WARNING: This story might be free-standing--or it could become the start of a series spanning a variety themes. (I'm not committing yet.) For at least this chapter, my suggestion is NOT to read it unless you enjoy cuckolding themes, and especially interracial cuckolding. I'm putting it in "group sex," because it's about a woman's quest for a series of different erotic couplings of different kinds that are a little like swinging.
As always, negative comments will be deleted. If you can do better, write your own story, and invite me to read it in a comment--I'll be glad!
WARNING: DID YOU READ THE WARNING? READ THE F*CKING WARNING! THANKS!
*All Characters are eighteen or over!*
----------------------
It was the spring of senior year of high school. My girlfriend and I were each barely eighteen--along with most of our pals (and *everyone* in this story is 18 or older).
After my spending nearly all of high school trying to get her to fuck me, Emily had finally relented a couple of months ago, and the past two months had been like heaven on earth for me.
Continually fucking an adorable teenage girl whom I loved--while having no other responsibilities to speak of (besides minimal schoolwork). What could be better?
Emily was (and years later, still is) an incredibly sexy girl in her own way. She wasn't model gorgeous. Far from it. She was cute and what I would call "cute sexy."
Emily has a cute face, and a sweet, quiet disposition. She's highly intelligent, empathetic, and great company--important for her sex appeal.
Physically, my girlfriend was very attractive. She was 5'6" and measured 34-24-35. While curvy, Em was also thin, with just enough cushion in all the right places. She had a really delicious, pert little ass. Her C-cup boobs rode firm and high and looked generous on her thin frame. Her long dirty-blonde hair was pretty though not exceptional. Her gray-blue eyes sparkled and suited her cute features and pale skin.
As a total package--which is what counts of course--Emily was *very* sexy--in a quiet, nerdy, bookish way, which suited me just fine.
There wasn't a guy in our school who wouldn't have been happy to date or fuck Emily, even though she was not one of the "popular" girls. It was Emily's cute looks, pert curves, and personality all wrapped together that made her desirable.
And I, Rob, was lucky enough to be her boyfriend. Not that I'm some slouch. I'm good looking and have brains and a nice personality myself. But I still felt lucky.
The one area--perhaps the only one--where I felt insecure was that I knew my dick was (and is) average, or maybe even a little below average if I'm honest. My little white dick is five inches, so not horribly embarrassing. But I knew it wasn't big.
Still, Emily seemed to really enjoy sex with me. We were each other's "first" for most things sexual--although I could tell without asking that Emily did a bunch of kissing before me because of how aggressive she was the first time we made out. (Maybe she even did more before me but had been sly rather than admit to it? I couldn't rule it out!) I could tell from her sounds and movements when Emily had an orgasm, and I was thrilled to see that she came every time we made love.
Life was good!
Then, one afternoon during spring break, right after making love in the basement "bonus" room of her family's home, we were lazing around. We were in our underwear, as was our habit after making love.
Emily started a conversation that turned surprising.
"Rob," she began. "That was really nice! Again! As usual! I love you, Rob!"
"Aw, thanks, Em! It was great for me, too! I love you, too, you know!"
"I do!" she added.
And we cuddled for a bit quietly.
"Say, Rob." Emily said, starting to re-open and advance the conversation.
"Yeah?"
"I've been thinking about something, and I guess this is as good a time as any to tell you."
"Unh? What's up?"
"Well, you know how we're only about another four more months until we're off to college."
"Yeah, I know. I wish we weren't going to be so far apart." In August we were to head off to different elite West Coast schools. I was crestfallen that we didn't get into the exact same ones.
"Aw, it'll be okay, Rob. We'll get through it," Emily said.
I had my doubts as to whether "through" would include together, and because I was wildly in love with my first sweetheart, I was thoroughly ambivalent about imminently starting college apart.
"Yeah, I'm sure we'll find a way..." I said. I tried to sound optimistic, as I knew Emily preferred. "So what's up?"
"Well, I've decided that I'd like to get some more 'experience' before we go away," my girlfriend said, as matter-of-factly as one could imagine. Deadpan, I suppose one could say.
But there was only one way to interpret the words "get some more experience." It meant Emily wanted to get some more *sexual* experience, I was sure. What else could it possibly mean, said with no explanation?
"Oh," I said flatly.
"Yeah... I mean I love you and all, and I'm so glad that we 'lost it' together and everything, and it's not like I want to break up... I just think it's wiser to get some more experiences now, among the safety of all our high school classmates, before we head off into the big world," she said.
