Need Advice - BF into Tranny Porn and Strap Ons

[Harrowborg]

Probably only useful to the Brits in here but this is the type my gf brought:

http://www.annsummers.com/single.asp?gid=7&cat=23&pid=2156&QSI=c56b229f-8b6c-484f-8db0-aa8ecd6feca5

I told her eary on I liked having my anus played with during sex. At first she used a vibe we had brought together and then out of the blue she brought a strap on (which I think I commented on here a while back) it was a great way to spend the weekend with her using the strap on on me. I loved her using it on me and the vibrating bit inside meant she got a bit of fun as well . I usually seperate porn and sex in my head. By that I mean I can watch different types of porn and never intend to try them in life, for example I can watch bi, straight, lesbo, water fun, tranny, inter-racial, bdsm, whatever, take your pick and I'll probably get off over it. But when it comes to sex I like trying things out with my gf and learn through experience. With my ex I found out I liked anal pleasure so I bring that to this relationship.

End of speech

 

[playwithlezli]

Love hearing about your strap on equipment experiences folks, thanks for sharing.
I will follow some of the links before I go shopping

 

[CherryNetherlan]

OMG

I truly want to thank everyone who so generously offered their advice and experiences. Monday was incredible. And it would not have been possible without the help of this forum.

I had an English teacher who would grade our essays on content and mechanics. I think I'll borrow her technique, as the 'how did it feel' and 'how do you do it' are equally important.

CONTENT
The BF was very excited at the idea of shopping for our new toys together, so Monday afternoon we cut out early and went to our favorite adult toy store. We both were a little nervous at first, there was a lesbian couple checking out the dildo and harness display and the BF avoided the display until the couple left. It was cute on how he thought I didn't notice. Picking out the harness and dildo was a little on the clinical side, as we were getting some instruction on how to use them and clean them. I liked the idea that I now had a cock that would be a total turn on.

I took out the dildo as soon as we got in the car to get used to it. We started on the drive home, and I held it, feeling how firm and heavy it was. I began stroking it, getting used to it. I tentatively started jacking it off, and was surprised at how erotic the visual of my hand sliding up and down the shaft of the cock was. The BF suggested I put it in my pants, so the shaft ran down my leg. It was a total trip seeing an outline of a big hard cock down my leg and I was completely turned on when the BF reached out and began rubbing my hard on through my pants. All the way home we played with my cock, and by the time we got home, I was comfortable with it.

Clothing was a big part of the BFs fantasy, the idea of exposing layers to finally unveil the cock. I changed into a black corset and black knit skirt (the dildo would not fit in my structured skirts!). I also wore a pair of crotchless panties to camoflauge the harness. BF was sitting on the sofa waiting for me. I walked over to him, and he lit up at the sight of the bulge under my skirt. I straddled his leg, rubbing my cock against him, and he reached out and began stroking me over my clothes as I began stroking him. It was so hot, watching us tease each other. He slowly started moving my skirt up, and I asked him if he wanted to see my hard dick. He nodded yes, and I lifted up my skirt so the tip of my cock was exposed. He moved his hand so he could rub the tip, and I was incredibly turned on watching him jerk me off. At one point I was rubbing my cock against his, and he took both dicks in his hand and stroked them together, I could not stop watching him do that. He asked if he could suck my dick, and it felt incredibly powerful to move my cock up to his lips and watch him lick me. I slowly worked my cock between his lips, and I cannot describe how mind blowing it was to watch him take my cock in his mouth, to see his lips wrap around the shaft, to see him take as much as he could in his mouth.

We had talked about how he wanted to be on his back when I fucked him. It was a little hard to manuver and I needed him to help me get my cock in the right place. I slowly started fucking him, and one of my hottest memories will be watching my cock disappear in his ass as his balls tightend up and his cock got impossibly harder. I began pumping my hips slowly and rythmically into him as he jerked himself off. His whole body tensed up, and he began to come explosively. He gasped out, 'oh god, I'm still coming' and continued to shoot cum. After a few more moments, his body finally relaxed.

