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A Field Guide to Punting with Transsexuals

CaptainDarling

Entry posted by CaptainDarling

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Introduction

 

I recently had a short but lovely time with a very femme TS, and it was cut tragically short by some basic biology. This has left me feeling a little odd, and getting it all out there for comments could prove to be interesting.

 

I invite your comments or sharing of experience but I will report personal abuse or any hateful comments immediately - so please think before you post.

 

What follows is personal opinion. I am not a trained Medical person. I'm not even a good lover as when I am paying for sex I take a lot of short-cuts ;)

 

So to be clear - I am by no means an expert and I am curious about your thoughts.

 

Background

 

In the last few months I have read some very harsh things on PP about punting with a Tranny and I find myself getting angry at the level of ignorance and insensitivity directed towards our members of the third sex.

 

The Juicy Bits

 

Bums

 

Bum sex can and does happen when punting with a Girl+. From personal experience I can say it can be fun to give or receive. Not guaranteed to be always fun though, so it's all about your expectations and experience. From personal experience I can also say that good bum sex is more a matter of skill than a question of luck.

 

I think the very worst way to learn to give bum sex is from porn.

 

Probably the best way to learn to give bum sex is in the context of a loving relationship, with a regular cycle of education and experimentation. It takes practice, otherwise one party will probably be getting hurt and faking their side of the pleasure.

 

To a certain point, I feel sorry for the professionals that use their bum for commerce, and they are expected to just take it from whomever on demand. I suspect it is not the cock that causes injuries but the fuck-wit mentality of the person trying to push it in. I'm certainly no Saint though – I regularly sodomise other people, and pay them in hard currency so this can happen. I'm complicated, never tried to deny it!

 

For me to be able to relax and enjoy giving bum sex, my partner needs to be able to relax and comfortably receive bum sex. I certainly don't lay awake at night spanking the monkey, imagining I am destroying a Trannies arsehole, and thinking once she starts to bleed from her rectum it's finally starting to get really good.

 

Here's a radical suggestion, how about every horny Aussie guy that wants to fuck a Tranny in the arse has to consent to be sodomised first. I am certain their expectations and level of understanding will improve. Any takers? Some of the T-Girls are hung like Donkeys. I'm sure they can find a suitable Top for your Bottom ;)

 

This rant has it's origins when I very recently had a Girl+ partner that told me the last client was a very big man, and didn't stop pounding when asked! They call that Rape where I come from. But we all know he will never see the inside of a Courtroom, unless it is to empty the bins. The fuck!

 

Dicks

 

Pre-Op Trannies have them. They may get hard. They may not. They may get hard but not stay hard. They may get hard but then go soft when they are inserted into your various orifices.

 

Some may be able to ejaculate. Some of them may never be able to ejaculate again due to problems with the owner. These problems can by physical (Hormones perhaps) or mental (a feeling of disgust perhaps).

 

This is really getting into my very personal opinions based on conversations and experience now but...

 

...the Elephant in the room with Tranny punting is that the Girl+ often don't want their cock and strongly wish it was elsewhere. You will notice this most clearly when you lavish attention on their little brother and its all very “meh”.

 

A TG friend of mine couldn't bear to look at hers, and had the absolute minimum dealings with it, usually only touching it for essential hygiene reasons.

 

For best results I have found if I treat my partners Thing as a large Clitoris, and treat the owner as any other woman - things tend to go fairly smoothly.

 

When I meet a new Girl+, the very first thing I need to know is HE a bloke in a dress, or is SHE, a woman with a cock. If she is a women on the inside, I have found we can proceed fairly happily.

 

The next think I need to know from her is what sort of relationship does she have with her Little Brother.

 

Some examples:

 

One beautiful Girl+ told me she hated having it sucked because it made her feel like a man. I stopped sucking it. I stopped handling it. I pretended not to care when she tucked it out of sight between her silky thighs. I lay between her legs and entered her from Mish, and slowly made love to her in the usual way. She became very loving and passionate and it was one of my best TS punts ever.

 

One beautiful Girl+ struggled to get hard and wanted to quickly enter me. She thrust away a few times and then went soft and looked pretty embarrassed. I suggested a change of position for my backs comfort, and she was very reluctant and said “No it's in you now and if I take it out we need to clean-up and finish!”. There was plenty of time left so this was code for “the Viagra is not working today”. I left things as they were and it was ok. In my *next* session with this provider it went very very very well – probably because of my earlier approach to her difficulties.

