Overnight plans, advice please.

[benja]

Last year I hired for the first time an escort (BA model). I hired him for one hour and a few weeks later for two hours. During both sessions we talked, kissed, sucked and in the end I fucked him. I had a great time and a hunger for more. I'm really into this guy and his services and I want to hire him more on a regular basis.

Now, the thing is, I'm a bottom virgin but I'd like to explore new things and give up my ass eventually.

So I was thinking of hiring him for an overnight and maybe bottom for him (he is versatile and last time he asked if I were interested in bottoming, an offer I declined). As I never bottomed before, I guess I'll need a lot of time before he can slip 'it' in my ass. What do you guys think, is an escort patient enough to top a first-time bottom? Any advice on how I can prepare myself for the big night and this big event? I know it won't go smoothly, but how can I prepare myself the best? Any advice is welcome.

[+ Funguy]

A good escort top should know exactly what to do for a first time bottom.

You didn't say if he was hung...that might not be such a good idea tho, again, he should know just how to stretch, lube, and go very slowly, different positions and angles.

You might also play a bit with a dildo, alone and even with him - that can be a lot of fun, too.

 

Also, make sure YOU are prepared, cleaned, and really ready.

[+ poolboy48220]

My first time bottoming was with an escort, he knew it was my first time, and he was great with me. He suggested starting with me on top and lower myself onto him, so I was in control of the speed, and it worked out very well.

[pubic_assistance]

What do you guys think, is an escort patient enough to top a first-time bottom?

Isn't that like asking: "I want to go to a Restaurant in Rome....will it be good ?" All depends on which one.

[liubit]

Lube, lube, lube....and @poolboy48220 has a great point: when the bottom rides a cock, he can be more in control. Try it, it's great.

[escortrod]

Lube, lube, lube....and @poolboy48220 has a great point: when the bottom rides a cock, he can be more in control. Try it, it's great.

Definitely true. So long as you tell the top to let you do the work, doggy can offer you a similar level of control, with a bit less stress on your legs.

[wisconsinguy]

Definitely true. So long as you tell the top to let you do the work, doggy can offer you a similar level of control, with a bit less stress on your legs.

It sounds from the information you have shared that the escort you chose is well prepared to help you with the experience. I too was a bottom virgin. Not only that, but this was my first male/male experience of ANY kind. I'm talking not so much a kiss! Rely on your escort...share your concerns...sit back ( lie back), and enjoy. Hope it turns out to be sensual as well as fun. My fella is well endowed, and I consider myself to still pretty "tight." We always seem to work things out, or in...hehe

 

"

[benja]

Thanks for the advice so far. To answer one of the questions above:

He's quite hung (Arne from Bel Ami) so I guess it won't be easy and probably will hurt. That's why I'd like to book him for an overnight, not to rush into things and try it very slowly.

[Juan Vancouver]

A good escort top should know exactly what to do for a first time bottom.

 

I would strongly recommend against letting the top in charge of your first time. As talented as some escorts might be, you will still be stressed out, you will be afraid of being torn, your body will not have made the connection between anal penetration and pleasure (this connection takes a few times to develop), and you would have wasted your first time being fucked performing physical opening activities that are closer to going to the dentist than having sex.

 

There are at least a couple more threads in this message center detailing the ways in which you can learn to open yourself up and practise weeks before you meet your first top. When you finally meet him, not only will you be relaxed, able and in control, you will be able to fully experience the powerful bliss that is getting fucked.

 

Search this forum for: Anal sex, first time advice, how to open ip for anal sex, etc.

 

Also, make sure YOU are prepared, cleaned, and really ready.

 

And that. If you are clean inside, the experience not only will be safer, it will be thousand times more enjoyable for you.

 

Good luck! Do your homework, and I hope you will soon be experiencing heaven. =)

[LADoug1]

Make sure you know how to clean yourself out.

 

Start by sitting on his cock. Gives you more control. Hopefully he will help by giving you words of advice and encouragement i.e. be kind and gentle with you. Good luck.