Hi I'm a provider that's just starting to open up (pun intended) to Greek play. I've been using my cute crystal butt plugs and vibrator to ease into Greek play and it feels amazing when I do it to myself!

if you don't know the answer to that in theory, you better be some some teenage virgin from extremely conservative culture, not a sex worker with pages of reviews..  

Not of my reviews involve anal. Clearly I'm new to this :/

Agree with Herb, plus keep using your butt plugs to learn to relax back there. Also, maybe limit anal to pre-arranged dates so you can do the appropriate prep work. Ciao!

Oh I can see it now....lol

If you're just starting out.

Wow that's a great tutorial, I thank you. I feel really prepared now!

...does nothing for me. I've never asked for it or had any interest in it. I ended up losing my Greek virginity with a provider who basically insisted on it and that's her primary thing. Then I ended up seeing another lady who also kept pushing it it until I gave in. I just don't see what's great about it.

I think people like the taboo aspect of it. And how did she not use lube?!!!

OK thankyou for the first real tip lol. I thought people would be happy to share their favorite lubes for anal, favorite positions, tips for how to prep and make sure it's not messy.  

But in real life, turns out it doesn't do much for me.  The only view is the ass and for all i see visually I could be fucking a guy.  I need to see face, tits, pussy, etc -- female characteristics.

Yes I definitely won't be charging extra for something that is new to me and a YMMV experience

Thanks for the laugh! Yeah when I'm with a woman I prefer to be face to face too as opposed to just looking at a back and butt.

For that reason I don't really enjoy it

That's a valid concern for sure. You'd definitely have to change condoms when going from back to front.

SOP in my experience is there’s a change of covers whenever there’s a change in orifice.  Also whenever I’ve visited Greece it was the second stop on the itinerary.  

ladies I had the pleasure of going to the Greek Isles with told me to push it in slowly and don't stop.  Not sure if that works well for someone not as experienced.  But I concur with a few of the comments on here, lots of lube, relax as much as possible, and make sure you prepare properly to prevent a messy situation.  I'm sure butt plugs help, but I would guess lots of practice on yourself with a dildo while gradually going up in size would help as well.  Mish works well also for beginners.  

important for training you to relax on demand, but you also need to keep up your pelvic floor exercises so you can slam the door shut as soon as the guy withdraws.  Otherwise, you will go through bedsheets like they were Kleenex.  

Lol thank you I'll keep that in mind.

Okay thank you, this is really helpful!!

don't be a jerk

I can only speak about my own experiences but what helps is doing whatever you need to do to relax. Feeling comfortable with your partner is helpful and maybe letting them know you're new to it. Most guys are understanding and patient. Being very much in the mood is what always works for me- lots of dirty talking pushes my buttons. And definitely lots of lubricant! If you feel your partner is too well endowed and you're not ready it's ok to say so. Men who are well endowed know they are different from other men and are willing to take it slow or try something else. Certain positions are more comfortable for Greek play than others so you could try a few different ones and see what you like. But still... lots of lube! Have fun!

Thank you, that's great advice

He may be your Dad but he is right, don’t be a jerk…

Great! See you next week!

I'm always all in for a trip to the Isles but it has to be with a provider who REALLY digs it... can't be an option that is reluctantly on her menu.  I had a provider in Central Florida back in the 2012s that was crazy for anal...didn't ask for it, during session she just put it in and would go beserk. Like her clit was relocated to her anus.... and it was easily the best sexual experience of my life. Met with her 5 times in trips that required me to be in that region of the U.S.  She's recently retired now, but what a dynamo.  I always check to see if it's available when researching.  

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It's really simple.  Have your date lay on his back and you then control the pace and pleasure as you squat down on his shaft.  I'm just slightly above average and the ladies I see do it this way for their comfort.

Okay thanks! I'll have to try that

I have butt plugs, and toys, but your fingers are great as well. Play with yourself to open up, and when you offer for a service make sure your clean. Enema, or plant based diet works for me. Lol! xoxo

Great advice thanks lol. I always make sure I'm clean and I love to play with myself! I got the most amazing toy for experimenting with solo Greek.

Should make a counter thread . Hey I’m a new monger with piles of green to throw at people where do I start.

So true!! Civie guys are so selfish. Thanks for the advice

I agree the frontal view is more fun.  I've read many clinical articles about this.  It seems that it possible for a woman to tell a guy's arousal level simply by the feel of his wood.  But for a guy to sense a woman's arousal level he needs to read more subtle signs.  The frontal view provides a better sense these signs.  I usually find that pleasing her gives me greater pleasure.

Finally!  I have tried Doggie an few times, but it is not a real turn on.

I'd advise to enlist a regular who you trust and who's energy is mellow. Also you'll already know the endowment of your regular, shouldn't be small or it'll be a waste of the exercise but also not porn status big.

