The Prostate Nut: The Bridge to TS Hobbying (for some)?

Sometimes I'm asked: "Why do you like TS's?", "How did that happen?", "What's wrong with women?" Here's how those pieces came together for me.

Women - I'm extremely attracted to the outward appearance of women, especially the female face, hairless body, female body shape, sweet female personality, and the female ass. All those pieces turn me on a lot. Now for the ones that don't. Female breasts are nice to look at, they have nice curb appeal, but I don't desire playing with them, and seeing or touching female boobs doesn't make me hard. Vaginas do nothing for me visually, mentally, or physically, and most of the time my cock doesn't get hard easily before going into one, and I've never felt any significant stimulation or excitement being in one. My cock has a long history of going limp in vaginas, so they seem pretty useless too me, since they do nothing for my cock. Now a shapely hairless female ass and being inside one, oh fuck yeah, I've always craved that, but who wins the sexual lottery and gets that all the time? The thing I do like most about females, is the female face and mouth, especially when both are involved with my cock. For me, a female face smiling and making eye contact during a BJ, that was my favorite sex act with females. The next sex act behind that I liked females to do, DFK while stroking me, that's almost as good as BJ, if she's great at DFK and HJ's. Regarding females and what my sexual preferences were in order, it was always: Ass, BJ, and HJ with DFK.

Men - The male face, male hairy body, male shape, male mannerisms, male attitude, male thinking and personality, male arms, male legs, male torso, back, ass, and male cock attached to all that, is a huge repulsive turn-off to me, and always has been.

Last Female I Dated - Over two decades ago, towards the end of a first date with a hot latina, she invited me back to her place. As soon as we got in her front door and she closed it, and while standing, she turned and looked at me and started kissing me aggressively, and we continued making out while she lead me to her sofa. The making out on the sofa continued, and within a minute she shockingly undid my pants without asking, and started dfk'g me while pulling out my cock and stroking it. She heated me up that way for a couple of minutes, slowly pulled her face away while still stroking me, slid down off the couch and got between my knees, and started blowing me while making pleasing eye contact. Holy fuck, where in the hell have first dates like this been hiding?

She keeps slowly blowing me and changing up the blowjob with simultaneous hj action, then combining the two with a twisting hand action on the shaft. This eventually progressed to her slowly blowing me while playing with my balls. Then turned into her slowly blowing me while lightly and slowly teasing my taint with her long fingernails, omfg, no one had done that. She eventually works further back to my anus, while blowing me, touches it lightly, and with a simultaneous reflex I'd never experienced, I tense up and simultaneosuly kind of jump in my seat a little. She said "I'm guessing no girl has ever touched that, relax and let me do this, it's not gay, it's not going to hurt, and you're not going to believe how good this feels, I promise you're going to like it".

My first thought was "Fuck, what the hell are we doing. Damn, I might want to keep seeing this girl if she loves sucking cock this much, so I better force myself to give-in and do what she wants". So I tried to relax but I was still very tense about it, thinking what if it hurts, or makes me gay, all kinds of crazy thoughts.

So she started all over and did a complete reset, redoing all the previous activities in order, and I guess because she noticed that once she touched my asshole I went limp. She started the dfk, then dfk while stroking me, bbbj w/ball play and stroking, bbbj and taint play, then she said "close your eyes, relax and concentrate on how good this feels". Then came the bbbj and light slow outer anal teasing with her finger. Maybe a minute into that she very slowly inserted a finger into the outer sphincter while blowing me. She stayed with that while blowing me for about a minute, then slowly proceeded to pushing her finger through the internal sphincter, and I'm thinking "why am I letting her do this?"

When she finally reached the prostate with her finger, she started slowly stimulating it, and slowly started picking up the speed of her blowjob. Now that was a first for me, and quite shocking regarding what happened, because I've never felt my dick get that hard nor had it feel that much intense pleasure. It probably wasn't a minute or two after she started stimulating my prostate, that I suddenly had the most pleasurable and intense orgasm I'd ever experienced. She even commented after swallowing and said "that was a massive amount of cum". We saw each other a few more times, and it eventually fizzled out, because she wanted a man that was into fucking vaginas, and I was only interested in her giving me that prostate nut.

