Monday, November 30th, was my birthday! I am a sissy slut, a femboy or ladyboy whore with many lovers, but I do have one that has my heart the most and that I see on a regular basis. I'll just call him "B" here. B is in his upper 50s with gray hair, wrinkles and all, exactly what this tgirl is attracted to. He picked me up in front of my place, and as part of our tradition, we stopped and bought some food at Wendy's. When we got to his place we decided to eat in his bedroom and have YouTube on, we decided to watch Family Guy. No, not porn: sometimes we just like being together, eating dinner while watching TV like any other couple. But as soon as we entered his room I did undress only leaving on my skimpy tight g-string and my red lingerie nighty. I just finally shaved my entire body smooth again, too, something I do routinely to stay feminine, to be as girly as possible.
As always, B started sucking my cock but I was so exhausted my boyclitty wouldn't really react. I explained he may need to play with it for a while, to jack me off first, to get my cock hard. He did very aggressively and impatiently, wanting to taste my delicious boy juice so badly!
"You know it's tradition to spank the birthday girl," I suggested. "You have to give me 42 spanks, for my 42nd birthday." I turned over on my tummy with my smooth ass now exposed upwards. My lingerie nightgown was already pushed up above my waist. B spanked me a number of times, but we both lost count. He then got off the bed and got his paddle and paddled my ass. It hurt so bad since he had just gotten my buttcheeks so red and tender already and his handprints were left in them. He counted as he paddled. Throughout the paddling he would massage my sore butt and play with my clitty.
I slid over to the side of the bed and put my mouth on B's dick, sucking him off. But I was so tired I didn't last long and turned back onto my back to lay out and close my eyes. B got on to the bed next to me and jerked my dick off until it got hard and a bit of pre-cum was leaking out. He then sucked me off, and I was able to reach under him as he did so and stroke his hard, wet cock. I came...BIG...almost choking him as he swallowed it all, so much in fact my dick was dry and clean when he was done.
As always, we then cuddled and spooned, falling asleep in each other's arms, his cock poking and teasing my boypussy as we slept. I cherish hearing and feeling his breath in my ears and on the back of my neck. We slept for about a half hour when I said I should be getting home. As I put my boy clothes back on because I am not ready to be seen in female clothing in public yet, B went to the bathroom. He came back in to the room with a chocolate cupcake that had a lighted candle on it and sung "Happy birthday to to you" to me. He is really so sweet! B also gave me a card that had a loving message and a $20 bill in it, then a wrapped gift that turned out to be black socks. I was hoping for a new dress or lingerie, but my lover knew all my black socks had holes in them and I needed new ones for my job.
He then took me home.
The next day another one of my lovers wanted to see me for my birthday. I'll call him "G," and he lives up in Murrieta, an hour and a half from my place. He is in his 60s with gray hair and wrinkles, yep, I have a type. He drove down in his truck and we had no place to go so drove around looking for a private spot to park and fuck. We ended up on Shelter Island around 6 pm. Thankfully because of the time, and because of covid, there wasn't a lot of people around, but I was still scared of being seen. We got in the very roomy back of his extended cab F250 and after a few minutes of foreplay, I unbuttoned and unzipped my pants, exposing my pink g-string and my flaccid but wet boyclitty underneath it. G rubbed and stroked it for a while. He told me he missed having me in his mouth since it had been almost 3 months or more since we've been together. He eventually got down on his knees and took my whole crotch-my cock, my balls, the whole space between my legs into his mouth and he sucked and licked it all, while his right hand slipped under me and was soon in my boypussy hole massaging my prostate. Like the night before, I was too tired to be aroused and my dick never did get hard. But pre-cum did leak into G's mouth.
G then undid and took down his pants, exposing his smaller, average-sized cock. "Go ahead and suck it, honey," he prodded. I did take it into my mouth and sucked him off the best I could, but again my exhaustion got in the way. He then masturbated and as he came I did put my mouth on his dick again and eat his manjuice as it squirted out.
After catching our breaths and relaxing, G and I had a long talk. We knew each other for six years now and G is starting to help me transition into a full ladyboy or tgirl. We discussed hormones and whether I should grow breasts. I explained that my family and friends wouldn't understand if they saw that. If they find out about any of this my life as I knew it would be torn upside down. We discussed living together, being secretly married even, but quickly dismissed it because even his family and friends wouldn't accept us and they, as mine, would find out at some point. So far I enjoy being a femboy or ladyboy, being a tgirl, a crossdresser for men and being treated just like a girl in every way......and I enjoy my "normal" "legitimate" "straight" life as well. I am not ready for the two to merge and to publicly announce that I am and to live as a transgirl. We also discussed me wearing makeup, a wig, maybe even wearing earrings at some point. I really do aspire to being a femboy porn model or even a normal clothing model but as a tgirl. But as of right now I am living a double-life and am not ready yet to change that. I did say I would wear a friendship ring or bracelet. I just want something tangible I can look at that reminds me I belong to a guy, that would make me feel so special and owned.
G then gave me a few gifts, including a school girl uniform: the plaid skirt and frilly top, pictured below, and more female panties in varying colors.
Anyways...that was my birthday! What do you think? Kisses!
-Chrissy
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-Chrissy
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