JenniferJones2025 Trans lesbian at the start of a journey
Website:
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Last Visited:
20 April, 2026
Registered:
18 February, 2026
Location:
Ross-on-Wye, Herefordshire, England
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Profile:
Transgender
Favorite Look:
Glamourous / Pretty
Hahaha
Absolutely amazed that I’m on the hot mature list at No1. All credit must go to Cindy at Boys will be Girls for the amazing makeover she did for me…if you can, book a visit, (no I don’t get paid by her, other services are available) so much fun and honestly, there is no way that I could do what she has, even though I do try and practice more and more….my wife didn’t recognise me…how mad is that…
Thanks to all the people that have voted on my pics, including the haters that gave me 1….its still a vote…
I love chatting with girls and boys, about anything, I’m quite well read and have a lot of random knowledge, say hi if you see me online please….
Huge hugs
Xxx
Update 17 March 2026
Ok, I’m no prude or anything like that, I love sex and kinky sex at that….i have had my fair share, but if all you’re looking for is to get off please, and I say this with all respect, move on….im tired of the messages from girls and boys that want to either fuck me or be dominated by me…it’s not why I’m here….im here to chat with current friends and make new ones…
Update 15 Match 2026
So after a wonderful couple of days, I have made a big decision, my profile status has changed from cross dresser to Trans…I have always wondered if it is the true me, and now I have accepted, finally, that I’m not just into dressing as a woman, I actually feel like one too…
Update 12 March 2026
Well what a wonderful day, until I was called into a meeting early at work and had to cut my makeover at Boys will be Girls short by an hour….
I’ve put up a cheeky selfie, can’t wait for the rest of the photos to come through from Cindy, what an absolute star she is….
Update 10 March 2026
So much for an open minded approach from my wife to me dressing…yes we can talk about it as long as nothing ever happens, yes I can go and get counselling help but don’t even think of dressing, my wife referred to this at the weekend as something which she wishes could be cut out of me…so I guess as long as she gets what she wants everyone is happy….does this sound familiar to others?
I guess in the long run I will be looking for may own place to live so that I can be free to be me….where to move too…..
XXXXXX
So, I grew up in the 70ies and there are some things which I will always love despite them probably not being PC…
I love old movies that I used to watch with my Father…especially as he was involved in WW2, old war movies….so let’s see if anyone can get the reference to a particular movie, what line is this from….
Broadsword calling Danny Boy….
GUYS….please understand than I’m not into you…this is not a slight or insult against anyone you just don’t do it for me….im happy to chat but please don’t start with I want to push my hard cock between your lips…that may work for some girls but it is never going to work on me, I like good conversation…it’s not just about sex…rant over…
I had to delete my old profile as Jen Der Bender after a disastrous coming out of the closet episode with my wife….she knew I was into dressing but not how much….she now knows and really doesn’t like it….
It’s ok if I wear lingerie, but if I want to do more I either will have to go away and do it by myself, or split and start a new life….i think I’m too old for that…
So, new profile, 58 years old 6ft 4in tall with blue eyes, average build, not fat but still need to loose a couple of kg’s
I love tgirls/crossdressers and everything about them,
Want to be one, but my wife won’t let me dress
Non smoker
Looking for friends
Nothing else
Love lingerie and leather, satin and lace….being dressed femme is such a fun thing to do, some days it’s all about sex, others it’s just about being me…
Dressed most of my life, came out last week and I would not recommend that to anyone that has the slightest bit of concern over the reaction of a spouse….
18 years old and being a normal teenager, back in the 80ies, full of hormones and chasing around after girls, I was living on my own so could please myself what I did….who out there remembers the ripoff “Transformation” stores, I used to walk past one in Newcastle on my way to work every day, and I kept on thinking about dressing but was too nervous to go into the store, so began the embarrassing visits to M&S etc etc to buy lingerie that I pretended was for my non existent girlfriend…this went on for a while until I met a girl and thought that this is the one, I had had several girlfriends, but this one was different, so I thought….all went really well, ended up getting engaged, dressing up stopped and I was in a “normal life” situation, until I found out that she was cheating on me with her ex…..couple of months later I’ve sold my flat, furniture etc and all the things I wanted to keep were packed up and in storage at my fathers.
21 years old, money in my pocket, I headed off to France for a 6 week holiday, 3 years later after working through France, Belgium, The Netherlands, Germany, Austria, and Italy I flew to Egypt as I had always has a fascination with the culture….i was blown away by the place, next step Kenya….as a child I was hooked on wildlife by the Born Free story and really wanted to see a Lion in the wild….here I met my wife, Kenyan born and bread to English parents…a relationship started and 2 years later when she headed to South Africa to do a degree I followed….fast forward 2 years and I’m missing home…landing back in the UK at 28 was such a shock, I start to live life in the UK and my little passion raises its head again, probably spurred on by finding my stash of lingerie in a box I had stored at my dads place….very quickly I was back into dressing but this time I’m trying to go further and further, even bought a pair of breast forms from Transformation at a silly price, this is the life for me, 3 years of being the person I want to be….enter my wife, degree finished, she came to the UK and we ended up picking up where we left off….i told her in a roundabout way that I like to dress, but not how much, it’s a little fetish, I like to wear lingerie etc, she was ok with that and so life progressed, marriage and then into the normal things everyone does, careers and business take over and real life takes a back seat…
1999 and a move to Austria aged 32, had a lot of fun there, great trans scene, dabbled in and out but by myself, 6 years later another move, this time back to Kenya where I stay for 10 years, absolutely no dressing other than slipping on some stockings and suspenders for sex, do I miss it….yes….illness forces a return to the UK and I spent the next 2 years nursing my wife back to health and what raises its satin and lace covered head again, cross dressing….at 50 I think I’m really past it and need to forget it….but there has always been this nagging thing at the back of my head, what could I look like if I was really made over well….i didn’t realise what someone could do that knew how to apply makeup….good god, I’m actually not that bad looking….so I start exploring Jen more and more while on my own, this is going really well until we decide to move back to South Africa….
Africa is not a great place to dress…one, it’s bloody hot and two, it’s doesn’t go down well with the locals…so everything is binned once again, must be many many thousands worth of stuff has been binned by now…anyway, living the life in SA….another illness and back to the UK where I have to nurse my wife again, it’s March 2025 and that’s it as far as moving goes, we decide that we are staying put and within a month, I’m online buying lingerie, 3 months on and I have a suitcase full of things, shoes, wigs, makeup, breast forms, lingerie, skirts, dresses…the list goes on, turns out it wasn’t a phase at all…I decided that I had to see what I could be so I went for a makeover at “The Girl Inside” in Bath, my profile pics as a maid…This really did fix in my head once and for all that this is the person I need to be, and that’s where the coming out to my wife completely came from….DISASTER….
That didn’t go as planned….a lot of screaming, shouting and crying later, (48 hrs) we have agreed that she is ok with me wearing lingerie when I want but she doesn’t want to see me as Jen, if I want to do that I have to go away on my own, she will not be involved with me wanting to dress fully, she says she couldn’t cope with that, oh and I need to go and get some counselling about it…..so that brings me to today
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