Strap-on sex

Italian1986

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Hello everyone.

I've been dating this girl since last september and everything is perfectly fine! She's beautiful, she's smart, sexy, hot! She enjoys sex as much as I do, she enjoys raw, kinky, perv, and naughty sex just as much as I do. She likes my big cock and we reached this perfect chemistry in sex that is unbelievable, never happened with anyone.
I think it wasn't even possible to find a girl like her who likes it the way I do, and we like each other, so that's amazing for me! We are so in love...

I wrote she's also smart and so intelligent in a fucking hot way!
She plays the "pair roles" card:
"I shave my hair, you shave yours" no problem, I've always done it.
And stuff like that which I've never had anything in contrary for.

Last week in the shower she said I had a gorgeous ass and she started to play with it, with her tongue and a little finger. No problem I let anyone play with my hole. But then she said she wanted to fuck me with a strap on she said "With something at least as big as yours, if I can take it, you surely can" and she laughed so sexy. I could you say something back to that king of angel? Damn it.

I don't know what to do, she got back to the subject just a couple of times, but never got a real answer from me. She started to take a look online to buy something, she plays with my cock to measure it just to be sure she gets the right size and stuff like that. That's so hilarious 'cause everytime it's always so funny and sexy and she's disarming to me for how much we like each other.

What the hell I should do? She does anything I like in and outside the bed, never questioning about.

I don't want to seem like a braggart, but I'm scared to get something like my penis inside my ass for the first time.

Any advice? Who tried it with his lady? How is it?
 

TomCat84

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Tell her you are uncomfortable with the idea of doing it. It sounds like you are at least thinking about it, though. I've used dildos before, and I don't like them. Nothing is as good as the real thing, but I can tell you she will need to go slow at first and let you adjust to its size. Lots of foreplay- licking it, fucking it with fingers, etc.
 

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Go slow, lots of lube. You can use her fingers at first, then get bigger than finger yet smaller than penis sized toys to start, and work up.

That said, my first time the guy was 6" with a 6.5" girth. Once it was in, it felt amazing. But GO SLOW.
 

Italian1986

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Tell her you are uncomfortable with the idea of doing it. It sounds like you are at least thinking about it, though. I've used dildos before, and I don't like them. Nothing is as good as the real thing, but I can tell you she will need to go slow at first and let you adjust to its size. Lots of foreplay- licking it, fucking it with fingers, etc.

I'm thinking about it because she never thinks about what I ask her in bed, she just does anything I ask her to pleasure me, with no questions. So this is the first time she asks me about doing something she really wants from me. And I think that love, along whit sex, is sharing and give yourself to the partner. But are there any limit to relate to? Damn it...
 

TomCat84

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I'm thinking about it because she never thinks about what I ask her in bed, she just does anything I ask her to pleasure me, with no questions. So this is the first time she asks me about doing something she really wants from me. And I think that love, along whit sex, is sharing and give yourself to the partner. But are there any limit to relate to? Damn it...

Sit down with her and chat about it. Tell her you love her enough to test your own limits. And then set out boundaries.
 
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You're a very lucky man! She sounds hot, and since you enjoy ass play already, I'd say try it, but tell her you need to ease into it. Try some small anal vibes first, and they make strap-ons with multiple size dildos, I believe.

But I think you'll love it once you both get used to it, and since she's so accomodating already, there doesn't seem to be any indication she'd force or rush it, so just go slow and get used to smaller and work up to your size. Hope you share pics of this with all of us, since this is HOT!
 

ir0nmike

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Hello everyone.

I've been dating this girl since last september and everything is perfectly fine! She's beautiful, she's smart, sexy, hot! She enjoys sex as much as I do, she enjoys raw, kinky, perv, and naughty sex just as much as I do. She likes my big cock and we reached this perfect chemistry in sex that is unbelievable, never happened with anyone.
I think it wasn't even possible to find a girl like her who likes it the way I do, and we like each other, so that's amazing for me! We are so in love...

I wrote she's also smart and so intelligent in a fucking hot way!
She plays the "pair roles" card:
"I shave my hair, you shave yours" no problem, I've always done it.
And stuff like that which I've never had anything in contrary for.