***

I am so glad I was able to make this fantasy come true for him. It was so erotic and so suprisingly powerful for me. It's hard to describe the mind shift that occurs in being the one to penetrate, to be the one in control of how deep, how fast, how hard. I was suprised at how fast the dildo became mine, how quickly it became a real extension of me. A little bit of reality set in when I first began fucking him, a part of me is frustrated that I could not feel if I was at his opening and not feel my cock sliding in him. I am extremely happy that I was able to give him such a powerful orgasm. This truly was an incredibly electric and fun experience.


MECHANICS
There were so many threads on strap-ons, some a few hundred pages long, with how-to advice scattered here and there. Please note, I am not an expert, this is just a compilation of my experience and research.

Talk to your partner to find out what s/he is thinking. We did it through phone sex, so it was fun, and I found out a lot more of what the BFs fantasy entailed, like having a realistic big cock.

Please see Etoile's previous posts in this thread with the link to her advice on strap-ons. Extremely helpful!!!

Harness:
I was deciding between the leather Terra Firma and the Texas Two Strap. After checking both out at the store, we went with the Texas Two Strap, it cost $60 and is leather. The Texas Two Strap is like a jock strap - yes, this was the analogy the sales girl used, and when she realized I had no idea what point she was trying to make as I have never worn a jock strap, she laughed and explained that it is very easy to step into. And because it is not a thong, like the terra firma, there is clear access to the vagina. The Texas Two Strap uses small metal rings to hold the waist and thigh straps in place, so is totally adjustable to your body. I had the harness on for about four hours, and it stayed in place the whole time. There was a lot of excess leather straps after I adjusted the harness that I ended up tucking around. Was very happy with the Texas Two Strap!!!

Leather harnesses can get stinky
Nylon harnesses are squeaky, but can be washed
The Feeldoe and Nexus dildos do not require a harness, but a harness is recommended, especially for first timers as it will require some kegal strength

Dildo:
Silicone dildos are best for cleanliness. They can be expensive; I was looking at a realistic silicone dildo that cost $110. We wanted a realistic big cock and ended up with an Adam and Eve 8 inch silicone hybrid dildo. It cost $30, and we figured it was a small enough investment that we would not feel bad to use it once and replace it. It looked great and had great detail to it, came with balls and a suction cup attachment. The texture is naturally sticky, and they recommend using a small amount of corn starch or talcom powder to make it feel like skin. Is fairly firm, has nice weight. It tends to get pilly and pick up lint, which was a little distracting.

I used corn starch on the dildo as the BF was going to be sucking it and talcom IMO does not taste good.

Silicone hybrid can be cleaned with soap and water

Match your lubricant to your dildo - I used water based lubricant on the silicone hybrid, was told anything else will deteriorate the dildo

I was instructed to attach the dildo to the harness by pushing the dildo through the back side of the of the panel's cut out and wiggling it through. The only bad thing was the dildo balls were completely covered by the front panel. I was also instructed to cut off the dildo's suction cup as it would be bulky. I did this, then later wondered if I had kept it on, I may have been able to attach the dildo to the harness by working the suction cup to the front panel, between the harness' rubber ring and leather panel - this would have allowed ball play.

Feeldoe and Nexus dildos come highly recommended. We did not use them as we were looking for realistic cocks. Feeldoe comes with a vibrator, the Nexus has a more natural end.

Apply some lube to the harness opening to help slide the dildo through

Dildo size - you may want to consider going larger than you would imagine. Because of the harness and depending on the position, you will not be able to fit the entire length into your partner. If the dildo ends up being too short, you will slip out and your partner may not get the kind of penetration they are looking for.

Cleanliness - find out how to properly clean your dildo. Also consider using a condom.

It may feel a little strange or funny at first wearing the strap on. Try to think of it as an extension of yourself, it's yours, it's a part of you.

Penetration:
Lots of lube applied to the dildo and your partner's ass. Lightly play with your partner's anus to help get them lubed up and ready.

Do not use numbing lube, this can be dangerous as it can result in anal tearing

Go slowly. Do not push in hard or pump until your partner is totally relaxed and the dildo has reached full penetration. When the dildo tip first enters, stop and let your partner get used to it. Have them tell you when it's okay to go deeper. Stop each time a little more slides in so they don't get hurt.

