This story is completely true, a best as my memory will serve me. It consists of m/m sex, w/s, , oral sex anal sex, feminization and light scat. Please do not read if under 18, or if this type of material is offensive. The first chapter/s will not be as graphic, as my mind will only remember so much, hehe. However, as I look back, these are the sexual and emotional highlights, that have created the person I am today.
Crossing Over
My life has been quite rocky, and quite fulfilling, as I've gone thru many changes, as I most people do, I suppose.I'm currently a girlie boi, loving to be used by men for their sexual pleasures, wanting to please them, with no regard to my own sexual release. There is a very fine line between being used and being owned, which I haven't crossed yet, but, am sure it will happen, health permitting, of course. You see, I'm 60, but, my body is a very young 60, considering I've only been pussy active for the last 10 yrs. I'm 5'11", a slim 155lbs, and in pretty good shape, considering....hehe.
My journey to this stage of my life truly began when I was 11, with a friend who was 13. I won't bore you with all the details, as I've written a story about this, already, but, simply put, I sucked his cock, as often as he'd let me, with no reciprocation. It was fine with me, because I got to suck him, greedily getting all the cum he could offer. Then after a yr or so, another kid in the neighborhood, had me sucking him. Now, this boy was 17, and had a "man's cock", by comparison to any I had seen. And he was quite forceful in his teaching of me to deep throat that 6+incher. After a bit, I had become quite good at letting him bury that lovely cock deep in me throat fucking me until he deposited his cum. Believe me, I was more than a will participant! With both of these guys, my role was to suck them off, and basically leave. No recip from either, just a place to dump their load. I'd go home, and jack off, to the memory, licking u drop
of my own jism, too.
This continued for about 6 yrs, on and off, making me want more, all the time. In highschool, I was always stealing glances at the cocks in the showers, hoping to get on my knees and service one. Had one shortlived experience with a boy there, sucking him completely about 6 or 7 times, over the course of a couple of months. He moved away, and that was it.
College brought a few more incidental cocks, but nothing on a regular basis, so, my taste buds were never satisfied. Then to my "cocksucking" dismay, I got married....yea, gonna live the str8 life. Well, honestly it went along ok, for about 10 yrs, with me only thinking about cock, occasionally. We got transferred to a diff town, me going on ahead to both work, and find a place to live. Well, one of my fellow workers asked me to go for a drink after work, and to make a long story short ended up in my motel room with his cock buried in my mouth, cumming three times, during the course of the evening. Damn, I thought, I'm back at it again. But, I loved it. Before the family moved down there, I prob sucked him 25 times....wanting more! I'm in a real quandry, but, stayed married.
My next serious cocksucking was at a beach area in P'cola Fl. I was there sunning, loving the day, as my "gaydar" went crazy, watching this gorgeous hunk walk by me, heading to the restrooms. Oh, god, I thought, I have to see him, up close. He had a light blue very tight, speedo, allowing his meat to be rather prominent. My mouth was watering. As I walked in the restroom, my eyes hadn't adjusted, but, I saw him standing at a urinal, with his cock hanging out. Well, needless to say, I took the one next to him, catching a glimpse of that beauty. My cock, was little by comparison. He must have seen my looking, well maybe oggling, his manhood, turned sideways, looking me in the eye, saying, "Want it"? I was slightly shocked by his frankness, but, slowly sank to my knees, to encompass that monster with my needy lips and mouth. He moaned, saying, "Let's go to tepped inside, my looking around, seeing no one, slipping inside with him. "Sit on the toilet", he said. He pulled out his cock, and presented it to me, with a light slap on the face. Oh, baby, I thought, yes, beat me with that hard piece of man flesh. Long story short....he came like a race horse, me swallowing every drop, and wanting more. We exchanged work #'s and I hoped to hear from him. I didn't, but, sure wanted to. About 6 months later, my wife and kids were to be out of town for the weekend, so, I found his #, called and left a message. He returned my call, and we set up a "date". And again, I got him off 3 times thru out the night, filling my oral cavity with a gallon...nah, but felt like it...of his creamy cum. He was the first guy to want to fuck me, licking and fingering my ass. I must admit I did like the feeling, but, wasn't about to let him put that monster up my poop chute.
Then the bomb dropped, when my wife found my stash of "gay" porno literature. The divorce was ugly, causing a lot of financial woes, let alone the emotional drain. I got thru it, though, and moved out on the beach in a small townhome....very small, btw. It was cute and reasonably priced considering where it was. Hurricane Opal had hit 1-1/2 yrs prior, so, the island was just coming back...Florida's Best Kept Secret was the sign on the bridge leading over there. Anyway, there was a "nude" beach area, with a gay section, about a mile from me....so, I began going there, getting an allover tan, as well as some nice cocks to suck. I was resolved to my love of cock.
