Serendipity





Last night, I was walking along the overpass between Club Cafe and Fritz, huddled against the cold, when I passed a tall handsome guy walking in the opposite direction. Just as we passed each other, he glanced at my package, but kept walking. I turned around and saw that he'd done the same. We both stopped and approached each other. He was 6'4" (later confirmed), slim but solid and looked anywhere between 35 and 42. (I said that later on and he told me was 33. I didn't buy it.) In a beautiful British accent, he invited me to Fritz for a drink, but neither of us really wanted to go there. So I suggested Beehive instead and off we went. He was really was handsome (blue eyes, not a pore visible [I may hate him], low buzz cut, dark slim jeans and a pair of midtop sneakers). Just the right combo of style and ease. He had a few beers and I had a few cocktails. It was great to talk, laugh and flirt with him. I wasn't expecting it, but I got an invite for a sleep-over at his South End apartment. I didn't know it to be his weakness, but I started stroking his hair at the bar. Throughout the rest of the night in the restaurant and back at his place, he'd just grab my hand, put it on his head and start wiggling his head around my hand. Funny stuff. If there were even the slightest possibility that I might've imagined his initial glance at my crotch in passing, he made it absolutely clear over drinks. He openly stared at and slapped my bulge throughout drinks. "Are you hard yet," he'd ask. "No." "Well why the hell not?" "Because I'm not 12 years old," I'd laugh. It takes a little more than that to get me hard...sometimes. Honestly, the only strike against him the entire night was that he clearly does not care for Ms. Celine Dion's voice. Hey, nobody's perfect...except Celine. But I did like his style. He said, "I'm not going to fuck you tonight...but you can fall asleep in my bed." Well thanks heaven that's decided. Apparently he'd only slept 2 hours the night before because he was naked with one of Lady Gaga's backup dancers. Within ten minutes of being at his place, we were cuddled on the bed with our clothes on. And within about fifteen he was gently snoring in my arms.

I didn't find it the least bit odd that I was sleeping over at some stranger's place on such short notice (that's just my life), but the lack of even a kiss did throw me. Usually, I feel like I know just what guys think of me in a situation like this, but I was drawing a blank with this guy. I also felt like I was caressing a tree, albeit a very sexy one :) A few hours later, we were waking up to strip down and get under the covers: I slept in the altogether and he kept on his tee and briefs. True to his word, there was no fucking (which was fine with me), but we did manage an oral-free and kiss-free jerk off session.

In the morning, we rushed out shortly after 7:30a. He was late and my poor little legs were having a hard time keeping up with his long, fast strides through the slushy snow. When we got to one of the parks on Washington Street, I realized where I was, said a quick, "bye, I'm going this way," and abruptly left. There was no handshake or anything. In fact, I realized later that I caught him by surprise by not walking him to his work in Back Bay, which was SO the way I was going. In retrospect, I just wanted to say goodbye first leaving no awkward expectations and no need for him to tell me that it had been great, but he wasn't really looking for more. On the walk back to the Arlington green line train station, I thought, "what if he really wanted my number? Oh God!" OK, here's something you don't know about me. I'm such a teenage girl when it comes to men I find attractive. I immediately imagine the life we could have together, how great we'd look together in public, how easily our friends will (or won't) get along, how I'll talk about our relationship on Jay Leno when I'm pushing my album. You know, just a few things. I let it all go by reminding myself that a) I told him I live in East Boston and b) I told him I'm on Adam4adam. If he wanted to, he could find me.

I got home slightly after 8a and very much in need of a nap. (This is my life. Who says that?) However, I also knew today was to be my last day in Boston before flying out the next morning to visit family and friends in Durham, North Carolina for a week. That plus I knew I was going to jerk off; watch porn; check BBRT, Craigslist, Adam4adam and try to hook up before I slept. I didn't have to wait too long because K, a sexy, bubble butt, bottom bud of mine was on BBRT. He told me he had my Christmas gift. Hmm. I wonder what it could be. (Oh, ass? Wow, you shouldn't have. All I got you was this...DICK!) After just 2 emails, he was on his way from Back Bay to my place in East Boston. He's an insatiable versatile bottom who can take a lot of dick. So I needed to bring my A-game. We were both sweating after an hour of rimming, sucking and fucking. It got very intense towards the end. His ass was starting to hurt with my hand inside him, but whenever we fuck I own him and get to do whatever I want. Naturally, I don't want to hurt him ever. But he'll hold on as long as I coax him and allow him some time to breathe. Right before I nutted in him, I made sure he wanted my black babies inside him. He did. I was SO FUCKING HARD I was slamming into his anal wall. Finally, I couldn't hold back anymore and I gave him what we both wanted: my load inside. Later that evening when returning from shopping in the South End, I was walking along the same path I had the night before and who should I run into? Yes. My face lit up and so did his actually. "You know I don't have your number, right?" He asked. "I wasn't sure you wanted it." "What do you mean? Of course I wanted it. Look, I'm no good in the mornings and neither are you," he offered with a sly grin. "Give me your number and I"ll call you right now so you can have mine. That way we can get together when you're back from North Carolina." And that was that. Literally blocks before I ran into him again, I got a sext message from the bi, tatted guy in Southie who lives with his girlfriend. If you remember, our last phone call had me masturbating on the back of a Megabus while we dirty-talked and he blew a wad. The text merely reminded me that we needed to "drain each other again soon". He keeps trying to get me to fuck his girlfriend with him. (I'll leave the fantasy for a while longer that I'm actually interested in pussy like he is.) He'd fucked his girlfriend that morning and I'd fucked my friend, but somehow he had my dick hard as a rock as I walked down the street. Uh, not good as I was wearing jeggings. I hid my raging boner with the shopping bag and headed over to his place.

He'd left the doors opened and the porn was already playing. The other time I was there, I didn't notice how pouty-mouthed he was but, my fucking god, it's sexy. I love baby-faced tough guys. That's just what he is. Very small penis though, but it leaks a ton of precum. We sat side by side on the couch. I completely stripped down. After a few minutes he stopped stroking in his sweats and just took them off. He leaned over and started sucking me. I forget how amazing head really is. Even if you're not the best sucker, just remember that a warm mouth on a cold day is probably just as heavenly as a cold beer on a hot day. No seriously. I'm not making a great connection here, but you know what I'm saying. I laid my head back and gently moaned. I remembered his caution the last time I was there that the walls were super thin. He has a female neighbor who apparently commented on how loud he and his girlfriend fuck. Good grief, Charlie Brown. I ran my hands all over his shaved head, then stood in front of him so he could service my very hard dick in all of its glory. He was ready for me to cum all over his dick. I saw the preload dripping onto the sofa cushion just below his balls. I scooped it and slid it over my cockhead while he sat back and jerked himself. Honest to god, his prejizz felt exactly like Gun Oil. I was ready to bust my nutt in a few short minutes. I did as I was asked and shot on his cock. He rubbed our heads together a while, then got me to suck my sperm off his dick. After I gave his balls a deep cleaning with my long tongue, I applied pressure to his butthole with my finger and sucked a salty, bitter load out of him.

Oh yes, the pics above are me.

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