi-hard cock in her mouth. "Holy shit, Simone!" He exclaimed. "What the hell is all this about?" "Oh, Greg," she cooed after removing his member from her mouth, "After the things you said this morning, I just wanted to...

4 years ago
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Prisoners Dilemma Nor Hell a Fury Like a Woman Scorned

Note to readers: This is set in the same story universe as the other stories in the Prisoner's Dilemma word, "Curiosity Killed the Cat" and "Separate the Men From the Boys," which contains some background information. Prisoner's Dilemma Nor Hell a Fury like a Woman Scorned Lockman University had been in turmoil since Professor Ripley had invented the biomass reorganizer four years before. The astonishing new creation hadn't simply thrown communities of physicists and doctors...

3 years ago
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SimoneChapter 8

After a painful talk with Kevin, Simone decided the best course of action was to try and get some sleep, then figure out in the morning what was next. She wanted more than anything to follow Kevin to the guest room and sleep the night in his arms. But that clearly wasn't an option given the current occupancy of the house. It was something of a relief when the baby awoke wanting to be changed and fed. Simone sent Kevin back to the guest room and encouraged him to try and sleep, while she...

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