Then the internet took the world by storm and a whole new avenue to meet men opened up for me. Yes, the beach is a good place, and I still had my share, well, not my share, but, had some cock to suck. This was just another way to find men who wanted there cocks sucked. One guy I met online, was married, and lived about 20 miles from me, but sounded HOT, so, we made plans to meet, publicly first, then back to my place for some fun. He was a little older than me but had a beautiful, thick, veined cock, that stayed . He's the first guy who was able to do that.
He also had some "kinks", which he introduced me to. From our conversations online, (I really think people are more open online), he knew I would like to do some role playing sexual games .So afer about 4 visits he began to indulge in his desires. Well, his first desire for me was to dress up in the typical sexy maids outfit. I went to a local adult store, befriended the gal there, and we picked out the things I'd need to please him. Red hose, garter belt, backless panties, (he wasn't into sucking me, so wanted my cock covered), lacy baby doll, and sexy apron. I did look like a french maid....from the neck down. I also noticed that my little cock was rock hard from all of the feminine attire. (Knowing what I do now, he was the first true top that I had encountered in my short sexual life.) I was all dressed for him as he came in the door. He had me kneel, walked behind me, put handcuffs on me, and said, "You want to be my bitch"? "Oh, yes sir", I said, getting into the role playing. "Pull my zipper down, cunt", he said. Realizing my dilemma, I had to use my teeth, but, managed to get it down, as his cock sprung free. I couldn't wait, mouth watering to get to suck it, as he slipped it between my soft wet lips into my wanting mouth. I'm in heaven, with a cock in my mouth, living in that blissful moment. After a bit, he has me go upstairs to the bedroom, following me, lightly smacking my ass. "Lean over the bed, girlie, I have a special present for you today". I obeyed, as he started to play with my exposed hole. I felt a wet, slick finger probe my back door, slowly penetrating me. As he watched my reaction, he could tell I liked it, and continued his digital assault. I knew where he was going with this, and had resigned myself to let it happen. As he was fingering me, and asking me how it felt, all I could do was moan. I heard the rustling of the "bag of goodies" he had brought, knowing he's going to fuck me, now. Instead he produced a small pink butt plug, and said, "This is my present for you, for being such a good bitch. I'm going to put this little plug in your asscunt, so you can get used to that "full" feeling, and stretch you some. Think of it as a small cock" Looking back he was one of the kindest tops I've run into, because he knew I was petrified of the pain involved in getting my ass fucked. He was trying to alleviate that pain as much as possible during my deflowering. It hurt a little, not much, really as he popped the largest part thru my sphincter, and then was held in place. It felt "ok", I guess, at the time.
He took the handcuffs off, and had me lay on my back on the bed, with my head hanging off the side, (absolutely my favorite position, as he has total control of his depth and speed of his strokes), as he slowly walked up, and slid his cock in my mouth. He entered my throat, and just started fucking my face, like a mad man. He would yell, things like "Take it bitch, swallow that cock, you know you love it, I'm going to make you my bitch, going to breed you, make you my cunt." Now, I don't know about a lot of people, but, that dirty talk just sets me off, making me suck even harder, tightening my mouth more, using my tongue on the underside of his cock, and loving it. Literally, his balls were slapping my nose, on each thrust. I was in heaven. I reached out to fondle them, as he as pounding away, and all too soon, he pushed in, trapped my head tightly to the edge of the bed, and began my ultimate desire....his orgasm. I'm in such a trance knowing
he's getting off, because I've given him pleasure. It's been a dramatic pattern in my life, so, it's no surprise that he's doing the exact same thing. After depositing 3 volleys in my throat, he pulls back, just a little, allowing me to taste his yummy juice. "Don't swallow till I tell you, bitch", he says. All I could do was moan, with both his cock and lot of his cum in my mouth. A very satisfied "moan" I may add. "I want to see that cum in your cocksucking mouth", he said. Oh, one other thing he liked, which created my current desire to do, was to have his cock "suckled" after he came. He always wanted me to be sure, and told me so, to get every last drop of his precious cum, so, I would softly suck his cock until it got completely soft, and he said to stop. This "training" developed my love of suckling, today. So afterwards, he had me get up, and show him my mouthful, before I could let it slide down my throat. He said, "Good, bitch, nice job, now swallow your protein desert." Gladly, with a smile on my face, I did exactly that.
As he left, that day, he said he'd email me with instructions for his next visit. He also suggested that I wear the butt plug whenever possible, to stretch me out, and be ready for his cock next time.....Oh, my, it's really going to happen. I'm scared shitless, but, wanting it, just as much!
