I went from fucking the wife, to bi sex with husband, to their friend, trans for him

I met Nina and Brett sexually at 18, she was 32 he was 38. I still hadn't scored yet with any girls and Nina had me alone in their house doing some work for her and Brett. I had a small body, almost girlish in fact and was hesitant that my cock wasn't big enough and girls would laugh. He left and she started talking about sex, how one guy isn't enough and she needs more. Her husband understood and didn't care as long as he knew about it. I turned around and in the room with all the curtains down from the wall so we could paint, she had stripped naked. I knew she was pretty, long black hair with a perfect face and now here she was. Naked she was beautiful. Her hair hung down as her C cup tits gently sagging in a teardrop effect, her brown nipples were sticking out proudly. Her narrow waist led to her lower belly, a slight bulge and then a nice trimmed black bush. She turned around showing her perfect ass. "I'll be waiting in the bedroom, don't take too long". I could hear her masturbating in the bedroom as I was walking in. "Take your clothes off sweetie, you're not going to need them". I did as instructed and getting on the bed once again asked about Brett. He had left on purpose and wouldn't be back until she called him. The whole purpose was to get me to fuck her. I had to admit that I didn't have any experience. She sucked me off first so I could last longer when we fucked. She also told me not to worry about her this first time, it would take a few times to get me to hold off. For now and for the first few times it was all about me enjoying fucking her or getting sucked by her. Fucking her was like wrapping my cock in warm silk. I came inside her and we fucked two more times. She did make me lick her pussy, instructing me how, and at times made me lick up some of my cum.

After three weeks she was cumming from my fucking, and licking, and she stopped me in the middle one afternoon. Brett was in the living room. She didn't say anything. She got three dildos, a thin one, medium and one about the size of my cock. She rolled me over and told me to push out like I was going poop when she slid them in. Finally on the last one she got under me, put my cock into her pussy reached around and turned on the vibe. It was incredible. After I was done, the vibe slipped out of my ass and she put it back in and out several times. Then she took my finger, lubed it up and put it in her asshole. It was like a tight rubber glove. "You want to stick your cock in back there and fuck me that way?" she asked. Hell yes I did and she told me the price. In order to fuck her anymore I had to give Brett some relief. I didn't get it still. "Honey I want you to suck him and let him fuck you, sometimes you fuck him too, but that way he stays off me and you and I can fuck more." I didn't want to lose my sex partner, I thought I was in love with Nina. She promised me some weekends alone in hotels at the beach, and of course her ass to fuck. Pulling my finger out of her ass she told me to walk past Brett into the spare bedroom and lay on the bed. Before I went she put in a shortie see through nightie on me and a pair of patent leather pumps. It was difficult walking in them but I managed. He got up and followed me. Within 5 minutes he was naked his cock in my mouth shooting cum for me to swallow. After he was kissing me, sucking my nipples, lightly rubbing my sack and my cock which he called a clit. He licked my sack and sucked my clit till I exploded into his mouth. Kissing me he shared it with me, he reached down with some lotion lubing his cock and his face right over mine my sperm in both our mouths, he slipped it in. I forgot about pushing out, it hurt, then I did it and he was in me, all the way. It took him over 30 minutes to cum in me. 30 minutes of me acting like a girl for him, I was doing it for her, so I could fuck her, but within weeks I was enjoying being with both of them. Sometimes all three together sometimes separate.

Then they had a friend Don coming into town. They were all about him, making things perfect, she and I cleaned the house, and in the guest room I saw womens clothes. Lingerie, very sex stuff, and outer clothes. My hair was long at this time, Nina did my make up and I realized. I was Dons girlfriend for the two weeks he was staying. He was handsome, and super hot. Nice body, he was in his late 40s. We all went to dinner, me in my new femme clothes, and he was rubbing up under my dress on my inner thighs at the table. That night I went to the walk in closet and changed. I had on white corset, white pushup shelf bra, matching panties, garter and stockings with white heels. Nina had told me to put the panties on over the garter and stockings so a man could pull them off and still have the sexy lingerie while he fucked his girl. I knelt down in front of Don, pulled his underpants down and I literally let out a gasp. His soft cock was 8 inches long and over an inch and a half thick. I looked up at him "Don't worry, you'll get used to it, we'll take it slow" and I opened up as much as i could to suck my lover hard. I had lubed up with vaseline, so it wouldn't dry out and dreading the pain that was to come I dutifully laid on my back. He was kissing me, kissing my nipples, flicking them with his fingers getting them more erect than they'd ever been before. Moving down he kissed his way to my clit and sucked me while fingering me with an uncomfortable 4 fingers. Then he moved between my legs. It hurt but he took it very slow. "You're so damn tight baby, how many guys have fucked you?" he asked. Only Brett, now you I told him and he moaned as the rest of his hard at 11 inches cock 2 inches thick pushed into me. He fucked slow and I eventually got used to it. Then he came. I honestly thought maybe he was having a heart attack he was reacting so much to cumming in me.

Through two weeks we were inseparable. He was calling me his girlfriend now, buying me expensive jewelry, dresses, handbags. On his last day he asked me to move to california with him. My parents were dead, my grandparents didn't know about me and didn't care, so I did. He enrolled me in the university, bought me a bentley to drive, we lived in a mansion and had another in the mountains, and a townhome in Paris. He taught me about investing and gave me money and I made money. Taking his huge cock was now a pleasure to me and I loved pleasing him. We were in love. When he died he had no heirs, I got everything. Eventually I sold the houses, bought another in Paris, and moved back to my home city where I bought a big mansion and new cars. Now, as a woman, I invite Nina over and fuck her in all holes, I lick her holes clean of my sperm what little there is these day with hormones. She loves my nice sized A cup tits, so does Brett. But to tell the truth, after 3 years with Don, Bretts cock I can barely feel in me. I close up for him to fuck but it's just sex. I don't want to replace Don and can't. I went for horny teen boy to bi boy, to a trans wife to a rich man. Now I just fuck to fuck, it's not the same as making love to my man.