 

One beautiful Girl+ told me that as I was her last customer of the day and she would cum for me if I booked her. This is a rare rare rare thing I have found, so I jumped at the chance. In the room and one thing lead to another and we both realised it was actually going to be a challenge for her today. We persisted and she got it done, but the stress we each felt trashed the previous good mood.

 

One beautiful Girl+ calls her Thing “The Caterpillar” and now I see she sees him as useful but that the two of them are not friends. She told me most of her clients want her to fuck them in the arse, and they if she can't her popularity will go way down. Apparently I am rare in that I will go either way depending on my mood.

 

So all you horny guys that want a Girl+ to bone you in your bum... you are much more average and common than you realise ;)

 

Trannies Are People Too

 

I see myself as bit of an outsider, and I believe this is what always draws me towards the more interesting people I meet, Transsexuals included. Mainstream folks see imperfection and wrongness and I am usually fascinated and want to know much more.

 

I had a coffee with one of my Girl+ partners and everything she said made me hungry to hear more. She cast a spell on me with her difference and I think I freaked her out a little with my need to know everything. I got such a buzz from our talk I considered booking her again just to ask her questions and discuss things. In the end I thought that was too close to being a pervy stalker, so I booked her and fucked her in the arse instead :P It's suppose it's all about creating the right impression.

 

I guess feeling you are born in the wrong body in some cruel twist of fate creates an inner tension with the way things currently “are” that many of us regular people share. How many of us wish we were taller, not of a particular race, more hair, less hair, a bigger penis etc.

 

I think I have sympathy for our TG friends. My life never had the added complication of being born in the wrong body though.

 

Also I don't need to take very powerful and dangerous body altering drugs just to get me headed in the right direction to stay sane.

 

Also I don't need to submit to cosmetic surgery, just so on the outside I appear to others the way I feel inside.

 

Also I can marry and raise a family without having to swim upstream against a tide of fear and stupidity.

 

That's enough from me. Lets her from youz

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19 Comments

Recommended Comments

Froggy

Thought provoking, thanks for sharing your views, sex workers whatever their style deserve respect.

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aposto

Thank you for your blog blakes7 - quite an interesting and enlightening read.

I find myself thinking quite similar to you during your TS reviews and this blog, not just because we share a common interest in spending time with TS (or 'Girl+' as you say), but because you articulate your thoughts well and in a non-judgemental manner.

Keep up the blogging and reviewing.

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Mudshark

Truly fascinating - thank you. It's always good to read something genuinely new and different. And you've now got me thinking....

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BONNY

  Excellent,educational reading blakes7.Thank you.For almost a year/2012, i was trying to educate myself about transsexualism and the TG phenomenon.I am finding the whole thing truly fascinating.It is a world of its own.Full of controversies.I needed to read blog like yours,to learn some basics before starting my trans adventures.Was so challenging-psychologically and sexually.

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SAP PersuASIAN

SAP PersuASIAN

Posted

Very interesting read.... Some points made and explained in here that I had never thought of or considered! Thanks

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SimplySimone

SimplySimone

Posted

Great post :) I've always thought that men who want to give an anal should be made to take it first!

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retro3

I would not expect a partner to do anything that I would not do myself.

Mutual respect goes a long way towards a successful relationship........

a fact that you make abundantly clear.

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Praetorian968

Praetorian968

Posted

Thank you so much for this post. It’s really made me think about how I behave towards Transgirls. I’ve always been respectful and open minded but I’ve never considered that perhaps they don’t love their “little brother” as much as I do. 

Thanks Eric. 

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GP23

Good read I am always respectful and often look to the reaction of cock play and take it from there. I am not a huge cock lover as there are many other body parts to admire and play with. Each time is different and you have to see how it goes.

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ohhello123

Thanks for the post Capt. It was very informative and i've got a few take aways from this i can now be more aware of and implement, things like being able to talk to them in depth and being comfortable to ask them about their little brother and their preferences, and not have the time just about you. 

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Spaggy

Hi guys read the above and found it insightful I do not see trannies just my choice but I notice that a lot of guys who say 6 years ago would also not see them NOW seem to do so.  My question is - is there a progression to seeing these ladies?  Does hetero sex become boring and want someone who I am sure could suck cock better than most?  Please be assured not disrespecting or judging just asking as I have seen a few of the guys I have known for years on here seemingly move to this form of gratification.

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Dave186
22 hours ago, Spaggy said:

Hi guys read the above and found it insightful I do not see trannies just my choice but I notice that a lot of guys who say 6 years ago would also not see them NOW seem to do so.  My question is - is there a progression to seeing these ladies?  Does hetero sex become boring and want someone who I am sure could suck cock better than most?  Please be assured not disrespecting or judging just asking as I have seen a few of the guys I have known for years on here seemingly move to this form of gratification.

