Finally! My first experience with a TS.

[hoodstar]

I watched a lot of tranny porn because I've always was fascinated by them. To me they're females with dicks. I'm not attracted to men so i never head any sexual encounter with a man. I like too look at trannies with big dicks but never even seen one in person.

So i'm on this dating website and me and this chick are talking. I ask her if we can meet up. She said ok and we met up at this hotel. She's brownskin, skinny and small titties.

She ask me what I like to get into sexually and asked if I'm a top or bottom. Since this was my first experience with a tranny I told her I was a bottom. I also lied and told her this wasn't my first time bottoming. Anyways, we get naked(she kept her bra on) and she started nibbling on my nipples. then she got lotion and rubbed it on my asshole and her dick. She then tried to penetrate..

THAT SHIT HURT LIKE A MOTHERFUCKA!!!!!!!

For one, it hurt so bad she couldn't even put it all the way in. She only put the head in. Every time she ask if i wanted her to stop I said yes. She's about 7 inches. I was like "Let me suck you off" then she told me that she doesn't cum from head often so i said nevermind. Regular girth(maybe SLIGHTLY thicker).

Also I was nervous a little. I couldn't get fully hard. I only made it to 75%.

Overall I liked it but i was TOO painful. None of us busted. She could only get the head in before i said "stop". Maybe next time i should just suck the girls dick and top her. I don't know if my asshole can take a dick.

[OneDose]

Being vers is the best. In order for anal to not be so painful, lube your hole and practice with toys like dildos and butt plugs. That will train your inner muscles to get used to the penetration if a tgirls pushes your shit in lol. My first experience bottoming was with a fine, mature, almost bbw tgirl with hella curvy features and she had mad girth. Her anatomically correct equivalent would be compared to that of Holly Hung or Honey Foxx and for me having been a virgin at the time of penetration, that shit hurt like hell. All in all, what I'm getting at is the fact that you're gonna have to experiment on what you like/dislike and what you can handle. As far as the nervousness, that will go away over time or with more chemistry being put into the friend/relationship. A convenience store pill or some marijuana will def help with getting it up.

[werwt22]

haahahahaha you lied about bottoming? im over here cracking up. that one bit you in the ass LOL

[hoodstar]

Yeah I lied about bottoming. I watched these tranny anal videos and thought her dick was just gonna slide in.

yeah OneDose, I was a virgin at time of penetration. I don't smoke weed tho lol

[kanguru]

Ha, yeah, anal isn't like the porn movies in real life. I found that out first hand when I was with an escort with a legit 11 inch cock. You don't know true pain until you have an 11 inch pipe going in and out of your ass. I had to tap out after 3-4 minutes. I had a similar experience with a BBW tranny with a 7 incher. The problem is these women don't bother using lube; they just either eat your ass out a bit or use Vaseline or lotion. I was with a Brazilian TS in Florida over the summer, who had a 10 inch, and the initial penetration hurt the same way as before and I asked her to stop. She must have really wanted my ass because she said "wait" and got some actual lube out. The shit slid right in and didn't hurt at all. It actually felt GOOD. Her ENTIRE penis was inside me. If she was more intimate, like allowing me to kiss her while she pumped me, I would have busted from that. It's a unique experience, to say the least.

And yes, I had problems walking for 2 days. My girlfriend thought it was hilarious.

I was most recently with two hung black t-girls, and I have to say, weed helps immensely. I was much more relaxed and willing to communicate what I wanted. Saying "Put your balls in my face" didn't seem weird, neither did "slap your cock against my face" lmao. Needless to say, we all busted. I can't imagine not going to see an escort if I wasn't high, now. Porn itself is better high, so of course real sex would be. The only reason I didn't get fucked by those two was because, once again, neither of them had lube.

I'd highly suggest having a TS Escort Kit of your own lol. Pack the following:

1. Extra Condoms (I met up with a TS Porn star a few yrs back. She had a huge ass for a white girl and a big dick with some cute tits. We didn't fuck because she was already naked when she realized the condoms were in her car in the parking lot, so we just sucked each other. I was a complete virgin at the time, and I regret not losing my virginity to her as that was my DREAM for ages).