What Happened Next? - After we fizzled out, I started doing a lot of thinking. The prostate nut she introduced me too, while simultaneously stimulating my cock, was now the ultimate nut for me, and I couldn't stop thinking that. I needed to find a way to experience that prostate nut as often as possible, and every way possible, with a female face, without vagina involvement, and maybe I could find the final piece I'd always been missing, ass always being on the menu. The alignment of all that led me to trying trans women.

Feel free to share what led you to TS's.

I love the prostate nut. Feels so damn good. Sometimes I put a pillow under me and let Jada pound work my hole until I come. The way her cock slides over my prostate and massages it gets me off. I saw a T-girl that had a milking table and I slide my cock through it and she fucked me three times and I came twice. She had a big cock, probably 9 inches and man it really massaged my prostate. That was the most intense orgasm I ever had. Who is in your avatar. I want her to fuck me

Middle age was happening, met up with a few guys to blow me, got more and more into porn and really started liking the gurls, so I had to try, while women are still my go to a trip to a TS is always fun (last was Jada, damn I didn't get the finger treatment from her) Still want them to be vers but normally aren't. Getting fucked doesn't really feel that great to me and have never cum from it, but... the whole mental thing is pretty hot seeing a hot girl whos ....well if you know you know...

Once I learn what a TS was I stay away A TS is a man change to look like woman.

Once I learn what a TS was I stay away A TS is a man change to look like woman. Originally Posted by Ripmany

It is better than being with a biological woman.
Nothing like making love to a trans. it feels so fucking good.
I will never have sex with a biological female again.

Pound her ass until you can't cum no more and then roll over and let her pound you and fill you up with the shegoo or pull it out and go ATM and do it again. I have never shared this. I did a 3 trans on me gang bang and I loved it. Sucking a shestick, getting mine sucked and taking it in the ass all at the same time. It was GROOVY Baby, GROOVY

I dropped the bitch and made the switch and I am never going back

Who is in your avatar. Originally Posted by KIMCHICONNIESEWER

That's TS Sandy Lopez. You can right click with your mouse on that avatar, select "copy image address", and paste that into tineye.com, if you want to see more.

Still want them to be vers but normally aren't. Getting fucked doesn't really feel that great to me and have never cum from it Originally Posted by mikehammer002001

True, many TS's say they're verse but they aren't. They tend to either prefer bottoming or topping, and when you really get to know one, they'll often tell you which they prefer. I believe Jada has always advertised herself as a verse bottom, but damn she can top like a champ, and like she's really into it and into me. Look here where it says she's a verse bottom

https://www.tsescorts.com/texas/dall...s/469-516-8945

Lets touch upon being a bottom, because I felt the same way you did about it for the longest time, and didn't understand why.

Eventually I found out that I needed a TS cock to be small-to-medium sized, definitely under 6", and I prefer the 4"-5" range, for it to feel good. So I started putting the brakes on the big cock quest. I started to discover anything bigger than 6" is no fun for me, it quickly changes from very uncomfortable to "oh fuck this hurts like hell", and I'm not into TS's for pain, I'm there to arrive at an intense pleasurable prostate nut. If I feel any amount of anal pain, I will not nut at all.

Always keep this in mind, your prostate is only 2" inside your anus. So what's the point of a 7"-10" cock if it creates discomfort, hurts like hell, or keeps you from experiencing an intense prostate nut? For me 4"-5" is very pleasurable without discomfort or pain. But the next part is critical for me too, and that's the way the TS is using it on me. If she goes fast and/or she's really pounding me hard, it quickly changes from pleasure to pain, and if I feel pain I instantly lose the ability to nut, and my mission is my prostate nut. The slower she goes while stroking my cock, and while adding some kissing and dfk to it, the better it feels and the more intense my nut. All of those going on at the same time, with the right size, and right stroking speed, is like a nuclear nut for me

damn, somehow it double posted everything in post # 7

It is better than being with a biological woman.Nothing like making love to a trans. it feels so fucking good.I will never have sex with a biological female again.

I dropped the bitch and made the switch and I am never going back Originally Posted by KIMCHICONNIESEWER

First part, you're spot on. I feel the same way.

