Memories of losing your anal virginity

[MrSub]

Hi Guys,

Curious to know how all you TS/TV lovers lost your anal virginity?

Was your cherry popped by a TS/TV escort, or had you lost it previously through another experience?

How did you prepare, or did you prepare at all?

How big a penis did you choose for your first time?

Did you enjoy it or did you find it sore?

To answer my own questions, my 1st time was with a Brazilian TS with a 9" toy. She no longer advertises and had changed her name a number of times on the site so I cannot for the life of me remember her name. Knowing nothing about anal etiquette at the time, I went in unprepared. No buttplug preparation or douching but with lots of lube, coaxing and her willingness to break in another virgin ass we finally got there. I didn't find my first time sore.

[9arrows]

Must of been 9mm if it was your 1st experience and was not sore ..

[MrSub]

9 inches!?, I've been doing bigger sh*ts since I was a teenager fella. A lifetime of training you could say. Might have been a little pinch going in alright, but lube will save your ass

[9arrows]

Ah ive seen a fair few myself but the biggies still leave a fair sting going in and the day after 🤣 my most recent meet has put me off big cocks for a while .. Her cock was like pinocchios nose

[MagretCanard]

this topic was rammed to extinction in a recent thread

[MrSub]

Ah ive seen a fair few myself but the biggies still leave a fair sting going in and the day after �� my most recent meet has put me off big cocks for a while .. Her cock was like pinocchios nose

Length doesn't bother me so much, but very girthy girls can make for an eye-watering experience if you don't plug yourself beforehand. Otherwise you'll end up using a bucket of lube and spend 20mins trying to force it in

[fordescort1]

I can't see how anybody can take big unless they've prepared at home for awhile, I've used 2 r 3 fingers then large dildo and still took time, can take fairly large now as it relaxes more, but once you can take it it's a great feeling, I advise go escort and get her use strap on first maybe, I enjoyed that too but have to have expensive strap on, used cheap one with girl and it kept slipping off, kinda ruined it when she got going with proper pumps

[UnFulfilledScott]

this topic was rammed to extinction in a recent thread

The totally reamed it.

[OpenMindOllie]

Hi Guys,

Curious to know how all you TS/TV lovers lost your anal virginity?

Was your cherry popped by a TS/TV escort, or had you lost it previously through another experience?

How did you prepare, or did you prepare at all?

How big a penis did you choose for your first time?

Did you enjoy it or did you find it sore?

To answer my own questions, my 1st time was with a Brazilian TS with a 9" toy. She no longer advertises and had changed her name a number of times on the site so I cannot for the life of me remember her name. Knowing nothing about anal etiquette at the time, I went in unprepared. No buttplug preparation or douching but with lots of lube, coaxing and her willingness to break in another virgin ass we finally got there. I didn't find my first time sore.

It was a wonderful lady called Cherry Lopez. Used to be very active on here but I think has long since retired.

I didn’t do any prep. Told her it was my first time. When I got to her place she showed me how to thoroughly wash my hoop.

Started off with a massage which got me extremely relaxed and turned on. When I rolled on my front she asked if I would like to learn how to give a bj.

After sucking her hard and mouthing her tip for 20 minutes I knew I wanted her all the way in.

Think she was about 7inches.

Have been addicted ever since. Love getting reamed up the arse but am now an absolute size Queen. So I don’t get it much as I need at least 8 inches in me.

[MrSub]

It was a wonderful lady called Cherry Lopez. Used to be very active on here but I think has long since retired.

I didn’t do any prep. Told her it was my first time. When I got to her place she showed me how to thoroughly wash my hoop.

Started off with a massage which got me extremely relaxed and turned on. When I rolled on my front she asked if I would like to learn how to give a bj.

After sucking her hard and mouthing her tip for 20 minutes I knew I wanted her all the way in.

Think she was about 7inches.

Have been addicted ever since. Love getting reamed up the arse but am now an absolute size Queen. So I don’t get it much as I need at least 8 inches in me.

Awesome. Very much of the same mindset as me. Love 8 inches and over. Biggest I've ever taken was 10inches I believe, but waiting until the day an 11inch or 12inch comes into my life.