I've only ever dated women and have only ever had sex with women, but my secret lingerie fetish led me down an unexpected and exciting path to explore my bi-curious fantasies. Much of this story is inspired by things that I have actually done and/or experienced, but I'll leave it up to you to decide what parts are reality and what parts are fantasy.
I’m a happily married man. My wife, Stacy, and I have a great relationship and our sex life has always been very satisfying, although somewhat conventional.
Of course, like any other man, I have fantasies and certain fetishes. There are the typical fantasies involving having sex with women I know, women I don’t know, threesomes, or getting “caught” in certain situations, etc. On the fetish side, I have a few, but there is one that dominates my thoughts and desires far more than any other, and that is women’s lingerie. Somehow, the sight of seeing beautiful women scantily clad in sexy lingerie is almost as much of a turn-on as seeing them completely naked.
Unfortunately, I never got the impression that Stacy shared the same interest in sexy lingerie because every time I tried to bring it up, she would always comment on how “slutty” or “uncomfortable” it looked. So, I figured I just wouldn’t pursue it.
However, that didn’t diminish my obsession. In fact, even though I’m a masculine guy, I often fantasized about wearing sexy lingerie. A couple of times I took Stacy’s bra and panties and tried them on in front of a mirror when she wasn’t home, which would always cause me to get a huge hardon and lead to jerking-off. It was fun, but I was never really “obsessed” with it because Stacy’s bras and panties were definitely more on the “functional” side than they were on the “fun” and sexy side.
Then something happened that would eventually change everything. Stacy told me she was going out of town in a couple of weeks with some friends. That wasn’t unusual, so I didn’t really think anything of it. However, as I was thinking about what I would do during that weekend, I knew part of it would include spending time looking at online porn. The thought of that was always exciting, but then I started thinking about what I’d really like to do if I could. What could I do “up the game?”
My thoughts turned to my lingerie fetish and I started looking around on some online lingerie shops. I found a matching pair of panties, bra, stockings and garter belt all in pink lace. The bra and panties were very sheer with little pink bow accents. I could feel my cock getting hard just thinking about wearing that.
I also found some very realistic looking 40D fake silicon breasts that would really fill-out my bra and that brought on a whole new level of excitement thinking about how sexy I was going to look.
When Stacy’s weekend getaway finally came and I had the house all to myself for 3 days, I started thinking about exactly what I was going to do.
I wanted to look and feel as sexy as possible, so the first thing I decided to do was to completely shave my body. I had always shaved the area of my cock and balls, but I had never shaved my entire body before. I took my time in order to be as thorough as possible and when I was done, I looked at myself in the mirror. I could not believe what I was seeing. My body looked so different without any hair and I was really starting to feel the transformation I was making.
My cock was already rock-hard in anticipation of what was to come. I sprayed myself with some of Stacy’s perfume to stimulate all of my senses. As I stood in front of the full-length mirror, I pulled up the sexy pink lace panties. They barely covered my cock, which is just the way I liked it. The sight of my hard cock through the sheer lace was an incredible turn on.
I then put on the bra and slipped the breasts into their cups. Wow! Aside from the big bulge in my panties, my body was really starting to look like a woman’s. The excitement of doing something so forbidden and feminine was really building.
I sat on the bed to put on the stockings and fasten them to the garter belt. When I returned to the mirror, my transformation to a sexy girl was complete. Well, actually, a sexy girl with a big hard cock in her panties.
I could see a wet spot forming in my panties from the precum leaking from my cock. I was so incredibly turned on.
I got on to the bed and laid on my back. I started slowly running my hands all over my body. I couldn’t believe how nice my breasts felt. My hands found their way down to my throbbing cock, which I stroked lightly with my fingers for a while from the outside of my panties. I wanted to tease myself and move very slowly and sensually. I wanted to make these incredible sensations I was feeling last as long as possible and not just rush to an orgasm.
I kept running my hands slowly over my body. I slipped a hand into my panties to feel my eager cock. The tip of my cock was slippery with precum and I slowly swirled it around the head just like it was a clit. All of my senses were at their height as my excitement and pleasure grew.
I pulled my cock and balls out of the side of my panties. I used my other hand to rub the panties where my cock was before, as if I had a pussy. My mind was racing.
I couldn’t hold out any longer as my hand found my cock. I started slowly stroking it. More and more precum leaked from my cock. I raised my slippery wet fingers to my lips to get a taste. Mmmmmmm, it tasted so good.
My hand returned to my cock and continued stroking. I started moving faster and faster and I no longer had control. My hips started thrusting in rhythm with my hand and then I felt the overwhelming rush of a powerful orgasm coming over me. I completely let go of any control that I may have had left and my cock proceeded to pulse with waves of warm cum. I could feel it spilling endlessly all over my panties. Wow, that was definitely one of the most intense orgasms I’ve ever had!
After I was able to come back to my senses, I looked down at my cum soaked panties and smiled to myself. I swirled my finger in the still warm cum and brought it to my lips to taste. The sweet saltiness of my own cum in my mouth was the perfect ending an incredibly erotic and intense experience.
The next two days that followed were very similar, but with an increasing desire to be as feminine and sexy as possible. This was all so erotic, and it was a weekend like I’d never had before.
What happened over the next few months was a continuation and escalation of my first real experience with wearing sexy lingerie. It started becoming an obsession each time Stacy would leave town, where I’d go online and find some sexy new lingerie to wear.
My collection had grown to include sexier and skimpier thongs, panties, and bras in a wide variety of colors. I even started adding some role-playing outfits like very short plaid skirts with lace trim and matching scanty halter tops that tied in the front.