Second part, might become a new signature line. Drop the bitch and make the switch lol

First part, you're spot on. I feel the same way.

Second part, might become a new signature line. Drop the bitch and make the switch lol Originally Posted by dfwtsfan

Yes, Drop the bitch and make the switch

Lets touch upon being a bottom, because I felt the same way you did about it for the longest time, and didn't understand why.

Eventually I found out that I needed a TS cock to be small-to-medium sized, definitely under 6", and I prefer the 4"-5" range, for it to feel good. Originally Posted by dfwtsfan

For me it is all about size. Stacy used to bang my ass all evening and she is a solid 8" and I have been fucked by Diamond so many times I can't count. She is HUNG. For me it is the idea of taking that big fat sausage and putting it deep inside and letting my sphincter rings work it and milk the load out. I dream of humping big cocks. My ultimate would be taking the ride in reunion tower elevator and my face pressed against the glass and to drop my pants and get fucked with a group of people in the elevator and blast my load all over the glass and take the seeds deep in my man hole. Another thing you should try is a threesome. Ohh fuck yeah it is hot. One other thing. Have you ever got it on with a guy? no trans, just a guy? Oh I love it.

Once a man realizes that he chases a woman and the end goal is to get in her ass... cut the chase and go straight for ass with another male. No haggling, make love and do it.

Take the vagina or anus off a woman and they are worthless.

There I said it.

Drop the bitch and make the switch

who in their right mind would pay a woman? You can get man ass for free and it is damn good.

FYI: I updated my location to Aonegonexx's Narrow Mind

concur, one reason I liked Jada, size... kissing was hot also and she could cum so all pluses for me

concur, one reason I liked Jada, size... kissing was hot also and she could cum so all pluses for me Originally Posted by mikehammer002001

I saw Jada a few days ago and she and I DFK'd and then she made love to me and it was fabulous.

Great post!

For me. I love women. Boobs. Pussy. Ass. Everything. But more than a few years ago I sucked a guy off in a video arcade. Probably not terribly bright, but it seemed so natural. Then I went through the “put something in my ass” phase. Not even going to the beginning but eventually ended with anal plugs and when I truly stumbled upon strapon play, it led me to a Dominatrix. After a few months, and her transforming me in to her slut, I told her how badly I wanted to suck on a cock and get fucked in the ass by a real cock, but that I was not attracted to men. The next time we met, she dressed me up, blindfolded me and led me to the bedroom. Bound me to the bed, told me to open my mouth wide for her cock, and suddenly that rubbery fake cock was a little softer and warm. She took the blindfold off shortly thereafter and before me was this very hot, maybe 20-21 year old blonde, and totally naked, girl with a cock in my mouth. OMG! It is, to me, the very best of both worlds. Very attractive. Nice boobs. Feminine. Nice firm ass. And a dick! So we played and all of that, then and for a few more sessions, then the Dominatrix moved. The 5-6 times we played, not once did I do anything to her ass nor did she do anything to mine. The Dominatrix fucked me with a strapon but that was it.

So I finally called a TS girl a few months later. It was okay. She seemed disinterested and just going through the motions. Mutual sucking was it. I waited for a TS from San Antonio to come in town, she was beautiful and had a gorgeous cock. We played but again, nothing anal. To wrap this up, I have seen 5-6 TS girls since that first one. No anal either way. One monster cock that certainly tested my skills, and patience. I got out of the hobby about 10 years ago, and spent a lot of those times (in the hobby) with ladies and more than a few got to use a strapon for the first time. I wished I had found a TS girl that was more not necessarily aggressive but loved fucking first timers or guys in general. Now, back playing a little and am searching for that TS girl to take my cherry.

Final few thoughts: the prostate massage, yes. It is easily the most intense and amazing orgasm ever, and every guy should experience it at least once. It’s like getting a pedicure, once you get one you won’t want to stop. Next, I know some guys think getting nailed in the ass with a strapon will make you gay, absolutely not. It is a power exchange that is incredible. If you work your ass off making people happy all day, or bossing people around, running life and a family or all that stuff, giving a lady total control is mind blowing, and definitely not gay. And lastly, being with a TS girl is the very best of both world - as I said above. There’s feminine. Masculine. Power exchange, submission. Beautiful and sensual. Rugged and hard.

