Sharing My Boyfriend with My Friend the Virgin
Before I started dating my friend Emma and I would often practice what it would be like. Sure, it started as innocent kissing to see what kissing a boy would be like, but it progressed as we got older.
We knew boys liked tits, and so we tried out what it would be like to have your tits felt up, and then kissed and sucked on. We found we liked it as well, and often would do that as we had our practice sessions.
One evening, as I masturbated by myself, I couldn't help but wonder if it would be better with someone else doing it to me.
The next time Emma came over for one of our practice sessions, which seemed to be more and more often, I decided I would try it out.
As I kissed Emma, I lifted her shirt off. As one hand felt up her tits, the other went for her pants. She didn't stop me as I lowered her pants down and slide my hand insider her cotton panties. I felt her smooth pussy. I didn't know she shave it. Should I do that too? Who was she doing it for? I wondered.
My finger wandered over her pussy lips, and she moaned as I kissed her. It was way faster than she ever moaned for me as I played with her tits.
I pushed my finger inside of her, and she moaned again for me.
"I've been waiting for you to do that to me," she told me as we kissed.
I moved back. "You have?"
She pulled her pants all the way off and smiled at me. "Yes. Of course I have."
I moved in and kissed her again, pushing my middle finger deep inside her pussy this time. I moved it in and out as fast as I could and soon she was cumming for me. She had never done that before. Sure, it was fun, but nothing like that.
"Can you..." I wondered aloud.
"Only if you get naked for me," she told me. She had a sly smile on her face.
I took the rest of my clothes off, and Emma pushed me down on the bed.
As she spread my legs and pushed first one finger, then another inside of me, I sucked on my dirty finger. I had never tasted myself, but I was just too curious.
She tasted... it was hard to explain. And soon I didn't care as I was cumming as she fingered me.
She rolled over and looked at me. "That was a lot more fun than I expected."
"Yeah. I like doing it to myself," I said, before I realized what I had admitted to.
"Yeah, me too," Emma said. She wasn't quite as shy about these things as I was.
We both still laughed nervously about what we had admitted. We talked about how often we did it, and what we were doing. I usually was just thinking of a hot guy while she liked watching porn.
"I've never done that," I said.
She didn't hesitate to pull some up and project it to my TV in my room.
There we laid on my bed while I watched my first porno of a guy and a girl going at it. There was no story, just rough, raw sex.
I saw what she enjoyed in it, and by the time the second video came up, I was masturbating beside my best friend as she also played with herself.
I looked over at her as I heard her cumming. Watching her cum made me cum again. We had never done that before, but it was amazing.
I was ready to stop. I mean, I had cum more than once. When I masturbated, I only came once before stopping.
"Well, how many times can you orgasm?"
"Is that a question, or a challenge?" she asked with a sly smile.
I wasn't sure and just hesitated.
"How about one more video, then we can do something else?"
I agreed, and she searched for the next video. I was curious as to what she'd picked.
The screen flickered, and there appeared two women. I wondered if they were going to double team a guy, but then I saw them kissing. I was a little shocked as I watched the video, but I mean, it was what Emma and I did.
I was watching the video, and I felt something. Emma leaned over and started to finger me as I watched. As I watched, I saw one girl go down between the legs of the other girl. This was shocking for me.
Emma never stopped fingering me. She then added a second, and then a third tiny finger, inside my wet pussy.
I thought about stopping, but I couldn't help myself, and soon despite trying not to, I had yet an orgasm. This one was even bigger than the last two I had. Possibly my biggest one yet.
"Oh fuck," I kept repeated as Emma leaned over and kissed me while she filled my pussy with her fingers. I could hear the girls making out on the screen, cumming themselves. It felt so dirty, so naughty, so... much fun. I couldn't believe it.
Every time Emma came over after that, we were always naked and fingering one another. We were too shy to go down on one another, but I couldn't help but wonder what it would be like, even just to practice. I mean, that's what Emma and I were doing. Waiting for some guy to ask out us so we could play with the real thing.
