Feeling of first time I had it

Fridays were very special to us. For one thing, neither one of us had to work. For another, her mom did, which meant we’d pretty much have the place to ourselves, though I didn’t dare show up until long after her mother had actually left. Her brother usually bolted out the door to head off and screw around with his friends the moment their mother left, which left us with Lily’s younger sister Julie , who could be a real pain in the ass at times.

I think she hung around just to annoy us, knowing full well that we wanted some alone time. But she used that to her own advantage as well. Very often it took some sort of a bribe to get her to leave the two of us alone. Either with allowing her to watch some movie she shouldn’t be, or having a friend over, or even going so far as to allow her to have her own boyfriend over, though she wasn’t (or hopefully wasn’t) doing what we had been.

I knew there was something about this particular evening too. It wasn’t as though we had discussed it, or even talked about it…but it was in the air. When Lily suggested that we go outside, out back, and sit on the old sofa as opposed to staying inside, I knew there was a lot going on here. That was indeed our “later in the evening” make out couch. Usually where we ended up for the last hour before I had to scoot home before her mother arrived.

The fact we were going out there a whole lot earlier than normal spoke volumes. That, and the fact Lily was wearing my favorite pull over sweater, the one I loved being able to caress and rub her tits through. And on occasion, once in a great while, actually being able to sneak a hand under for even more direct contact, though still while she was wearing a bra. Yeah, seriously…that’s as far as I’d ever gotten with her. I’d still never actually touched them in the flesh, nor had I seen them either for that matter.

All that…was about to change.

We started out as we usually did, lots of kissing…only this time, it was still light out, no stars yet. And as such, I didn’t dare jump to lightspeed and simply place my hand on one of her breasts. At least not until I couldn’t really see what I was doing yet. That seemed to be at the time, one of the requirements or something. I tended to think it was because Lily didn’t want me seeing her “horny face,” as I called it.

Though I knew she got that, especially the way she’d squirm, even pant and moan a lot as I kneaded her soft breasts like freshly rolled dough. So when she lifted my hand, placing it right there on her breast, in the middle of daylight no less…I knew indeed this was going to be a very…very special evening. Especially when I discovered that double D Lily wasn’t wearing a bra!

Now, like I said…on some few occasions, though even then not for as long as I would have liked, she’d permitted me to actually sneak my hand up inside her sweater or tee shirt, and actually fondle and caress her breasts that way. I had more easily felt her nipples harden through the material, enough so I could finger, and thumb them, teasing her…teasing them, certainly teasing the hell out of myself if you will, but never directly. The fact I was now touching her, in daylight…outside, with the threat of her little sister popping out at us at any given moment was one thing.

But the fact I was also feeling her hard extended nipple, even with her (my) favorite sweater on was something else. For one thing, that fucker(s) was hard! Harder than I’d ever felt it, imagined it…and she seemed to be doing a lot more squirming and moaning too as I sat there rubbing it, rolling it, pulling on it, even if it was through the material of her sweater. In the meantime of course, I am also kissing her, everywhere that I could, every place I could find exposed flesh, I kissed before going back to her mouth again. And then I began to notice something.

Each time I moved downwards, kissing that “V” of her neck, it seemed to be getting lower and lower with each pass that I made. Opening my eyes (finally) I saw that she had hooked two of her own fingers in that “V” of her sweater, pulling it down. I was actually looking at the upper swells of her full firm breasts, and suddenly kissing them too! More and more of them in fact. It became this weird, highly unusual game we were suddenly playing.

I’d make the return trip back to her face, lips, and then start downwards again, watching her as she pulled down on this damn sweater of hers. More and more flesh suddenly revealed, and then saw…actually saw this difference in texture, coloration. And I knew without any doubt whatsoever, I was looking at the crescent moon of one of her dark colored areolas!

I don’t think I’d ever been so fucking hard in my entire life! And then as I made my final trip…knowing it would be, I looked, and holy shit…it was suddenly there. This big, beautiful, totally naked hard nipple just waiting for me to kiss it, to suck it, to fondle it. And then I was.

I remember reaching it, first kissing it of course, repeatedly, her hand suddenly on the back of my head holding it against her, as though nursing me in a way, which I began doing of course. Now sucking it, gently, almost afraid she’d wake up and find out what I was doing here. Until maybe I’d spent too much time doing that perhaps, which is when she then said, “Baby…suck the other one too.”

I’d almost forgotten she had two. Like maybe she was saving one for another occasion or something. But now it was awkward. It meant putting one back, and then what…me pulling down on the other side in order to reach it? (What did I know?) But then she of course made it easy for me. She just reached down, and pulled her sweater up and over her breasts, now both of them exposed. And me, sitting there staring at them for the first time, both of them, in their absofuckinglutely beautiful glory.

I think time stood still. I know the stars eventually came out, but I sat until the kink in my side turned numb. Hell, I wasn’t about to change positions, even if I left paralyzed after this. I took delight, and time…going back and forth between the two, never getting my fill of doing this. Of seeing her, seeing her breasts, hell…sucking and playing with her very bare breasts. Are you kidding me? Her mother would have had to come home and forcibly remove me herself at the rate I was going. I was in seventh heaven, and so was Lily by the sounds of it.

The nice thing about that night was, we never went backwards from there. After that, every chance we had, every moment we could take, she wanted me to play with her tits, suck them, nurse them, and fondle them. I honestly believe to this very day, Lily was one of those women who could actually have an orgasm just by doing that. There were times after we’d been doing this for a while, she would shudder, and then shortly after…was when she’d almost have to forcibly make me give them up. Not that I minded, especially knowing, we’d be doing it all, all over again, the following day.

