Strapon Sex...Working Him Open

This is great info and the reason I keep checking in. After reading the last couple posts about large toys or fisting, I'm curious if bigger really is better. I can't imagine experiencing something like Zoey just described just because of my lack of experience. For a virgin asshole like mine, do I need to work towards having a fist up my ass? Is there more pleasure as the insertions get larger?

I can enema 3 hours before hand and be good.
Also right before works just don't use as much water and take your time to make sure it comes out, usually when a little air finally comes out, you are good.
And I will take girl cock for 3 hours if she can go that long!

This is great info and the reason I keep checking in. After reading the last couple posts about large toys or fisting, I'm curious if bigger really is better. I can't imagine experiencing something like Zoey just described just because of my lack of experience. For a virgin asshole like mine, do I need to work towards having a fist up my ass? Is there more pleasure as the insertions get larger? Originally Posted by Dale Jr.

I find it's not size that gives me the most pleasure, but the surface texture of the toy. A ribbed toy or one with nubs/bumps/veins gives added stimulation to the nerves in the anus. A vibrating toy does the same. A smooth toy just fills me up. I do like size, but I'd take an average size toy w/ridges over a larger but smooth one. Put size & ridges together & I'm on cloud 9!

For a beginner, think less about the size & focus on the enjoyment. Once you experience that joy, you'll be eager & prepared to increase the size.

I like to give a good taint massage before starting to start and increase stimulation.

I find it's not size that gives me the most pleasure, but the surface texture of the toy. A ribbed toy or one with nubs/bumps/veins gives added stimulation to the nerves in the anus. A vibrating toy does the same. A smooth toy just fills me up. I do like size, but I'd take an average size toy w/ridges over a larger but smooth one. Put size & ridges together & I'm on cloud 9!

For a beginner, think less about the size & focus on the enjoyment. Once you experience that joy, you'll be eager & prepared to increase the size. Originally Posted by papadee

What about a smooth toy with ridges? The Eleven:

This is great info and the reason I keep checking in. After reading the last couple posts about large toys or fisting, I'm curious if bigger really is better. I can't imagine experiencing something like Zoey just described just because of my lack of experience. For a virgin asshole like mine, do I need to work towards having a fist up my ass? Is there more pleasure as the insertions get larger? Originally Posted by Dale Jr.

Everyone likes something different. Some like direct prostate stimulation more than being filled up by larger sizes. Even for those who like larger sizes, there is variation in whether someone likes LENGTH or GIRTH. Someone who loves 12-13" dildos is not necessarily also going to enjoy being fisted. One is length and one is girth. Some prefer to stick with small toys or even just a finger and nothing more. It all depends on what you like!

Lei is exceptional at this, she enjoys it and will give you the best experience.

Glad you're coming to Houston Zoey. I have to ask, have you shaved the legs, pits, and nether regions?

no reason to change the subject - there's actually an entirely separate thread on this board about body hair if you are craving for some further discussion about mine. or you can always... you know... look at my showcase for the answer

So I broke down and went shopping for a toy or two to get the process started. While I am looking forward to having a lady do it for me and I know Lei is back in town, I wanted to get a head start. Besides the convenience of having a toy in my closet should make it easy to work on this little project.
While shopping I did run into the toys that Zoe loves so much. They certainly look interesting and fun but I do think that may be a little advanced for me at this time.
To make a long story short, I ended up picking a kit of three progressively larger soft silicone toys. At least I think they are silicone. I also purchased a small (7"), smooth vibrator with an adjustable setting, as I have had one of these stuck up my ass by a provider. I really enjoy the vibrations on my prostate.
When I got home I immediately busted out the new silicone anal toys. I was delighted at how soft and pliable they are. I figured it would only take me a few sessions until I moved up from the small to medium sizes. I lubed the small one with the water based lube I had purchased. It slid in my ass easier than I had imagined. I have used hard plastic toys of this size before and they were nowhere as easy to insert. This was easy and not painful at all. I played at sliding it in and out for about 5 minutes when I started to wonder about the medium toy. So I lubed up the next size up and surprisingly it slid in will only a little extra effort. I found the soft toys to feel very good and easy to work in and out. The medium toy was just the right size to feel a little stretch. I worked this one for about 5-10 min before I noticed the time and had to stop.
This was a great experience. Now I have something to work on and something to work towards. The next size up is probably double the size so it will take a while. I figure I can get a good head start before I make the commitment of time and money to my fantasy goal of a girl with a strap-on.

So I broke down and went shopping for a toy or two to get the process started. While I am looking forward to having a lady do it for me and I know Lei is back in town, I wanted to get a head start. Besides the convenience of having a toy in my closet should make it easy to work on this little project.
While shopping I did run into the toys that Zoe loves so much. They certainly look interesting and fun but I do think that may be a little advanced for me at this time.
To make a long story short, I ended up picking a kit of three progressively larger soft silicone toys. At least I think they are silicone. I also purchased a small (7"), smooth vibrator with an adjustable setting, as I have had one of these stuck up my ass by a provider. I really enjoy the vibrations on my prostate.
When I got home I immediately busted out the new silicone anal toys. I was delighted at how soft and pliable they are. I figured it would only take me a few sessions until I moved up from the small to medium sizes. I lubed the small one with the water based lube I had purchased. It slid in my ass easier than I had imagined. I have used hard plastic toys of this size before and they were nowhere as easy to insert. This was easy and not painful at all. I played at sliding it in and out for about 5 minutes when I started to wonder about the medium toy. So I lubed up the next size up and surprisingly it slid in will only a little extra effort. I found the soft toys to feel very good and easy to work in and out. The medium toy was just the right size to feel a little stretch. I worked this one for about 5-10 min before I noticed the time and had to stop.
This was a great experience. Now I have something to work on and something to work towards. The next size up is probably double the size so it will take a while. I figure I can get a good head start before I make the commitment of time and money to my fantasy goal of a girl with a strap-on. Originally Posted by Dale Jr.

Yes, i am back in town and can't wait till next adventures with ya!!...lol
I will be fisting you...Muah~

Fisting me?
I really better get to work on stretching out.
It will probably be next week before I have the opportunity to see you but can't wait.

Sounds like a great way to work towards your goal, Dale! You want to share a picture of your new toys with us?

Sounds like a great way to work towards your goal, Dale! You want to share a picture of your new toys with us? Originally Posted by spicyzoey

Zoey,
I was going to attach a picture of my new toys but I apparently don't know how. I'm including a link though (I think).
http://www.sextoy.com/Anal-Toys/Anal...535005?gv=true

This has been a great set of "trainers" for me. I finally made it to the big boy today. I actually found that if I put the toy on my bathroom counter, I can just sit on it. Since I'm 6'4" it's just at the right height. There is something about this position that really feels good and allows me to more easily handle the larger sizes. This has been a lot of fun to learn as I go.
I'm just about ready for Leilover to take over the training.

My absolute favorite, no matter if I'm alone in the shower or in the hand of a kinky Woman! The best toy ever!
Behold- The Man Handler!!!!

(No I'm not joking)