In the meantime we got real good at learning how to please one another, and ourselves.
I didn't have to wait much longer, and a boy asked me out. He was tall, a little skinny, and cute.
On our first date, we made out in his car. It was mostly innocent kissing... OK, maybe not so innocent, but compared to what I did with Emma, it was quite tame. No clothes came off, but I kind of wished they would have. Each time after my date, I always left feeling super horny, and would rush to my bedroom so I could play with myself.
A couple more dates where we had light petting mostly over the clothes, and then by the fifth date I took off my shirt for him, and let him suck on my tits. He really loved that.
A couple dates later, and I took off my pants for him, and let him finger me. I thought he loved my tits, but he really loved my pussy. However, I hadn't done anything for him yet.
I asked him what he wanted, and he pulled his pants off. "Can you give me a blowjob?"
I had never done that before, but I was willing to try, if he would go down on me as well.
He thought about it for a minute and agreed. I remembered what I saw in the videos with Emma and sucked my first dick. It felt weird inside my mouth, but it turned me on for some reason.
He couldn't last long, and didn't let me know what was cumming. But, having watched so much porn, I figured it out, and I swallowed for him like I was sure he wanted.
I then laid back on his back seat and told him it was his turn. He wanted to back out, but I swore I would never do it again if he didn't keep up his end, so he did.
He wasn't as good as some people I saw online, but he still made me cum, especially as I rubbed my clit for him.
His cock was hard again, and I asked if there was anything else he wanted to try.
"I can try anything?" He asked, hesitantly.
"Anything." I assured him.
He lined his cock up with my pussy and pushed it in. I had felt nothing like that before, but I liked it. We had to head home after that, but we went out every day that next week, and we fucked every time. I would bring him home and we would go at it, enjoying one another's bodies. We even experimented with new ways to fuck, based upon what I could remember Emma showing me.
Emma was getting jealous that I hadn't spent any time with her, so I told my boyfriend I needed a day with her to catch up.
As soon as she entered my room, she stripped naked. That's when I told her I had had sex, and how good it felt.
Her eyes got big as she begged me to tell her all about it.
I told her everything I could, as she continued to remove her clothes.
"Why aren't you naked?" she said.
I turned around and saw a naked Emma. I thought we were only doing it until one of us had sex, but I guess not. I took off my clothes and kissed her as our naked bodies pressed against one another.
"I'd love to do that," she said as she pushed her finger inside of me. "I'm just too nervous. I know it seems fun, and I love doing this... but..."
"What if you were to watch me and Ben?" I suggested.
"Really? You'd let me do that?"
"You're my best friend. Besides, you'll see how nice he is about it. Even our first time, he was real gentle."
"I hope my guy is gentle for the first time."
As I kept kissing her, I had a thought. "Would you like to make sure?"
"I could ask Ben for you."
Her face lit up, and we organized a plan.
The next day I had Ben over, and I told him part of the plan. The only part he needed to know. Emma wanted to watch us.
"Well, she is my best friend. I want the two of you to get to know each other..."
"But I'll be naked." He was getting really self conscious.
"I know. It's more fun that way," I said, trying to relax him. "What if she was naked too? Would that be OK?"
"I guess," he said. He was still a little nervous about it, but since it was a girl who would be naked, he didn't mind as much.
We made plans for two days later after school.
We all headed back to my place and went right to my room. Ben and I started to make out right away, while Emma sat on the bed and watched.
Ben lifted my shirt over my head and then undid my pants. I had worn no panties. It was a little present for him, which he really liked.
"Aren't you going to go down on me?"
"Well," he said, trying to back out of it.
"Emma, I think he'd feel better if you were naked, too."
Emma got on her knees and took off her top, and then her pants. She didn't wear a bra. Her tiny tits didn't need it. But she wore her favorite cotton panties, much like the first time we had made out.
