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Chapter 71
What's next?
My Wildest Dreams Fulfilled
Eventually we stood and Emma led me by the hand back into the bedroom we had been in earlier, when we had taken a short break from playing poker.
Once again she took my face in her hands and kissed me. This time it was slow and tender and loving.
"Are you sure you are ready for this?" Emma asked me with a smile.
"I have never been more ready for anything in my life," I replied, smiling back at her.
"I am so going to rock your world, you know," she said to me.
"I know," I said, pulling her into a kiss, this time much more passionate, our tongues darting back and forth into each other’s mouths to play with each other.
“Do you want to unwrap your prize,” Emma said to me with a smile, “or do you want to watch me do it for you?”
“Both,” I said. “I really want to do both.”
“Well, you can only pick one of them this time.”
I reached down and pulled her shirt, untucking it from her jeans. I lifted up on it and she raised her hands in the air, allowing me to take it off her completely. I was just going to drop it in the floor, but she took it and draped it over the dresser behind me.
I looked at her upper body, naked except for the plain white cotton bra encasing her breasts.
“God you are so beautiful,” I said to her.
She just smiled and blushed.
“It clasps in the front,” she said to me. At first I wasn’t sure what she meant, but then realized I was being stupid. Of course she was talking about her bra.
With trembling hands I reached up and tried to undo it. Emma giggled at me as I struggled to get it undone. Taking off a bra is not something that teenage boys get much practice at, especially teenage boys like me.
Eventually I won the struggle, but not until I managed to embarrass myself at my inexperience. Emma seemed to not care.
“It’s sweet,” she said to me when she could see my embarrassed look. “I can’t tell you how excited I am to be your first. I don’t mind that you are inexperienced. In truth, I love it. No matter what else happens, you’ll always remember your first time. I’m glad it gets to be me that you’ll remember.”
“Do you remember your first time?”
“Of course,” she said, “although I didn’t enjoy it as much as I think you’ll enjoy yours.”
“What happened?” I asked.
“Some other time,” she said. “Maybe. I want this to be about us.”
Once I had finally undone the clasp of her bra, I slipped it off and draped it across the top of her shirt. There Emma was, topless in front of me.
I had seen her breasts before, of course, countless times in pictures and few times in person, but always as a tease, something I could see but never have. Now I stood and looked at them in a new light.
I should tell you one thing here. Emma has fabulous breasts. I’ve seen enough porn in my days to know that her breasts are about as good as they come.
They are not big, just a nice, full, B-cup. I will confess I don’t get men’s fascination with huge breasts. To me, it is all about shape. I would much rather look at a perfectly shaped A-cup than a saggy or misshapen D-cup. I guess that’s just my personal preference.
Emma’s are almost perfectly round, with the tiniest hint of a tear-drop shape to them, with nipples that point slightly upwards to give them the appearance of defying gravity. They simply looked like pure perfection.
I stood there and gazed upon that perfection for quite some time. Emma just smiled at me as I feasted on the sight in front of me.
“You like?” She asked eventually.
“They are absolutely perfect,” I finally said. And then I reached up with both hands and cupped them. I could feel her hardening nipples pressing into the palms of my hands, contrasting with the incredible soft flesh of the rest of her breasts. I could hear the sharp intake of her breath as she felt my hands on her bare skin. Her breasts felt even better than they looked. They were so exquisite to the touch.
She leaned in and kissed me, aggressively, forcing her tongue into my mouth. I moaned into that kiss and she moaned back as I squeezed her marvelous breasts.
I felt like I could have just stood there, doing that for an hour or more, it felt that good to me. But then she stepped back and grabbed my hands and lowered them to her belt buckle. I knew what she wanted, to finish undressing her. I undid her belt and the snap of her jeans. I lowered her jeans to the floor and helped her remove her shoes so she could step out of them and then drank in the sight in front of me.
I just love seeing a woman as beautiful as Emma wearing nothing but panties. Of course I also love the sight of a naked woman, but somehow seeing a woman wearing her panties is, in its own way, even more erotic to me. I drank in that lovely sight before reaching up to grab the waistband of her panties and lower them to the floor.
“You happy with your prize now that it’s all unwrapped?” She asked, striking a pose and then slowly turning around in front of me to let me see her from every possible angle. Her ass looked every bit as perfect as the rest of her.
“Unbelievably happy,” I said. “God, Emma, you are so beautiful.”
She just smiled at me.
I reached out to touch her, but she grabbed my wrist and stood me up.
“Undress for me,” she said softly. “Show me how turned on you are for me.”
