Strap On / Dildo Ass Play

I list myself as bi because of assplay. I always loved doing my wife and knew from the way she came it had to feel good. At one point she started to finger me and one afternoon, during a wild sex play session , she used a vibrating Buttplug in me. I almost lost control. Later, I wanted to know what a real dick felt like. Now we find males to top me. It didn’t make me “gay”. I don’t want anyone but her. I only want to feel the anal sensation.
Just let her know that’s all it is.

I asked if she would try to give a prostate massage. She agreed and that turned into a dildo ,she didn't really even hesitate except for wanting to know if I was OK..strap on is next .

I was resistant to this for years as well. Then I did, and it is awesome.

My advice with your spouse is to both take a survey about sex, kink etc, and share your answers.

We like ass play period. M to f or f to m.

We see nothing wrong with whatever consenting adults like to do. Fem to male ass play is fun and feels good. Regardless of gender...an ass is an ass. Having your ass penetrated does not make you “fem” or make to switch to being gay. But not having a partner understand and accept your interests can negatively affect your relationship. I recently requested that my wife finger my ass. She did it and was great. I thought about a toy but really prefer the finger....flesh to flesh.

We see nothing wrong with whatever consenting adults like to do. Fem to male ass play is fun and feels good. Regardless of gender...an ass is an ass. Having your ass penetrated does not make you “fem” or make to switch to being gay. But not having a partner understand and accept your interests can negatively affect your relationship. I recently requested that my wife finger my ass. She did it and was great. I thought about a toy but really prefer the finger....flesh to flesh.
More personal the a toy.

We see nothing wrong with whatever consenting adults like to do. Fem to male ass play is fun and feels good. Regardless of gender...an ass is an ass. Having your ass penetrated does not make you “fem” or make to switch to being gay. But not having a partner understand and accept your interests can negatively affect your relationship. I recently requested that my wife finger my ass. She did it and was great. I thought about a toy but really prefer the finger....flesh to flesh.
More personal the a toy.

Also known as pegging. We discovered it about 6 years ago. Do it when we have the time. Have actually had some questions about it. And it was her idea after sticking her finger in my ass. Then went to toy store in orlando. then got our first strap on kit, then 6 different attachments

Why not just buy a cucumber for 50 cents, put a condom and lube on it and explore with that, see if you like it first and find out what size you find most pleasurable, you will probably want to buy a vibrator that has some sort of battery powered motion then. Mary Jo

Sadly my wife was never interested but it's a " Bucket List" item.

I’m going to go out on a limb here and say that if she already uses a finger to stimulate your prostate and sees how much you enjoy it, she probably isn’t going to be too surprised to hear about your fantasy.

As mentioned, talk to her. You may be pleasantly surprised by her response.

~S~

A second and third to what has been said already. Toy shopping is a great idea but definitely find a way to broach the subject. You can start with self stimulation if she isn't willing to do it for you, butt be sure to ask if she is fine with that. You can transition from self stimulation to her helping you. We would suggest a small diameter L shaped vibrator that you or both of you can use. Be sure to use plenty of lube and go slowly when progressing from smaller to larger toys. Just be sure that whatever you buy and use that both of you are making the decision together. Typically, we will go shop and get a toy for each of us when we buy them.

You have gotten some great responses already. Honesty and communication are the keys to any good relationship, even plutonic and professional ones.

The difficulty for you will be finding the opportunity to bring up the uncomfortable subject. I would suggest you create the opportunity through a trip to the adult toy store. Make sure it is a classy, upscale store. I took my GF to one and it opened a lot of conversation as we browsed the clothing and the toys. It created several opportunities for us to talk about fantasies, turn-offs, things we didn't know about, etc. Plant the seed about the anal play you want to explore with her and be patient. It may take a year or two before you can get from a finger during a blow job all the way to full fledged pegging.

Another fun game that might create some conversation would be the a game I call "Scenes from a Hat". My girlfriend and I played this recently and had an amazing time and plan to play again soon. We took several minutes to each fill out 5 small slips of paper of sexual play we wanted to enjoy. Our guideline for the writing was location, position, and act. We really explored the house with it and had a lot of fun. Once we completed the 5 "scenes" we put them in a hat. We took turns pulling a slip of paper out and then acting out the fantasy. We had 10 to choose from but we didn't get past scene #4! You could suggest receiving a blowjob while she used 1 or 2 fingers inside you. Start off tame but exploratory. After you play the game, it opens conversation and exploring each other's fantasies. You might be surprised what she writes. As the days go on, more conversation and sexual fantasy exploration ensues. Hopefully you can plan to play the game again in another month or two and push the limits a little more. But each time you have fantasies to draw from to explore and fulfill.

Just my $0.02

We completely agree with rabbit. The key is to be totally open, honest and transparent. Respect her feelings and let her know that she doesn't have to do anything she's not comfortable with. It goes as far as she is willing is to go. Or not at all.

We'd also add to make sure there is no alcohol involved when you have this conversation. Alcohol can make emotions harder to control and can lead to bad decisions.

Good luck.

While we have no experiance with this particular fantasy I have to imagine it’s like anything else so this is my advice.

Honesty

That’s the one thing you need. Tell her how much you love her and cherish her and tell her that you want to be able to be completely open and honest. Then, tell her your fantasy.

If she has to be drunk to give you a prostate massage then expect her to not be totally comfortable. Ask her to help you with this and that youlll take it slow and work up to your full fantasy. If at any time she balks then you stop immediately. Tell her you need to know exactly how she’s feeling and where her doubts or fears are.

I can guarantee that it wasn’t the fact that her ex was gay thay bothered her the most but the fact that he couldn’t be honest with her. No one likes to live a lie and be deceived so please don’t repeat her ex’s mistake.

~rabbit~

Communication, if you do not have that you have nothing. We experiment a little and it was simply mentioned and we decided together to go toy shopping and she actually got a kick out f it. The male P-Spot is real and stimulating that anyway is intense and she want to please me and make me feel good so we do these things for each other.

So I (Male) am curious.

I want my wife or another female to have her way with my ass with either a dildo or strap on... I am not gay or bi but on occasion when the wife has gotten intoxicated and we end up having sex, on rare occasions she will slip a finger in my ass while sucking my cock, rubbing on my prostate. I love the feeling of her finger in my ass while doing this on these rare occasions and it makes my orgasms so much stronger. I have expressed to her how much I enjoy it but it only happens when she is intoxicated, when she has not been drinking it is primarily straight laced sex. I want to ask her to use a dildo or even to go out and get a strap on to use but I am pretty certain that her response when I tell her this is not going to be pleasant as she may think I was turning gay.. A little background on the whole male gay thing her first husband was extremely feminine and years after they divorced he finally admitted to her that he was full blown (no pun intended) gay.. Not that there is anything wrong with being gay if that's your thing.. I can only imagine that when he finally admitted that to her that it probably effected her in one way or another.. I know she was scorned by it because even though she is bi and will play with other women, if she see's two men together she usually makes some not so pleasant comments..

Who here (Non Bi Males preferably) has had their significant other play with their ass with a toy or strap on and how did it come to happen?? Did your significant other initiate it , did you ask her to and if you asked what was her reaction???