Username: maddie Date: 25-03-2022 03:31:42 Mood: other Music:

I think at some point in time everyone finds they have regrets over (some) missed opportunites in the past.  There are a few missed opportunities in my life that I wish I'd handled differently -- mostly that I might have been a little more daring, a little more brave.  

The first time I was ever propositioned by a black man was many years ago.  We were in a bar; I was with a friend and her boyfriend (they would probably have appreciated if I had allowed the black man to pick me up that night!).  The man was a stranger to all of us. I don't recall his name at all, but remember he was from Africa and was a student at the university in our city.  

My friend and her boyfriend were in their own little world so had no idea what this black man and I were talking about.  Had they been paying closer attention, they would have probably noticed he kept a hand on my thigh ... and was whispering sexy ideas into my ear in his thick African accent.  It was at a time when there was a little less judgement about 'one night stands', and while I wasn't exactly a virgin at the time, there was something about this man that made me a little nervous.  I made certain to not over-drink so I wouldn't be taken advantage of.  We did not end up together that night or any other night.  

Now, if I could time travel I would definitely go back to that chapter and have been more daring, more brave, for the man who should have been my first BBC.  

Username: maddie Date: 11-10-2013 20:44:15 Mood: don't know Music:

My "first time" with a black guy was a number of years ago ... in the mid-late 1980's.  I was in my first apartment of my own (i.e. without having/needing a roommate), but because of past roommate issues, I had a phone listed under an assumed name in the phone book.  I don't know if the assumed name was how JJ had found me, or if he had just dialed a random number, but his first phone call to me would be classified as an 'obscene phone call'.  (I don't know if caller ID was available at the time, but I didn't have it if it was.)  

Initially, I thought that the guy calling was a white guy that I had been fucking around with, and as soon as I realized it wasn't the guy I thought it was, I hung up.  But, JJ kept calling back ... and I eventually started talking to him.  Pretty soon, he asked to come to my place.  I really didn't know anything about him other than the general location he lived, he was black, and that he claimed to love giving oral.  I didn't invite him over the first few times he asked, but with each conversation I became more intrigued by him, but he wore down my resolve and I invited him over on a Saturday afternoon. 

When he got to my place, it didn't take long to get in the bedroom ... he claimed that he just wanted to eat my pussy and then he'd be on his way.  He asked me to take off my clothes and lay on the bed near the foot of the bed; JJ knelt on the floor, still dressed, between my spread thighs.  I remember being incredibly nervous -- so nervous that it took quite some time to actually enjoy him eating my pussy.  I think that I even apologized for being nervous, but it seemed that JJ didn't mind as he appeared to truly love giving oral (I'd been skeptical: I'd either met guys who simply didn't enjoy it or claimed to love it and were kind of lousy at it).  Once I finally began to relax I ended up having likely the ultimate orgasm ever.  

While I was cumming (seemingly forever), JJ got on the bed, pulled my legs over his shoulders and began fucking me deeply and earnestly ... sustaining my orgasm.  I could not stop cumming.  I remember struggling a bit against him while I was still cumming and he was thrusting in and out of me -- I wasn't on any birth control and wasn't expecting to be fucked.  I also wasn't aware that he'd managed to take off his pants giving me oral.  But I also vividly remember the feeling of his cock spreading my pussy walls when he entered me.  It didn't take long before JJ shot his load of cum deep into my convulsing pussy.

He left shortly after that and I never saw him again ... although I did invite him over again the next time he called.  Unfortunately, I felt a bit too ashamed of my "slutty [having sex with an unknown/obscene phone caller] and taboo [fucking a black guy] behavior" and left my apartment before he got there which I still regret.  

I often find myself fantasizing about this experience and don't think that I would change a thing about the first time ... but would have ensured that there was a second time (and probably more).  

Username: maddie Date: 29-03-2024 00:21:51 Mood: horny Music:

(Actually, there probably IS an app for 'that' ... discussed further below.)

Some time ago I came across a short video of a woman in a hotel room who bent over the bed, raised her skirt (wearing thigh high hose and stiletto heels), and waited ... not even a minute later, a man comes into the room removing his belt.  He quickly positions himself behind her, his pants halfway down his thighs, stroking his cock, lifting her skirt to ensure it's out of the way, and pretty quickly working his cock into her pussy. 

He grasps her hips and begins to thrust a bit more fully ... the two of them establish a nice rhythm, she moans every now and then taking his thrusts deep.  He pulls her hard against himself; he begins panting and lets out a bit of a groan.  I know he is filling her with sperm (and imagine feeling his cock pulsating inside me).  He keeps his cock deeply seated in her pussy until he's completely done cumming.  

It's a rather fast fuck all in all (the whole video clip was around 5 minutes long) ... and also appears to be essentially anonymous.  There is no talking between the two of them.  They both know what they're there for.  When he's finished cumming, he pulls his pants back up -- she smiles at him (and I think she says "thank you") and he leaves.  

I find myself a bit envious of the scenario: I would love to play out this scenario in my own bedroom -- having my apartment door unlocked in advance of his arrival.  Bent over my own bed wearing thigh high hose and stilettos, maybe blindfolded, while waiting for my mystery date to arrive with the sole purpose of fucking me; unlike the video I'd hope for the mystery man to be black.  I love hearing his moans of delight and satisfaction while cumming. 

When he's completely drained, he gets dressed to leave, but calls a friend he invites over ... "stay right where you are, maddie."  

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Anyway, this is probably the kind of arrangment that could be set up through some kind of app, but not sure which one(s) would give the best results.  I'm old enough to remember the ease in which one night stands could/did take place ... being picked up in a bar and taking a stranger home.  It was a lot of fun, but the world felt a lot safer back then too.