I’d like to say that I did a slow, sensual striptease for her, but I’m not at all sure I would even be capable of that if I tried. I didn’t really try. I didn’t set any speed records getting undressed, but I didn’t exactly waste any time either. I was pretty quickly naked, my erection hard as steel and pointing straight up in the air as I stood before her.
She wasted no time kneeling in front of me, reaching up and pulling my cock down until it was pointing directly at her face, and then opening her mouth and taking two thirds of me inside of her in one go.
“Oh fuck,” I groaned loudly.
Now I have seen lots of pictures and videos of her sucking cock. Every time I imagined what it must feel like to be inside her wonderful mouth. None of those imaginings prepared me for how spectacular it felt. Goddamn! What else can I say? It was the most incredible sensation I had ever felt in my life.
I looked down and could see her staring back up at me, I could see that she was smiling around my shaft, more than half buried in her mouth. I could feel her working her tongue along the underside of my cock and it was almost like it short circuited me.
“Oh. My. God.” I moaned when she bobbed her head up and down my shaft a couple of times.
And then I felt it. An orgasm was already working its way to the surface inside of me.
“Oh shit,” I said, trying to pull out of her mouth so I could stem the tide of that pending climax, but she would have none of that. She reached around and grabbed my ass and held me inside her mouth so I couldn’t get away.
And then it was done. I felt myself quickly rushing past the point of no return.
“Oh fuck, Emma, I’m gonna cum,” I said trying even harder to pull away, but not succeeding. And then I felt my cock pulsing in her mouth as I groaned loudly through my release, by far the most intense orgasm I’d ever experienced. I don’t think I even lasted a minute inside that glorious mouth of hers.
She pulled away when I was done cumming and looked up at me with a mouthful of my cum. I was stunned at how much there seemed to be in there.
“Shit,” I said, “I’m so sorry.”
She just closed her mouth and swallowed before opening it again to let me see she had swallowed it all, and then smiling up at me.
“You don’t have to be sorry, Isaac,” she said to me. “It’s what happens to pretty much all guys their first time. It’s exactly what I was expecting. I wanted to get that first one out of the way so we could take our time for the next couple.”
"The next couple?" I asked.
"Of course," she said, "you're a teenage boy. I don't expect it to be too long before you're ready for another go. And then hopefully another."
I’ll admit I liked the sound of that. She stood and kissed me. I tried to ignore the fact that her mouth tasted a whole lot like I had just filled it with cum. Then she led me over to the bed and pulled all the covers off and onto the floor. She climbed on the bed and laid on her back, spreading her legs open to expose the most lovely pussy I had ever seen. Of course, it was the only one I had ever seen in person, but I had seen lots of them in pictures before.
"Now come explore this body you've been dying to explore for so long while we wait for you to be ready to go again."
I stood and looked down on that incredibly gorgeous body of hers, fully aware that I was likely the luckiest man on the face of the earth. God, she looked amazing. Having just cum, I was no longer feeling the intense desire I had been consumed with before, but I was still happy to have a chance to be with this naked goddess in front of me.
I climbed on the bed and just laid down on top of her, pressing my naked body into hers as I kissed her, ignoring the fact that I could still taste my own cum in her mouth. I felt her lovely breasts pressing into my chest. I could feel the warmth and dampness of her pussy pressing against my lower abdomen. Even in my less aroused state, it felt like heaven.
For a long time I just kissed her, pressing our bodies together and cuddling naked on that bed.
"Being here with you, like this is the greatest thing I could have ever hoped for," I said to her quietly.
"Yes," she said to me, smiling as she looked into my eyes, "well, you surprised me Isaac. I never expected you would be here. And it wasn't because it was you, per se. I just never expected that anyone would win me over the way you managed to do."
"But I found the real Emma," I said. "The beautiful, sweet Emma that you hid from the rest of the world. She always wanted this."
"Yes," she said, kissing me tenderly again, "She did. I just never let anyone, not even myself, know that."
"I knew it."
She just laughed at that.
"What?" I said.
"You're just so full of shit right now that it's funny."
"What do you mean?"
"Tell the truth, Isaac," she said, still smiling up at me. “Those early days, you never thought you stood any chance with me.”
She was right, of course, and we both knew it, but I wasn’t just going to admit that.
“Nah,” I said, “I knew all along that you were just putty in my hands.”
She laughed at me one again. I loved hearing her laugh like that. I also loved the way it felt with her naked body pressed into mine.
“Yeah, sure,” she said. “I believe you.”
We kissed some more before I started to move downwards. I kissed down her neck and then down her chest between those gorgeous mounds of hers. I kissed and licked all around those lovely breasts, slowly working my way inwards until I was sucking on her nipples. Her breathing got deeper and more erratic while I did that.