I did get an email from him about a week later, saying, "I'll be there 10am on Sat, be at the door, kneeling, handcuffed, butt plug in place, and dressed in your sexy outfit." It's Thursday, so, I have 2 days to wait....damn. I've worn the plug as much as possible, as he said, and am beginning to actually like that full feeling. I also bought a douche kit, as dirty ass isn't good for fucking...yuck. I went back to that same store, to buy some lube, too, wanting to be sure to have it on hand, for the big day. My gal there, said to me ,after I confided in her our plans for saturday, "Oh, honey, I'm so glad for you, you deserve it"! I just smiled and said, "Thank you."
I got a little bold on fri, and wore the plug to work, feeling it's pressure occasionally, making me squirm in my seat. I had also started wearing women's panties, all the time, thongs, lo cut, hi rise, silky, satiny, stretch, cotton, I was obsessed with them, buying dozens in stores and online shops. It had become a fetish of mine, for sure.
Sat am and I'm ready, willing and able, hehe, to get my cherry taken, waiting at the door for my man to come in and take me. I've gotten ready, as he ordered, also douched, so, I'd be clean. I'ts 11 and no show. Oh, shit, I think to myself. Well, long story short, his wife found out about his extra curricular activities and the "shit hit the fan", so, no more of him in my life. Damn, the luck. I was sooooooooooooo ready, too, but, do understand his situation, as I just went thru it a yr or so earlier.
Back to the drawing board, so to speak. I'm still able to get a few cocks to suck, along the way, but haven't found "mister right", to take my cherry. I know, now it's going to happen, it's just a matter of time, so, I'm a little frustrated. No a LOT frustrated
Then, completely by surprise, I meet a very nice black guy, while bowling on my league. He's a very good bowler, nice looking, and "rumor has it", that he's gay. We have a few, very casual conversations, and asks me, one time if I'd like to come to his place for a drink. I said sure, and followed him over after bowling. Nice place, nicely furnished, in a nice part of town. We're just talking as he begins to rub himself, a little, me watching him intently. He sees this, and asks, "would you like some of this?" I got up, stood in front of him, got on my knees, and opened his fly. He didn't have any underwear on, so, it was easy for me to release his now hardening cock. And a gorgeous one it was, very dark, veiny, thick, but not tooo long, with a large set of hairy balls. My first black cock, mmmmmm. I licked it, and sucked him in, making love to the ebony shaft, burying it in my throat, with a little difficulty, as it was so thick. I gagged, and he chuckled, saying, "Yea, most guys gag on me." His piss slit was oozing precum, coating my mouth with his slimy juice. I began to suck him in earnest, wanting to show him I was really into giving blowjobs, especially to such a fine specimen. I used every trick I knew, bobbing, sucking, tonguing, slurping, deep throating, what ever I could come up with, from my cocksucking history. He must have liked it, because, he grabbed my head, (what a surprise, huh?), pushed in, and yelled he was cumming. It was the most forceful cum shot, I had ever felt, spraying my throat with his yummy breeding batter, almost choking me. (What a way to go! I can see the headlines, now "Man dies choking on cum") He kept it up, too, for a while, holding my head, jerking his body, and spasming into my wanting gullet. I'm moaning as loud, if not louder than he is, enjoying his orgasm, as much if not more, than he is. He must have sensed that, as he pulled back just a little, to let me taste a bit of his fine juice, letting it roll past my taste buds, making them come alive with the desire for more. But, alas, that was it, he was drained, so, I suckled him, which he seemed to like. Afterwards, as we're sitting there, I told him, "Thank you", and he said, "Oh, you're welcome". I'm thanking him for using my mouth to cum in?......wow, now that's a new one. It just came out, as I'm lightly kissing his cock, in the afterglow of the sex. Long story short, He invited me over a few more times, and I got to taste his entire load, once, but usually it went right down my throat. And every time, I got to suckle his cock, afterwards, and every time, I kissed his cock and said "Thank you". He knew he had a cocksucker, and thru our conversations, both, in person and online, knew I was an anal virgin, so, I'm sure he wanted my ass. His cock was pretty big , though, which scared me a bit, admittedly.
About a week later, at bowling, he came up to me, smiled, saying, "My cock could sure use a blowjob, wanna go to the restroom?" Gosh, here I was with all my friends, and he wanted me to suck him off, in the restroom. "Sure", I said, not believing my "automatic" response to his cock's request. He's developing some sort of power over me, that I can't explain, just know it's there, and working for him. I followed him, like a puppy, to a cubicle, knelt down, as he had said to do, and gave him a quick, cum releasing suck, drinking down every last drop of his cream, wanting more. He looked down at me, saying, "Oh, you do that so well. Come over to my house tomorrow night, you need a special treat, and I'm just the man to give it to you." "I'll be there, and thank you," I said. We both walked out, of the restroom, together, and it felt like every eye in the place was on me. I didn't drink the rest of the night, wanting to savor his cummy aftertaste. Damn, I"m hooked for sure on this guy. And I bet this "special treat" is me getting my ass fucked. I'll show up at the prescribed time, maybe a little early.