"Oh, wow! Really? I mean... I thought we were going to keep our thing going when we went off to school... Our schools aren't *that* far apart!" I protested.
"Well... We'll see! I mean, the 'college experience' is a little different from staying faithful across hundreds of miles, don't you think?" she said.
Emily is a very lusty person, and she was revealing that she did not want to keep her lust in a bottle for a far-away boyfriend only.
"Oh. I guess I had a different idea," I admitted.
"I'm sorry," she said. "We'll see. Maybe we'll feel differently when we get there... Don't worry about it now!" Emily didn't like it when I worried about the future.
"Unh. I hear you, Em. It's not as easy for me, but I hear you!"
"So... As I was saying, I want to have some more experiences with the safety of our classmates who we know so well..."
"Oh, you want to screw other guys!" I said.
"Well, do you have to be that blunt about it?"
"Uh, what did you honestly expect?" I said, with some obvious bitterness.
"Well, I don't know... I thought maybe it would turn you on if your girlfriend here became a little bit of a slut... Is it possible it would excite you?" Emily asked, as she started to nibble my ear and lightly tease my boxer-covered little dick. That combo always got me fired up, and Emily soon distracted me from my initial annoyance at her. It took her maybe two minutes. If that.
As she continued to nibble my ear and tease my dick, my girlfriend added in some kisses to my neck. It was near euphoria for me--as always. My irritation was quickly overwhelmed by pleasure and arousal.
Once Emily could see she had me in a happy place, she resumed talking to me about her plan. This time in a whisper.
"Boo," she said, leading with the nickname that we each used for the other. "I have a feeling this will really excite you to see me become a slut... I think you'll actually love it... I think you'll love it if I go out and get laid and come home and tell you about it... Or--we could even play around as a couple, and you can have new lovers attend to you, too, as you watch me... Or... Or maybe because you are so incredibly loyal and don't want any other girls for yourself... Maybe because you're so in love with me and me alone... Maybe what you would like best is to *watch* me... Yes, I think you really would love to watch me get fucked by some other guys, Rob... I think you would love to watch me fuck some of your friends... Maybe some strangers, too, Rob... Wouldn't you?"
Oh, my god! How did my girlfriend guess?! I actually *did* have the fantasy of watching her get fucked-- Specifically, I would daydream and beat off to the idea of watching my adorable Emily fucking big dicks, much bigger dicks than mine--and especially huge black dicks!
I wondered if Emily knew somehow? Did she know that I *loved* the idea of watching her get fucked in ways that I could only dream of--by massive cocks, especially massive black cocks? Hmmm?
Or was my sexy girlfriend just guessing?
Then... I noticed. I took pause. I saw what she was doing.
Emily's hand had snuck inside my boxers and was now fully stroking my little dick... No, that's not quite right. More accurately, my adorable girlfriend's hand was now stroking my *iron hard* little dick.
Yup, I was rock hard from hearing her talk about getting laid by other guys! Golly, that surprised me that I reacted so obviously and eagerly for her.
I mean, a fantasy is one thing, but talking about it in reality with my Emily?
I was surprised that I got hard straight away! I would have thought I would react with more upset... But nope. That's not what my pecker was doing, at least!
Rather, my pecker was *HAPPY*! My little head realized faster than my big head... Emily's idea was *stupendously* erotic!
I loved the idea of my sexy little Emily fucking some other guys while I watched! All of them would be much better hung than me, at least in my mind! It was unbelievably erotic and arousing!
"Hmm..." I said, eventually remembering that my sexy girlfriend had asked me a question. "Maaaaybe... Maaaaybe I would enjoy watching... Hmm..."
"I can feel your hardon, you know, Rob!"
"Yeah... I know! I'm still processing the fact that this seems to turn me on, however!"
"Oh, I'm not 'processing,' though, Boo! I'm not surprised in the least!" Emily said, "With all the porn you've been watching when we're apart... All the erotica you've been reading... I stole some of the 'Penthouse Letters' from your room... Many of those letters are cuckolding... I bet you'd love to be my little cucky!"
I let out an involuntary groan that gave me away, as I shuddered and oozed precum into Emily's hand. "Unnngggghhhhh!"
"Yup! You couldn't even stifle a shudder and groan just now! You're going to love seeing me get laid!"
"Okay, okay! I suppose you're right!" I admitted. "Sure... You're right! It does sound really hot and sexy to me! Fine. You got my number..."
