JackinChat forums are temporarily in read-only mode. Will be back soon!
Message Boards
Index » Masturbation » For Him » Should I see shemale escort or not?
Page: of 1  
Hornyguy1 Amateur Jackinchatter

372 posts since 2017-06-13
heterosexual male
Hornyguy1's Avatar
I've been toying with the idea of booking a (convincing) shemale escort for a long time now, but have been waiting for one that looks quite convincing to be near me.

I'm not attracted to guys at all but over the last year I've started watching some shemale porn and find some attractive. I know this isn't for some guys and some will have some words to say about people who do fuck shemales.

So I'm wondering if I should see one and then at least I've tried it and can put my curiosity to rest, or should I just spend the money and see a real girl again?

If any straight guys have done the same I'd be interested to hear about how your first time went with a shemale. What you actually got up to and how you prepared for a cock in your ass. Having never had more than my own finger in there, I don't think I'm going to manage it the first time althought I'd try, but I'd be curious to try things on her. All safe and condoms used obviously.
Add a reply Quote this post
User is offline Send Message to User View User Profile
baterMike69 Skilled Jackinchatter

556 posts since 2015-01-01
51 year old curious male from South Jersey
baterMike69's Avatar
You don't need to be fucked but why not try it. Go have fun
I do love getting jackMail so turn me on....
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
You only live once, why not go for it.
Add a reply Quote this post
User is offline
Unregistered ?



Unregistered's Avatar
Been thinking about this myself, more for a mutual suck than fuck though
Add a reply Quote this post
User is offline
funguy101 Novice Jackinchatter

71 posts since 2014-06-25
68 year old bisexual male from somerset uk
funguy101's Avatar
Thats a big yes I have had the opportunity to meet with quite a few very convincing TV/TS
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
Hornyguy1 said:
I've been toying with the idea of booking a (convincing) shemale escort for a long time now, but have been waiting for one that looks quite convincing to be near me.

I'm not attracted to guys at all but over the last year I've started watching some shemale porn and find some attractive. I know this isn't for some guys and some will have some words to say about people who do fuck shemales.

So I'm wondering if I should see one and then at least I've tried it and can put my curiosity to rest, or should I just spend the money and see a real girl again?

If any straight guys have done the same I'd be interested to hear about how your first time went with a shemale. What you actually got up to and how you prepared for a cock in your ass. Having never had more than my own finger in there, I don't think I'm going to manage it the first time althought I'd try, but I'd be curious to try things on her. All safe and condoms used obviously.


Absolutely
Shop carefully
PM me if you want suggestions
Many will advertise "versatile or top or bottom
You want the first or the last
Make sure you get one with reviews
I have made the mistake three times going to not reviewed and really regretted it. On the other hand (no pun intended) I have repeated seven times with one and a couple times with another
If I want female I go to a massage parlor. If I am going to spend more seriously the TS experience is worth the bucks. Essential to find a very feminine pretty she male
That sounds shallow but it is good advice to keep you from a negative first try.
Add a reply Quote this post
User is offline
SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
SloStroker's Avatar
I used to call shemale escorts when I traveled for business. Best sex I ever had. Most of them were some of the most beautiful women I'd ever seen. There is something special about sucking a cock as you play with tits.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
Go for it.
Add a reply Quote this post
User is offline
Chris51A Skilled Jackinchatter

700 posts since 2015-09-10
72 year old heterosexual from Western US
Chris51A's Avatar
SloStroker said:
I used to call shemale escorts when I traveled for business. Best sex I ever had. Most of them were some of the most beautiful women I'd ever seen. There is something special about sucking a cock as you play with tits.


Ditto that! I'm not a top or a bottom but I would love playing with her tits and sucking her cock.
Add a reply Quote this post
User is offline Send Message to User View User Profile
shortcock Amateur Jackinchatter

414 posts since 2012-11-24
63 year old bisexual male from south central ohio
shortcock's Avatar
why not go ahead and find yourself a nice guy. that is what I did and find a guy exciting and love being able to suck his cock whenever he wants it.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Page: of 1  
Index » Masturbation » For Him » Should I see shemale escort or not?