One other note. I can say that I seldom get hard when either putting a dildo in my ass or once upon a time having a lady strap one on and drill my ass. Not sure if that is common but for those experimenting, it happens.

So hopefully not too much of a ramble, but that’s how it all came about for me.

Have an open mind, explore your sexuality and embrace new things. You never know what will be your ultimate desire.

You brought up a lot of great points and thanks for sharing them.

You mentioned dildos, and like yourself they rarely gave me an erection, and I have lots of them. I think that's because it's silicone, versus the instant dick hardening excitement of seeing and feeling the real thing, and its growth, attached to a girly face. Since I like a TS to top me for my prostate nut, I have at least 2 dozen dildos in various widths and lengths from 3"-9", that intentionally increase in 1" increments. That way if I see a TS ad and something about it makes me think "I gotta see that one but damn that's going to be a painful cock", unless I spend a week or two training and getting reaccustomed to that size. I can handle up to 5.5" at anytime, if it's not done too hard or fast. I'm at a point now where I avoid TS's with big cocks, because I don't like the daily training required for me to avoid intense pain with them.

Regarding you still looking for that first time TS experience you mentioned, I'd recommend you find one that checks all the boxes for you. Everyone has their own boxes for that but here's some that might be of interest to a first time bottom:

1. Has Reviews - that confirms what she does and what the session was like.
2. Certain things about her really turn you on. Face, body, hair, eyes, whatever.
3. Gives you GFE with IOP, both help me stay really hard, which leads to a better nut for me.
4. DFK's while topping you, that makes me stay hard too, and intensifies my nut.
5. Is BBBJ on you and her a must for you? It is for me.
6. Small Cock, in case a big one is painful and causes you to go limp like it does me.
7. She can stay hard the whole time.
8. She can always cum, if that's important to you. Also, when she cums is she done with the session, because some are. Don't let them cum first if they're like that, otherwise you could miss out on getting your nut. To avoid that, make sure you always cum first.
9. Eases you into anal with ass play/teasing to you, making you really want it, maybe slowly uses her finger in you first while stroking you, and adds some kissing or dfk, before she fucks you.
10. She's coachable and interactive while pounding you - keeps asking if it's too fast, or too hard, both of which make me go soft. And dont be shy about answering her, because for me there's a certain slow speed of her HJ while slowly fucking me, that makes my prostate nut really intense. And too fast or too hard, it hurts me, then I go soft and wont nut.
11. She mixes in other things while topping you, so that you're dick stays really excited and hard, stroking your cock while slowly fucking you, and maybe adds some kissing or dfk simultaneously, along with good eye contact and smiling. Ugly aggressive fuck faces turn me off.
12. Here's one to try and figure out the first time. Find the position that stimulates your prostate the best: missionary, doggy, bent over the bed, or cowgirl? For me, I don't like doggy, I don't like being bent over the bed, I prefer cowgirl, but mish is okay for me. Plus I prefer seeing her happy smiling girly face while she's topping me, which helps my dick stay hard.

The one you won't know until after you've seen her - did the two of you connect in a way that makes you want to see her again or was it awkward. However the following can sometimes help make that happen.

This should probably be in the numbered list above, communicate beforehand with your provider. Tell her everything you like, how you'd like it to start, what you want the middle to be, and how you want it to end, and what activities she should spend the most time doing. Most TS's will not ask you that if you wait or hope for it to happen. Tell them it's your first time, to take it easy on your backside, and the things you'd probably like. Hell, I think I told each of the first 20 TS's I was with "this is my first time", plus what I liked based on TS porn, and I always wondered why those sessions were so much better than all the other TS sessions after them lol. I think sometimes we hope providers are mind-readers and will magically figure out during a session what we want. However, if we don't tell them before we get started, or feel comfortable enough to take charge and start doing that during the session, it's our fault if we miss out on the things we hoped would happen. I'm of the opinion that a bad session isn't always the providers fault, if the hobbyist didn't speak-up or steer things that direction.

I think Jada would be very good with first timers but WALDT.