Last week in the shower she said I had a gorgeous ass and she started to play with it, with her tongue and a little finger. No problem I let anyone play with my hole. But then she said she wanted to fuck me with a strap on she said "With something at least as big as yours, if I can take it, you surely can" and she laughed so sexy. I could you say something back to that king of angel? Damn it.

I don't know what to do, she got back to the subject just a couple of times, but never got a real answer from me. She started to take a look online to buy something, she plays with my cock to measure it just to be sure she gets the right size and stuff like that. That's so hilarious 'cause everytime it's always so funny and sexy and she's disarming to me for how much we like each other.

What the hell I should do? She does anything I like in and outside the bed, never questioning about.

I don't want to seem like a braggart, but I'm scared to get something like my penis inside my ass for the first time.

Any advice? Who tried it with his lady? How is it?

You said that she inserts her finger anally now, that's a start. Have her give you a BJ while she massages your prostate gland..., you will associate the sweet sensation with your anal play and cum like a freight train!
Whenever you put your cock into your girlfriends bum, remember the rules; start slow, work slowly up in size, speed, and depth of penetration, and plenty of thick lube..., these are the same rules that she will need to follow. A sensual butt massage prior to anal penetration is a great warmup!
Insertion will be uncomfortable, expect it, and try to relax your anal spincter; this will allow the strap-on to enter you. Whenever you feel discomfort, stop where you are, let your body acclimate before going further. When its in about 1/2 way, you can begin shallow thrusting... Taking in more length as your body adjusts. Don't quit after the first time, do it a few times before you decide if this is for you or not.
Kudos to you dude, most guys would love to have a freaky lover like yours! Best of luck!!!
 

Sklar

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If she does what you request with no questions, than it's only fair that you do what she request with no questions.

It doesn't sound like you're really objecting to it. It does sound like you're objecting to taking something that big the first time.

Ask her to start with something of average size and work your way up from there.

I'd also suggest going to the Ask A Gay Man section of the forum and read about the different threads dealing with bottoming and bottoming for the first time.

Sklar
 

D_Maximum_Refund

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Straight guy here...I can assure you that getting your ass played with by a girl, when done right, is fucking fantastic. Although I would never have a girl use something on me that was my size. Fuck that. Just something small to put her in the dominant role. Then the best part is returning the favor with your dick.
 

IntentsOfCare

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I checked your pics out and nope, not for a first time. A strap on is different then an actual flesh and blood penis and you you'll need to work your self up to that. An ass is not a vagina. You need to start with plugs and work your way up. Use a high quality lube for the boom boom action. I suggest gun oil water based lube. Its a bit pricy but it feels good and does do anything to the strap on. Its nice and smooth etc. If you are willing to let her do that then you should at least do it on your terms so that its an enjoyable experience.
 

cvcgolf

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I had the same scenario.. She used a regular smooth vibrator on my ass.. Felt great and now I use a big dildo.. You'll never be able to immediately go to a huge strap on.. So you better get into it slowly.. Have her order a small one too so you can work your way up.. Or that first time with a big one will be a huge disappointment..
 
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B_Kate123

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You said that she inserts her finger anally now, that's a start. Have her give you a BJ while she massages your prostate gland..., you will associate the sweet sensation with your anal play and cum like a freight train!
Whenever you put your cock into your girlfriends bum, remember the rules; start slow, work slowly up in size, speed, and depth of penetration, and plenty of thick lube..., these are the same rules that she will need to follow. A sensual butt massage prior to anal penetration is a great warmup!
Insertion will be uncomfortable, expect it, and try to relax your anal spincter; this will allow the strap-on to enter you. Whenever you feel discomfort, stop where you are, let your body acclimate before going further. When its in about 1/2 way, you can begin shallow thrusting... Taking in more length as your body adjusts. Don't quit after the first time, do it a few times before you decide if this is for you or not.
Kudos to you dude, most guys would love to have a freaky lover like yours! Best of luck!!!

Hmmmm..... I would love to put a strap on and doggie a muscle man. Don't worry and just relax Ironmike I will use lots of thick lube. You will have such an orgasm that your eyes will turn red. LOL :biglaugh: