Mar 23

Submissive Crossdresser Pleasures Her Man On My Humble Sissy!

Crossdressing World Blog presents My Humble Sissy! Crossdressing World Blog presents My Humble Sissy!

I think that all you submissive Crossdressers out there will probably agree that there is nothing quite like dressing up in a sexy outfit and submitting yourself to your boyfriend’s or girlfriend’s approval. And of course, when that approval is positive, then you in turn, feel like pleasuring them like this horny Crossdresser is going on My Humble Sissy.

Having a boyfriend that loves to be on the dominant side can be quite the turn on for submissive Crossdressers like this one at My Humble Sissy. When he is in the mood to sink his cock deep into some tight ass, all he has to do is call up his little slut to come service him. Now that must sound like a dream come true for some of you horny and slutty Crossdressers out there!

Crossdressing World Blog presents My Humble Sissy! Crossdressing World Blog presents My Humble Sissy!

COME WATCH MORE SUBMISSIVE CROSSDRESSERS FUCKING ON MY HUMBLE SISSY!

Mar 18

Special Otola Photograpy Shoot On Krissy4u – Naughty Asian Tgirl!

Krissy4u - Naughty Asian Tgirl! Krissy4u - Naughty Asian Tgirl!

I’m going to start doing a “Featured Site” post every Wednesday (time permitting) that will feature one of the sexy, independent site owners in the industry today. And, in a move of shameless self-promotion, I’m starting with me! Actually, I was really proud of this Krissy4u – Naughty Asian Tgirl set so I wanted to feature it anyway… but I guess this is a good excuse to finally get around to it.

I rarely ever have a guest photographer for the galleries over at Krissy4u – Naughty Asian Tgirl, but when I was down in Los Angeles for the 2015 Transgender Erotica Awards, I managed to get together with Otola Photography for a couple of special shoots. I just love the way the second gallery we shot came out (I loved the first one too), and I think he did an excellent job of highlighting my legs, don’t you? I hope you’ll swing on by my site and check out the two galleries that we managed to do… they’re both beautiful!

Kisses,
Krissy

Krissy4u - Naughty Asian Tgirl! Krissy4u - Naughty Asian Tgirl!

COME CHECK OUT MORE OVER AT KRISSY4U – NAUGHTY ASIAN TGIRL HERE!

Mar 16

Crossdressing Makeup Lesson Goes Bad On My Sissy Boyfriend!

Crossdressing World presents My Sissy Boyfriend! Crossdressing World presents My Sissy Boyfriend!

When the beautiful makeup artist Selma first laid eyes on her new boyfriend, she knew that there was something special about him. Little by little she has been coaxing him to take part in her makeup practice lessons, and seeing the bulge in his pants as she starts applying the red lipstick and bright eyeshadow. This horny woman on My Sissy Boyfriend knows that it is only a matter of time before she is able to make him into the perfect Sissy for her to use for her pleasure!

In fact, after doing such a wonderful job on his makeup tonight, Selma has some plans to transform her Sissy Boyfriend into “Kathleen”, who is soon to get a taste of her big, strapon cock! At first her boyfriend resists her dressing him up in a dress and pantyhose, but after a little more coaxing, it is clear by his hard cock that the thought turns him on. Swing on by and watch as Selma fucks and uses her used-to-be-boyfriend with her strapon cock and truly turns him into a little crossdressing, sissy slut!

Crossdressing World presents My Sissy Boyfriend! Crossdressing World presents My Sissy Boyfriend!

WATCH MORE CROSSDRESSING DOMINATION AND HUMILIATION AT MY SISSY BOYFRIEND!

Mar 09

Crossdresser Colin Gets Mauled By Myra On She Sado Me!

Crossdressing World Blog presents She Sado Me!

You know, sometimes a woman just has to get out her biggest, hardest strap-on cock and teach her boyfriend a little lesson about who is in charge of the relationship. That’s exactly what Mistress Myra is doing to her boyfriend Colin in this scene at She Sado Me, and as you can see, she has a great time making sure her slutty, crossdressing boyfriend knows his place!

Crossdressing World Blog presents She Sado Me!

Colin may not look like a completely convincing woman in Myra’s tight dress here at She Sado Me, but that’s OK because he doesn’t have to do any “passing” for Myra. All she wants is his tight ass to feel each and every inch of her strap-on cock as she bangs him harder and harder until they’re both ready to cum!

Crossdressing World Blog presents She Sado Me!

COME WATCH MORE KINKY CROSSDRESSER DOMINATION WITH COLIN AT SHE SADO ME TODAY!

Mar 02

Kinky Crossdresser Gets Dominated By Sexy Mistress Nylon Jane!

Crossdressing World presents Nylon Jane! Crossdressing World presents Nylon Jane!

For all you guys out there who love being made to dress up in pantyhose, panties, and a bra before being teased mercilessly by a beautiful woman like Nylon Jane, this is a scene that you’ll love. Can you imagine being this guy, forced to submit to Mistress Jane’s every whim and feeling her poke your cock with those sexy stiletto heels?

I’ll bet that Nylon Jane doesn’t have to tease this guy for very long before he is ready to shoot a load right through his pantyhose. One can only hope that Nylon Jane, being the good Mistress that she is, knows how to make him lap it up like a good little Crossdressing Slut! I’m sure that even if he doesn’t want to eat his own cum, Mistress Jane can convince him to take a taste!

Crossdressing World presents Nylon Jane! Crossdressing World presents Nylon Jane!

WATCH MORE KINKY CROSSDRESSERS GET DOMINATED OVER AT NYLON JANE TODAY!

Feb 27

Crossdresser Fucking With Mistress Jane At Strapon Jane!

Crossdressing World Blog presents Strapon Jane! Crossdressing World Blog presents Strapon Jane!

You know, I really don’t know who is more excited about this scene at Strapon Jane, the sexy, mature Crossdresser who knows she is about to get her ass reamed, or the beautiful Mistress Jane who knows she is about to do the reaming! I think it is probably a tie, but one thing is for sure, the Members on Mistress Jane’s site just love watching her give some sexy, slutty crossdresser the business end of her massive strapon cocks!

I think it is probably the fantasy of just about every Crossdresser out there to get bent over and ridden hard by a beautiful woman like Mistress Jane. Over at Strapon Jane, sexy Crossdressers and Tgirls get to live out their fantasies, and as this mature Crossdresser soon finds out, Mistress Jane does not mess around when she has an ass waiting for her!

Crossdressing World Blog presents Strapon Jane! Crossdressing World Blog presents Strapon Jane!

COME WATCH MORE CROSSDRESSING DOMINATION WITH MISTRESS JANE AT STRAPON JANE!

Feb 23

Classy Crossdresser Cassy Cassard In Heels And Stockings!

Crossdressing World Blog presents Cassy Cassard! Crossdressing World Blog presents Cassy Cassard!

One of the things that I totally love about Cassy Cassard, besides of course her being a downright slut when she hosts her little crossdressing parties with her friends, is that she can look pretty classy in her outfits as well. I love this set, especially the coordination of the beautiful purples in her belt and high heels.

It isn’t as easy as it sounds for Crossdressers like Cassy Cassard to put together an outfit like this. I mean, we’ve all seen Crossdressers who can look like they just walked out of the dime thrift store in an outfit that you wouldn’t be caught dead in, but when it comes to Cassy Cassard and her outfits, I think she looks downright classy most of the time!

Crossdressing World Blog presents Cassy Cassard! Crossdressing World Blog presents Cassy Cassard!

COME CHECK OUT MORE CLASSY CROSSDRESSING WITH CASSY CASSARD AT HER SITE HERE!

Feb 06

After Business Crossdressing With Kirsty’s TG Playground!

Crossdressing World presents Kirsty's TG Playground! Crossdressing World presents Kirsty's TG Playground!

I’m pretty sure that most every Crossdresser on the planet has had one of those days at work when you just come home and the urge to dress up in something sexy is just overwhelming. Looks like Kirsty is experiencing that feeling right now over at Kirsty’s TG Playground, and clearly, this sexy businesswoman is not afraid to do something about it!

Kirsty looks awesome in her crisp, white top and tight black skirt, and you’ve just got to love that sexy lingerie underneath her clothes as well. You know that when Kirsty gets horny, she is going to settle in for some serious playtime with her biggest dildos over at Kirsty’s TG Playground, and you won’t want to miss one second of the action!

Crossdressing World presents Kirsty's TG Playground! Crossdressing World presents Kirsty's TG Playground!

COME WATCH MORE CROSSDRESSING FUN WITH KIRSTY AT KIRSTY’S TG PLAYGROUND HERE!

Feb 02

Crossdressing Schoolgirls At Play On Luci May!

Crossdressing World presents Luci May! Crossdressing World presents Luci May!

The mature Crossdresser Luci May has a little thing for schoolgirl outfits so it isn’t any big surprise to see her putting her studies aside while she invites a companion over for some extra-curricular activity. Perhaps these two Crossdressing Schoolgirls are hoping for some extra credit in Sex 101 after doing a little research!

There is always time for studying a bit later in the evening, but for right now, Luci May and her Crossdressing Schoolgirl friend are quite content with pleasuring the cocks underneath their frocks! Looks like Luci May has one hard cock for her friend to study… over and over again!

Crossdressing World presents Luci May! Crossdressing World presents Luci May!

COME WATCH THESE SEXY CROSSDRESSING SCHOOLGIRLS PLAY WITH LUCI MAY HERE!

Jan 23

PVC Crossdresser Loves Getting Spanked On Tranzmania!

Crossdressing World Blog presents Tranzmania! Crossdressing World Blog presents Tranzmania!

This kinky and horny Crossdresser is trying on some PVC and stockings for this set over at Tranzmania, and I think the results are pretty good. While she may look at home in a local vampire coven in her black PVC dress and rather pale makeup, this Crossdresser does a pretty good job of looking cute in her stockings and high heels.

Of course, any good Crossdresser who chooses PVC as the primary piece of clothing to wear, probably has a kinky side that they would love to let out to play. This kinky Crossdresser happens to love having her bare ass spanked, and something tells me that it is going to get a whole lot more red in this scene at Tranzmania!

Crossdressing World Blog presents Tranzmania! Crossdressing World Blog presents Tranzmania!

COME CHECK OUT MORE KINKY AND HORNY CROSSDRESSERS AT TRANZMANIA HERE!

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