2. Weed (It helps with the nerves and heightens the pleasure 100x. If you don't smoke, I'd highly suggest it. You'll blow much bigger loads. Sometimes the escort smokes, so if you got an extra few bucks maybe buy some off her?)

3. Lube (See above lol. If you really want to get dicked down, you need some good lube, otherwise it'll feel like you're being stabbed and need to take a shit at the same time! LOL)

4. Bottle of Water (I'm always, and I mean ALWAYS, thirsty before I meet a TS. I guess it's nerves, but if you bring your own water you'll save yourself from buying expensive water in the hotel lobby).

5. Gum (I always chew gum at least 10 minutes before I see a TS. Rarely do I get a provider that allows kissing, but when I do, I like to be prepared for it.)

6. Your Smartphone with the ad pulled up (If the bitch is fake, call her out on it. You'll either get free head, a heavy discount, or well, nothing at all. In my case, I didn't say shit about a fake ad and ended up fucking her homegirl too. For free. So it can go both ways lol)

[Ms Remy M]

Ya'll forgot the most important part of preparation for bottoming so shame on you. The first and most important thing to do is to enema. Go to CVS and buy yourself a reusable enema bottle, it's blue with a white tip. You'll need to flush yourself out until the water comes out clear as it went in. This will keep accidents from happening, loosen you up, and help prevent anal from being painful.

[kanguru]

Ya'll forgot the most important part of preparation for bottoming so shame on you. The first and most important thing to do is to enema. Go to CVS and buy yourself a reusable enema bottle, it's blue with a white tip. You'll need to flush yourself out until the water comes out clear as it went in. This will keep accidents from happening, loosen you up, and help prevent anal from being painful.

Yeah, shame on me lol. I keep meaning to get an enema kit, but my TS thirst is usually spur of the moment (as in I check backpage after work on a payday and see somebody that catches my eye), and a lot of the times I don't even have any intentions on bottoming lol. Every escort I've been with desperately wants to fuck the hell out of me even if I say all I want to do is suck their dick and masturbate. I guess I should look into it, I must have an inviting ass or something. I'll take the compliment :P

It's funny, because everytime I say "no" they see it as a challenge to be the first to make me cum from being fucked in the ass. I'll try again in the summer, this time with the enema. I do want big TS meat in me (I dream about it) so I'll do anything that helps.

[Larryp]

When done right, there's nothing better than being a bottom and cumming while being anally penetrated. Use a dildo/buttplug before hand (weeks, days in advance) to train your ass and get used to being stretched. You definitely need to make sure you are cleaned out before attempting to bottom, and then make sure she goes slow and use plenty of lube. Otherwise the experience will suck!! Done right, the pleasure will overwhelm you.......

[luvblack77]

My experience: The initial penetration is indeed painful, but after a few minutes of pain, the most exquisite pleasure follows. I hope you do not give up after the first experience. You only experienced the painful part of it, but missed the real pleasure. One word of caution, once you experience being a bottom to a beautiful black tgirl, you will no longer be very interested in genetic women.

[kanguru]

My experience: The initial penetration is indeed painful, but after a few minutes of pain, the most exquisite pleasure follows. I hope you do not give up after the first experience. You only experienced the painful part of it, but missed the real pleasure. One word of caution, once you experience being a bottom to a beautiful black tgirl, you will no longer be very interested in genetic women.

Ha, I'm still into pussy, but my cravings for tgirl meat went up dramatically. I even bought the TS Jesse dildo to get use to big sizes. I still have the goal of meeting Ashley Hunter in ATL and I want to enjoy her cock. I haven't had a real pleasurable exp. being a bottom yet and I just think that's because I'm not used to it. I don't do it often, but if I'm home alone I take that toy out and look at Kourtney Dash or Chyna lol.

That and every escort I see wants to fuck me lol. Even when I say no they keep trying. It'd be nice to let them without me feeling like I'm being ripped apart with a pipe lol.