My problem was…I was beginning to think that I would forever have a persistent case of perpetual “blue-balls”. I’d pretty much decided that was just the way it was, and that I’d have to learn to get used to it. Sure…after I got home, I’d furiously jerk off until the flames had momentarily been extinguished, but it was still a bit frustrating.

I was now playing the same old “two second” hold game on her pussy that had taken me several years to get past and make it even this far with her breasts. At that rate, I’d be well into my late twenties before I even got to see her pussy, let alone anything else. I wasn’t sure I could be that patient. But once more, Lily was way ahead of me.

*My first triple*

It was another one of those rare precious times we could actually go out on a real date. Dinner and a movie…and not just a drive in. And though that certainly didn’t allow for us doing anything inside a sit down theater, even the drive home back to her place always held the promise of something more. She’d very often tease me, excite and arouse me by removing her bra in that almost magical fashion women can. Without taking anything else off. Suddenly, pulling it through the sleeves of a blouse or sweater, tossing it behind into the back seat.

(I even think I had two or three others at this point I hadn’t as yet gotten around to bringing back to her). But that was always a good sign that we’d still have some mess around time even if her mother happened to be home that evening, which she was in this case. Which made this particular night even more memorable, exciting…and to some degree, wickedly dangerous.

We were still a bit early yet from the time we said we probably would be back when I pulled onto her street.

“Cut your lights,” she told me as we slowly approached. “And then cut the engine too,” she added. I did both, silently letting the car drift up in front of her place. The lights were still on of course, including the porch light, though it was just dim enough not to shine down on us as we pulled over against the curb.

Though her mom was home, and no doubt still up, she wouldn’t be expecting us yet for one thing, but even if she did see us, and come out the front door, we’d have plenty of time to make ourselves presentable before getting out. Or so I hoped anyway. But I was again just expecting some more titty play before we called it a night again. So imagine my surprise when she turned towards me and said, “Baby…take it out, I want to please you.”

You don’t really plan these things. I know I certainly didn’t, hadn’t…though maybe she did. Maybe she had been thinking about it all day, all evening. But she certainly didn’t let me in on it until the very last moment. So it’s not like you actually come prepared for this. Especially when it’s the very first time. I’m not even sure I had heard her correctly when she said that.

I was still trying to comprehend the words she’d just spoken, which weren’t any easier to understand either as she once again lifted that still favorite sweater of mine up again over her breasts. (Maybe I should have taken a clue in the sweater…I think it too was magical in a way). But there I was looking at her gorgeous bare breasts as she leaned up against the passenger door and window, looking at me.

“Unless of course you don’t want to,” came the famous last words.

I don’t think I’ve ever unzipped my fly that fast before, realizing she was actually serious. Though even then I hesitated, reaching in myself, taking it out. But then she started playing with her own breasts, and that’s all it took. A moment later, I was sitting there with my cock (at least it was nice and hard already) sticking up and out as she sat there staring at it.

Finally, she moved over, placing her hand on it, and then as though she’d been doing this for a number of years, began jerking me off. I knew the moment she began doing that, there were only two ways this was going to go. Thank god it didn’t go the way I was fearing the most, though it almost went too far the other way.

I was nervous as hell. Sure…excited beyond belief. After all, Lily actually had my cock in her hand and was playing with it! But I was still nervous, now fearful of her mom suddenly stepping outside. Or worse, perhaps even sneaking out the backdoor, seeing us parked there out in front, wanting to surprise us…catch us.

And oh yeah…would she ever if she were to do that. Especially now. So maybe that helped a little, took the edge off the excitement, adding a pinch of fear into the mix. Which was just enough to keep me from losing it all too soon. The pleasure of my girlfriend’s hand, hell…a different hand other than my own, now working my dick was far more than I could have ever imagined happening at this point. And yet…here she was.

It felt so fucking good that I finally started to realize that I was going to be shooting off in my girlfriend’s stroking hand before too much longer here. And that now raised another concern. Once more, way ahead of me Lily smiled looking down at my rock hard cock and tightening balls, and said. “Rick? Do you have anything?”

Had I known, had a clue that this was even remotely on the agenda for this evening, I’d have brought something with me. Ironically, having cleaned out the car earlier in preparation for a real date, I’d discarded the few paper napkins I’d tossed over into the back seat from one too many fast food stop offs. As it was, I couldn’t think of a single fucking thing we could use.

Hell, I even had a first aid kit in the trunk in the event of a real emergency. Little help here for that. This was a different kind of an emergency. I swear, someone should invent an emergency first sex kit or something. They’d make a fortune on it. Have it handy in the trunk of the car for whenever it was needed, right next to the first aid kit perhaps. I was even trying to imagine all the things you could put inside it, beyond the obvious of course, for situations just like this one when she spoke again.

“I take it you don’t have anything.”

“Shit!” Was all I said still trying to come up with something we could use, though now worried that because I didn’t, she’d stop…once more leaving me high and dry, only this time far fucking worse than a simple case of blue balls. Which is what I thought was happening as she suddenly let go of my cock, once more leaning back against the passenger door.

“Hold that thought,” she grinned wickedly, suddenly raising her ass right there in front of me as I watched her suddenly lift the short skirt she was wearing, grabbing the hem of her white bikini panties, struggling out of them as she lowered them down her legs. “Grab them and pull,” she announced, which I happily did of course, though now wondering where any of this was going. Was she actually considering fucking me?

Not possible, no fucking way. Not here, not now…not like this.

I was right about that, she wasn’t. But what she now offered was almost as good. (I said almost). It wasn’t something I had actually done before, (though I certainly have since). But then taking the panties back away from me as I sat there holding them in my hand, she placed them over the head of my cock, effectively covering it completely, though her hand still felt damn fucking good. But then again, so did her silky feeling panties as she picked up where she’d left off.

“There, now you can squirt whenever you’re ready,” she informed me.