I asked this question about 18 months ago @Spaggy and there seem to be a variety of reasons as to how and why.  
 

 

After almost 15 years since my first TS punting experience (which was almost accidental, and was certainly unexpected opportunity meeting impulse) and maybe a bit over 30 punts with around 20 different TS WL in that time (which was maybe 1/4 or 1/3 of my punting during that time) I’m almost at the stage where the novelty has worn off (for want of a better term).  
 

I’m not saying I would never see a TS WL ever again, but I don’t really feel the urge or interest and when I think about my punting ‘bucket list’ another TS experience or WL barely registers. It’s probably just another example of how punting interests change over time and maybe reflect (even subconsciously) other things and stresses going on in our life.

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CaptainDarling

CaptainDarling

Posted

On 01/10/2023 at 5:07 PM, Spaggy said:

Hi guys read the above and found it insightful I do not see trannies just my choice but I notice that a lot of guys who say 6 years ago would also not see them NOW seem to do so.  My question is - is there a progression to seeing these ladies?  Does hetero sex become boring and want someone who I am sure could suck cock better than most?  Please be assured not disrespecting or judging just asking as I have seen a few of the guys I have known for years on here seemingly move to this form of gratification.

Is there a progression that leads to seeing TS?

 

Probably not for most people.

 

I think there are basically two kinds of people in the world: explorers/hunters and farmers/builders.

 

Explorers or hunters are willing to travel, to suffer hardship, to leave the safety of the village in the hope of something better, or even just the excitement of difference and change.

 

Farmers/builders are content to stay home and make the most of whatever they currently have, or nearly have.

 

Some people cannot see the benefit to whatever risk they imagine a TS punt involves, and will stay within their comfort zone, Just because they stay within their comfort zone, doesn’t make them bad people – and it certainly doesn’t make then better that the rest of us…just different, I guess.  I tend to get very irritated when people like this preach to everyone that their way is the only way, and to swim outside the flags is a moral failing etc. Typically, they try and invoke Gods wrath and use as much F.U.D. as possible to make their case.

 

Explorers/hunters are looking for something, and the search will lead them to try all sorts of experiences and meet all sorts of people.  If they find what they are looking for they may settle down and become farmers/builders, or they may continue to be restless and keep on looking.  I tend to get very irritated when people like this say the farmers/builders are lazy or scared or repressed or closeted, and if only the farmers would explore a bit, they’d realise how wrong they been up until now.

 

I’m guesstimating that 90% of the people that try TS punting do it out of curiosity, and once curiosity is satisfied, they go back to vanilla punting and never return.  I’m guesstimating that the 10% that stay with TS punting have found something they always wanted/needed, although perhaps they didn’t realise, they wanted/needed it up until now.

 

Every TS is different and the services they offer vary a great deal.

 

Some TS workers are Pure Bottom and have sex basically the same as a Cis-Female. In my experience, seeing TS workers like this is identical to seeing Cis-Female workers except for what happens during the last ten mins. For example, a session with a Pure Bottom TS will be massage, kissing, playing with her boobs, she’ll give a massage and nice BJ, then she’ll insert you inside her body and ride you until you cum.  Perhaps the only obvious difference is the penetration will be anal instead of vaginal, and if you pound her too hard from the front, you’ll squash her plums (if she still has them) and she’ll get hurt.

 

Some TS workers are Top only and sexually it can seem the same as seeing a guy for some Gay sex i.e., they will always be trying to do something to you with their tool. However, sometimes, a TS that’s Top only clearly doesn’t enjoy using their tool on you- and if it wasn’t for the money, they’d probably be prefer to Bottom anyway.  


My favorite kind of TS are the ones that offer Versatile service, Top and/or Bottom,  but it’s worth noting technically everything they do for me I can kinda get from Cis-Female workers as well. 

 

If I want something in my bum, a Cis-Female can use her tongue, fingers, a dildo, a strap-on etc to anally stimulate me. 

 

If I want to give someone anal sex, a Cis-Female worker can do that as well.  

 

So why are TS sex workers becoming more and more popular, where technically a Cis-Female worker can accomplish the same things using tools and a little play-acting?

 

Honestly, I think there is such a thing as the ‘Third Sex’ and for guys like me, indulging is sexual play with people like that is  often more comfortable and fun than seeing someone that’s fully male or fully female.

 

I should also point-out many TS are outsiders and a little crazy, and since I feel that way as well, its comforting to be with other unconventional, and alternative people.

 

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