She pulled her pants off, having to expose her shaved pussy to him. He seemed to really like that. Maybe I'll have to do that for him.
She sat on the bed, and he accepted that he'd have to perform in front of her. He leaned down and started to lick at my pussy. It felt good, and since I had been used to pleasing myself in front of Emma, I wasn't nervous at all. I moaned as he licked me, and again as he inserted his finger into my pussy.
He kept at it, and I came as I looked over at Emma and saw her fingering herself.
"Oh, that feels so good," I told Ben. "You eat pussy like a pro," I teased Emma. "Fuck, your tongue should never stop."
But he did. He knew once he made me cum, he could fuck me.
He quickly stripped off his clothes and pushed himself into me.
She was biting her lower lip as she fingered her pussy while watching me getting fucked by my boyfriend.
Ben wasn't wearing a condom, so he pulled out and shot his load all over my stomach and tits. His seed covered me as he looked down and smiled at his handy work.
Emma wanted to reach out. "May I?" She wanted to see what it was like.
I smiled at her and said she could. She took a finger full and brought it to her lips. She licked it hesitantly, and then swallowed all that she had.
She must have liked it as she leaned over and licked up my chest, scooping up the cum with her tongue. She swallowed it, and then kissed me.
We kissed in front of my boyfriend. I don't know if he could see her finger me or not, but he clearly like what he saw.
"Apparently you do too," he said.
"Well, she is my best friend."
Emma pulled back a little, and now he could see where her hand really was.
"I can definitely see that."
I looked at Emma, and she nodded.
I smiled at Ben. "Emma has a small favor to ask," I said. "She's never been with a guy before... and I was telling her how gentle you were. Could you be really gentle with her for me?"
Ben paused. Was he hearing what he thought he was hearing?
"You want me to have sex with your friend?"
"OK," he said. "But I need a few more minutes.
"That's OK, we can keep ourselves occupied," Emma said. With that, we returned to making out.
Ben must have really liked that, as he was hard and ready to go faster than I had ever seen him.
Emma laid back, and I had her grab her ankles and pulled her knees back, fully exposing her pussy to him.
I knew how wet she was, and he'd just need to push in slowly.
I got behind him,and grabbed his cock. I thought I was going to stop him, but instead, I helped line him up with her, and even held the base of his cock as he took my friend's virginity.
"That's it. Nice and slow," I told him.
He was going slow, and paused as he was in, letting her get used to his size. Emma liked multiple fingers, so the width was fine, but she had never had something so deep.
I moved over beside and kissed her. Gently at first, and then more passionately.
I could feel her body moving as my boyfriend fucked her. I pushed my tongue into her mouth, which he lived even more.
I then reached down and diddled her clit as he pushed his big, fat cock deeper into her waiting pussy. With each thrust, she moaned into my mouth as we continued to kiss.
While I loved getting fucked, I loved being here for Emma as well.
I broke our kiss when she arched her back and flung her head all the way back as she came louder than she had ever cum for me.
Ben shot his load deep into her pussy, and then I was asked to lick it out of her.
I had never gone down on her before, but I was a good friend who also liked the taste of cum, so I did it.
I kept licking her pussy, hoping I was getting it all. On my knees, I couldn't see what was behind me, but Ben was busy getting ready for another round. Soon he was pumping me from behind while I ate out my best friend.
He was fast enough to pull out this time and shot his load all over my ass.
Emma got out from underneath me, and go behind me. There she grabbed my ass with both hands and started to lick all of the cum off of me.
It was different from anything we had done before.
Emma had to leave, which just left Ben and me. He was pretty well spent.
"Did you have fun?" I asked.
I smiled at him. "I can't help but wonder if you have any friends that might need some help."
"You want me to invite them to meet Emma?"
"No, silly," I said, slapping his arm.
He realized what I was asking.
"It only seems fair, seeing what you have got to do."
"OK," he said. "But I might need some more time with Emma."
"I think that can be arranged," I said.
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