Then I continued moving downwards across her belly with my kisses while my hands concentrated on her breasts. God how I loved playing with them. She seemed to be enjoying it as well, arching her back up to meet my caresses while increasing the intensity of her breathing.
Eventually I had come face to face, as it were, with the promised land. What an incredible sight that was. But it was also more than a little intimidating. I realized I had no idea what the hell I was doing down there.
I decided a light and teasing touch would be best for starters, so I went with gentle kisses all around the edges of her pussy, slowly working my way inwards, getting the tongue involved when I got to her labia. I kept my hands playing with her breasts the entire time. When I got to the center, I slid my tongue up inside of her as far as I could. This made her moan out loud and buck her hips up against me, which gave me an idea. I brought one hand down between her legs and slid my finger up inside of her while I continued to use my lips and tongue around her labia.
This increased the bucking of her hips and the moans coming out of her mouth, so I decided I was on the right track and slipped another finger inside of her.
For the first time in my life, I got to feel what the inside of a pussy felt like, and it was glorious, even when only feeling it with my fingers.
“Are you ready to go again, by any chance?” She asked me.
“Very much so,” I answered.
“Then I need you inside of me now,” she said. “I’m so ready for you to make love to me.”
I sat up and was preparing to stand up and go pull a condom out of my pocket.
“Where are you going?” She asked me.
“Condom,” I said simply.
She shook her head.
“No,” she said. “Not for you. Fuck buddies have to wear a condom. Lovers don’t.”
I raised my eyebrows at her.
“I’ve been on the pill since I was thirteen. I’ve never had sex with anyone without a condom before and you’ve never had sex at all. I’m quite sure it will be safe. If I’m going all in on this relationship, I want to know how you feel, bare, inside of me.”
She didn’t really have to convince me. If it’s what she wanted, I was more than okay with it. I climbed back between her legs and laid back down on top of her, pressing against her bare skin and once again kissing her.
She reached down between us and grabbed my cock and guided in until my head was at her opening.
“Do it,” she whispered to me. “Give me your bare cock.”
I was happy to comply. I thrust forward and got about two inches inside of her. God it felt so tight. Somehow I was convinced that she wouldn’t really feel that tight after all the sex she’d had, especially since she’d taken Grant on a regular basis.
Emma **** her tongue into my mouth, wrapping her arms around my neck and pulling me tight against her lips, kissing me passionately.
It took me about three more strokes to get all the way inside of her.
Oh. My. God.
I finally knew exactly why guys think about sex all the time. I’d always imagined it would be amazing. It was way more amazing than I ever imagined. She was so hot and so moist and so tight, wrapped so snugly around all of my cock. It was absolute heaven!
“God that feels so good,” she said to me. “So much better without that damn condom. I’m so glad you insisted on being more than just a fuck buddy. God I love this … I love you.”
“Me too,” I said. “I will love you forever, Emma.”
It was about time to take her home. She had suggested we go back to my house after having finally taken my virginity.
Her plan for making me last longer that first time had worked. I was sure that without it I wouldn’t have even made it past the first couple of strokes it took me to get all the way inside of her. I still didn’t last longer than a couple of minutes, and I know she wasn’t even close to having an orgasm, but I actually got to feel what it felt like to slide my cock in and out of the woman I loved. I knew that it would get better with time. Emma assured me that she knew it as well and was okay with teaching me how to get there.
We sat together in my basement, watching Netflix and cuddling for a couple of hours. I stood up to help her up, fully intending to just give her a ride home, but instead she kissed me and lowered her hand to the front of pants. With a few strokes down there, she found me hard again and looked up into my eyes and smiled.
“Looks like you have something for me,” she said with a wink. “Mind if I take it for a ride?”
I didn’t mind at all.
She practically dragged me into the bedroom, closing and locking the door behind us. She ripped off my clothes and almost threw me on the bed on my back, and then I watched as she revealed her glorious body to me one more time.
When she was naked, she climbed on the bed and straddled me and leaned down to kiss me. She wasted absolutely no time reaching behind her and guiding me into position. With one thrust of her hips I was buried inside of her again.
“Goddamn you feel incredible,” I said to her.
“As do you, Isaac, as do you. Thank you for teaching me it was okay to want this.”
“Your welcome,” I replied.
And then she rode me like there was no tomorrow. It was more than worth the wait.
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Beauty and the Nerd
A rose with a thorn, or a cactus with a flower?
The school slut gets involved with the top-scoring nerd. (Main story completed)
- Tags
- Slow Burn, Teasing, Femdom, Voyeurism, Slut, Cuckold, Cuckolding, promiscuous woman, Swinging, Humiliation
Updated on May 2, 2025
by white_horse
Created on Dec 31, 2021
by Vox121
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