Okay let's see who volunteers. Otherwise I'll stick to my dildo cause it's the perfect size

Critical thinking lmao. What a pseudo intellectual. You can’t even reason your head out of your ass

Most providers I have known either hate it or only do it for the extra fee. One told me that she had tried it a couple of times and it hurt so much that she would never do it unless she was desperate for money and could get a very substantial upcharge for doing it. And she hoped that she would never become that desperate.  

Dear Chloe, tell us how it has been after two months.  Any advice for providers or admirers?

It's been okay atleast with the men who were considerate. There were a couple of men who thought they could just shove it in and that was unpleasant. I had to immediately say no to Greek with them the rest of the session cause once you shove it in and cause micro tears back there, the fun is over.

Now that you mention the "you like fucking my tight ass?"  I remember the dirty talk part of it fondly. Whenever I did it that way with a gal, the dirty talk was a big part of the experience.  I still prefer the natural opening, but I think that one gal actually used "you like fucking my tight ass?" when we had anal sex and the other successful experiences with anal sex always involved a lot of similar language.

Yeah it's really sexy!

Well I'm gonna be in the city for about a month in a few weeks, might have to look you up lol....although as I said it's not really my thing....but I did recently have a civvie put a dildo in her ass while we were doing 69. Ngl it was little odd having the base on my forehead hahaha. She said the anal/oral combo was her favorite thing. I did make sure to get my face out of there before she fully removed it lol.

Yeah I'd love to play with you we may not do that scenario exactly but I'm sure we'll find some fun things to do lol

I just tried it with a new favorite, inspired by your thread (which I pointed out to her before the last session). She is experienced in it and likes it, but not as much as giving oral to each other or FS. This is the same as for me. However, we both enjoyed the naughtiness and the dirty talk parts of it even though we only did it for a little while. Neither of us came that way even though one or both of us usually come from oral or FS.  It seems a lot like rimming each other. It is really dirty and fun that way, but not something that will get you all of the way there.

She can face you and sort of grind her ass on your dick. I've done it. It's hot.

It is fun to do Greek when you use silicone lube instead of the water based. It is condom friendly, but that kind of lube does not go well with toys unfortunately.  
The silicon libe really you can fuck so smoothly and it feels great)
I really enjoy using a vibrator on my pussy while getting Greek so the toy with silicone lube has to be a non-silicone toy such as a Magic Wand etc

That sounds very sexy unfortunately I can't use silicone lube cause I don't react well to it. But I'm glad you found something that works well for you. Let me know if you're ever in New York 😈

Why not consider using a Female Condom in each hole!   There is much less friction for her in the anus.  And the guy can jump from hole to hole.  

I'm too tight for a female condom back there. And it sounds you wanted to do Greek too rough which is a no no.

There are water-based lubes that are made for anal (i.e., thicker). There are some on the Adam and Eve site and I am sure that they are available elsewhere too.  

I remember an issue of National Lampoon back in the day that advised something like, "The Shipping Department is not set up to take deliveries."  Funny the things you can recall from 40+ years ago.

The purewand is one of my favorites for anal training. I like stainless steel for its weight and frictionless glide, and this particular toy has differently-sized ends that are fun for beginners and more advanced players. It just feels really good lol, plus two people can use it at the same time as a double dildo. I'll have to show you sometime

Oh yes I'll definitely need lessons

double penetration toy for ONE girl . . . .  a REALLY BIG girl.  Lol

Set expectations up front. If you advertise on your website that Greek is in play, don't hesitate to say jackhammers or rough play will not be tolerated. For me (a guy) who likes Greek, I like to focus on her completely. Communication is key, I ask about what she likes, dislikes, and I start soft. Fingers to warm up the area are good. I like a lot of DATY and DATO to get her in the mood. Plus she likes it. With moving between Y and O, you get the whole area sensitized. With DATO comes rimming her deep too. I love tonge f'ing her asshole. Helps open it up and get wet. I've made providers cum just from daty/dato/rimming ass/tonge f'ing the asshole. FIA then help (I am also nail trimmed, filed, and clean). Finally, I ask her when it's time to enter. Start slow, don't ram it in there. Figure out a good position that helps (belly down, doggie, flat on back, standing up...). Just let it sit in her until she feels ready to pump or be pumped. Don't forget her clit either at the same time. Remember its all about her. Give her a good time and you will be rewarded.

Thankyou so much for the advice. Sounds like you know what you're doing

Why do you think it's called a butt "plug"..??

You are a finalist for SPOTY.    

I thought I read it all, along comes this little gem.

That toy is great. And for your next level of training the guy can use the njoy in your vagina while he is having anal with you.

Fun but risky. Giardia is a parasitic gut bug you can contract from rimming/anal play, if ingested. Take it from the voice of experience, three days on the can and an ER visit for severe dehydration.

I think using two female condoms, one in each hole is a great idea.  Then we can go in bareback and switch back and forth.   It is less friction on her but also.