Dear James,
Well, it has been a while, hasn't it? Five years and a bit I would say. Here I am, finally writing to you after all this time.
What is this letter? Why don't we call it an erotic confession, and an invitation. Yes, you heard me. Straight up - that's what it is.
Let's start with the confession part. I guess, to start, my state of mind. Because why would I be writing such a thing to you! That is a natural question I must answer.
Here I am, going on 25, single and yet owner of my own apartment. Sure, a lot has changed since our "good old college times", but also...not that much has changed. I've been successful with my career, but with my love life, not so much. Hence, my first confession is that I'm still single, alone, and frankly...I haven't had sex in over a year.
Why? Have I I've gotten fat. On the contrary, I've been running a tonne and hitting the gym in between. If I dare say so, I'm in better shape than I was in college.
I won't go into all the reasons, for that's not the purpose of my writing. Suffice it to say I work a lot and haven't been able to find anyone worthy of my...you-know-what, in a long time. And so my you-know-what has therefore been neglected for way too long.
Second confession - shhh on this one. I just got back from a week with my family and I haven't even been, how do you say, "self-serviced" in more than a week and a half. You may not know it, but that's a long time for me.
Third confession: I've dipped into the weed a little bit. Yup, home alone on a rainy night smokin' weed all by myself and writing an erotic confession to an old friend. Attractive picture, isn't it? I know. I will try to make it more attractive for you.
So now you should understand that at this moment I'm pretty...well...horny. Let's be honest, shall we? This state of mind has got me thinking back to you and the dynamic we had when you were dating Lisette and she and I were best friends and you and I were also good friends. Ah, those college days! A lot of strange stuff happened back then. Strange, but good stuff.
What REALLY got me thinking about you was recalling that time we all went down to Nader's Beach. Do you remember? You probably do. How often does a guy get to be naked at the beach with both his girlfriend AND her best friend?
Yes, those were free times back then. We didn't even think twice about stripping down that sunny afternoon when we showed up at Nader's on a whim. We had that little alcove behind the rocks all to ourselves and we were being "hippies", right?
I don't know if you remember, but Lisette went first. Of course. She was always our unspoken leader. In fact, I've always suspected that's why you fell for her and not for me, even though I was the one who found you...in the library studying of all places. We were such nerds!
To be honest, I don't think Lisette was more attractive than me, not overall anyway. She did have a very pretty face, prettier than mine I guess. I only know from what other people have said. And of course, she had those breasts. Oh-my-God! Even though I'd seen them before, when she took off her shirt at the beach and stood there with the ocean behind her, glistening in the sun, still in her bikini bottoms (for the time being), I understood why guys ogled her constantly. There were big big big, but also crafted with military-level perfection. I've never seen such long, pointed nipples aiming straight out. We always joked about "Lisette's guns", even the girls.
You went second to strip. I pretended not to look (to be all cool, right?), but I couldn't help noticing, when you pulled down your pants, that you were huge. I mean, HUGE. Compared to anything I'd seen then and everything I've seen since.
Here now I must make a further confession (they're really flowing, heh?). I have a bit of a thing for circumsised penises, especially large, shapely ones. It's true. I can't help it. So when I saw yours I think I shivered a bit.
But you know what? I clearly recall that it hung from your groin as softly as a piece of rope (albeit a beautiful, thick piece of rope). You were soft as can be. That is, until I got undressed (ha ha).
Seriously. I think it's true, or at least I believe it to this day. But what did I have going for me? I don't know, exactly. I was, of course, not your girlfriend. That's a big one I'm sure. I had a pretty smokin' bod if I do say so myself. Smaller tits than Lise, but perky and pointy (my nipples seem to be permanently hard...did you notice?). Thin waist. Long legs because, yes, I'm pretty tall. And a tight ass. Well, "apple shaped" maybe. Or, like two little apples pressed together....ha!
Unlike Lise, I took all my clothes off at once. I think, being the last one to go, I was trying to show off a bit. It wasn't until my pubes were shining in the sun that Lise finally removed her bottoms.
At that point the contrast was even more apparent. Sure, Lise was blond and I was dark-haired, but even though Lise had trimmed her bush down to almost nothing, there was nothing to see down there other than a tiny line. Even though I had a much darker and slightly denser "patch", you could actually see the top of my caterpillar quite clearly (I've verified this in the mirror). I've always suspected, but have never known for sure - is that what got you hard?
You must have tried to hold it back. Being naked on a public beach with your girlfriend is already a lot to hold down, so to speak, but probably manageable. When her best friend strips down and you have a clear view of the friend's (rather large) pussy....would that have been a bit too much? Didn't your imagination go wild?
Just had another toke (love this stuff) and I'll be frank, James. I can't stop thinking about that dick of yours. As it got bigger and bigger and started to stick out straight from your body, it just became more magnificent. I swear your knob was the size of a kid's fist. I never knew that they could be so bulbous. The whole of it was so thick and rubbery that it begged to be explored. You were strong, with thick legs and a tight stomach. An incredible specimen of a man. It was at that moment that I really started to think about what it would like to be fuck you, James.
But, of course, you were dating Lise. And I knew more about that relationship than anyone.
She told me about your "problem". Well, not yours, but the problem that the two of you had together. You know: that you were big and she was small.
"How small?", I asked her.
"Small", she said. "Like, I can barely get a tampon in there."
I was flabbergasted. I couldn't imagine such a predicament. Poor her, and poor you! (she was my best friend so of course I sympathized with her most). But I always wondered about you too.
My next obvious question, because you two were dating for over a year, was, "so what do you do then?"
It seemed like a simple, obvious question, but it ended up leading us to some strange places, and probably changed our relationship forever.
As you know, Lise wasn't shy. She liked to shock people with some of the things she said. So I wasn't surprised that she told me stuff outright. Also, I always suspected that there was a part of her that was a little "into girls". It was more than just showing off.
Her first response wasn't verbal at all. She just gave me a a quizzical look and pointed down at her tits.
"There?"