First time anal play - if this is your partner's first time with anal sex, start off slowly with fingers, butt plugs and lots of lube. If using fingers, make sure nails are clipped short and have smooth edges to avoid anal tearing.

Go slowly - did I mention this?

Have a hand towel close by to wipe off your hands

Butt Preparation:
The BF took care of his personal grooming, so I do not know what he did. Am fairly confident it involved soap and water

Some people will use an enema to cleanse themselves. An additional benefit is that they can fit more of the dildo in comfortably after an enema.

It was also recommended to avoid eating 6 hours before hand.

*****
I hope this helps all of you out there who are thinking about trying a strap-on!

 

[wild-thing]

Cherry, thanks for sharing your experience with all of us, very, very hot stuff! You have one extremely fortunate boyfriend to have such an open minded, creative, and willing partner in you.

 

[Wolfman1982]

Cherry, thanks for sharing your experience with all of us, very, very hot stuff! You have one extremely fortunate boyfriend to have such an open minded, creative, and willing partner in you.

I couldn´t have said it better.

 

[amBIguous]

My wife has indulged my fetish of having my ass played with during sex over the years. Our play has progressed to a variety of small toys which she uses on me regularly. (By the way guys, don't forget that the use of toys goes both ways and is a great way to return the favor.) Anyway, last month she blew me away one afternoon. I had just come home from work and she said that she had a new toy that she was interested in and wanted my opinion. Later that night, we sat down in front of her computer and she pulled up our favorite toy website. Imagine my surprise when she brought up a page full of strap-ons. I was equal parts shocked and thrilled. We have always been good about discussing things, but I had never been brave enough to bring this particular desire up. I love my wife all the more because she figured it out all on her own.

We went on to research different options and actually came across much of the information shared above. We ended up purchasing the feeldoe because it will also be able to give her pleasure at the same time. We've used it once, with mixed results. Turns out, my wife is enough smaller than me that we have trouble with position. Me on my knees only works if she handles the dildo with her hands. She just isn't tall enough to make it practical. We're going to try it with me on my back and pillows under my butt. Should be a much more manageable position for her.

Also, the standard Feeldoe is larger than we thought. It takes a fair amount of foreplay (granted thats half the fun) for me to be able to take it. The first time, we didn't take enough time to prepare my anus, and when she managed to get the head of the Feeldoe in, all I could think was "get it out, get it out, get it out!" Not the best reaction. We have since learned to progress up to the larger dildo by using fingers, smaller toys and then Feeldoe when we are both feeling ready. I would suggest that anyone looking at the Feeldoe to strongly consider the Feeldoe Slim, unless you are more experienced with anal.

 

[Mr. Briggs]

WOW Cherry that is probably the sexiest and best post i've ever seen. Thank you for sharing.

 

[Resonate717]

Awesome!

So glad to hear that your experience was such a success! Thanks very much for sharing the female perspective of trying the strap on. So cool, isn't it? How you feel/see a totally different perspective on the same act? How much the emotions change being the penetrator. Very hot description also! Awesome. Keep exploring!

 

[Etoile]

Cherry, that is fantastic, a real 5-star post! Thank you so much for sharing your experiences with us!

 

[Missouribiguy]

that was indeed a erotic tale. I hope you all continue.

 

[uptoplay2]

Thanks Cherry!

Great post.

So.... twas great for him.... did it help you??

I guess I'll just have reread it more slowly this time.

 

[CherryNetherlan]

Great post.

So.... twas great for him.... did it help you??

I guess I'll just have reread it more slowly this time.

Thanks everyone for all the positive comments!!!

You know, the funny thing is that afterwards, I was thinking to myself, what was I so worried about? What I was thinking was a monumental act turned out to be something tremendously erotic and enjoyable. The strap-on was something I had never considered, so when the BF first approached me with it, I automatically put it in that 'uncomfortable' zone.

This has definitely widened my boundaries.

Are you asking if I came? Hells ya!!!