As my collection of sexy outfits grew, other thoughts started entering my head. I wanted to keep “upping the game.” I don’t really know how I got to this point, but I started thinking about anal sex. I had never tried it, and the thought of it actually scared me a little bit. But I had also read stories about guys having a “G-spot” like women and how intense the orgasms were when it was stimulated and the thought of that kept coming back to me.
I finally decided that I wanted to experiment, but I wanted to ease into as much as I could, so to speak.
I looked around online and found a little pink silicon dildo that was maybe a little bigger than my finger. It was only about 6” long and had a cock-shaped head on the tip and ripples going down the side. That looked like a nice place to start, so I ordered the little dildo along with a few different types of lubricant.
The next chance I got, as I was all dressed up in my sexy lingerie, I took the lube and applied some between my ass cheeks. I then took the little pink dildo and got it nice and lubed, too. I pulled the lacey thong I was wearing to the side and slowly started rubbing the dildo between my ass cheeks. The slippery sensation of it sliding up and down and brushing against my hole was so new and incredible.
I was trembling with anticipation as I started slowly inserting the tip of the dildo into my ass. It was going in much easier than I expected. Soon, the cock-shaped head of the dildo was all the way in and it felt so good. I continued to push deeper and then the dildo hit my G-spot. Oh my god, I almost lost it right there! That was a sensation like I had never felt before! My already hard cock involuntarily twitched in pleasure. As I kept going deeper, the pleasure only continued to increase.
Once the dildo was fully inserted in my ass, I just laid there for a minute stroking my cock. The experience was far beyond anything I expected.
I then started slowly fucking myself in the ass by sliding the dildo in and out. Once I realized how pleasurable it was, I started fucking myself faster. One hand was stroking my cock in rhythm with my other hand that was fucking my ass. The intensity of the sensations I was feeling kept growing and growing until my cock exploded in a massive orgasm. It just kept pumping what seemed like endless streams of cum, completely soaking my panties. I was totally spent as my body just collapsed in ecstasy.
After that mind-blowing experience, I started thinking about other things I could try. Two things came to mind. The first was using a larger vibrating dildo, and the other really caused me to pause for a moment. I found myself actually thinking about what it would feel like to get fucked in the ass by a real cock. I couldn’t believe my mind had actually gone there, but there was no denying that just the thought of it was really getting me excited.
Even though a “real cock” at this point just meant a realistic dildo, I remained hesitant to act on those thoughts because it just seemed like I would be crossing some sort of forbidden line. But that did nothing to stop the thoughts from racing through my mind.
As I continued to struggle with taking this leap, I finally thought there wasn’t really any harm in just looking around, so I went to an online sex shop and timidly navigated to the dildo section. The first thing that caught my attention was a big silicon dildo called the “Rabbit.” It was about 6” long, with a tip that looked like the head of a cock. It had a sizable girth, and a built-in vibrator. It was definitely bigger than my little pink dildo and slightly intimidating. It was obviously meant for a woman’s pussy, but I couldn’t stop thinking about what that would feel like inserted in my ass. My obsession with it soon overwhelmed my inhibitions as I clicked “add to cart.” But that wasn’t what I came here for.
As I continued to look around the webpage, I found a link called “Realistic Dildos.” I went ahead and clicked on it and got a little rush after the page refreshed. There was a whole ***********ion of very realistic looking cock-shaped dildos in all shapes and sizes. I assumed they were all meant for women, but some were so large that I wondered how anyone could possibly use them.
I continued to scroll through the pages and eventually one caught my eye. It was 7” long with an above average girth and a natural skin color. It had a circumcised head and nice full balls. With subtle veins running down the side, it looked very realistic. That was the one! I added it to my cart and when I eventually clicked “Buy,” I got a little rush of excitement and anticipation as I realized there was no turning back now.
When the package arrived and I finally got some time alone, I picked out one of my sexy lingerie outfits and eagerly put it on. After some foreplay with myself, I took the large pink “Rabbit” and stroked it in my hand. It was bigger than I expected, but the irresistible urge to insert it in my ass overwhelmed my nervousness. I applied some lube between my ass cheeks and then to the Rabbit. I turned it on and the strong vibration was really exciting me.
I slid the big dildo up and down between my ass cheeks and the sensation was incredible. I eventually got up the nerve to press the tip against my hole and then I felt the overwhelming urge to keep going. The cock-shaped head of the dildo slipped in easier than I expected, so I kept going as the girth of the dildo pleasingly stretched my hole.
Soon, the dildo was in a couple of inches and it touched my G-spot. The vibration sent waves of excitement through my body that I had never felt before. I wanted to get this dildo all the way inside me, so I kept going.
I was a little surprised and very excited when it was fully inserted. I couldn’t even process the sensations I was feeling. I started slowly sliding it in and out, and it was driving me wild as my bulging cock strained against my panties. My thoughts then somehow turned to the realistic dildo that was on the bed next to me. I had never touched another guy’s cock before, much less sucked one, but as I laid on the bed in my sexy bra and panties with a large vibrating dildo in my ass, I just wanted that cock.
The fact that it wasn’t a real cock made it not seem as forbidden, so I took it in my hand and started stroking it. It felt almost as real as my own cock, only slightly bigger. I couldn’t resist the thought of putting it in my mouth, so I started licking the shaft with my tongue and then working my lips around the head. Even though the sensation was completely foreign to me, it also felt strangely natural and definitely very exciting.
I closed my eyes and imagined I was sucking a real cock. My mind and senses were on overload as I gave my first blowjob while getting fucked in the ass wearing a bra and panties. The dildo in my ass felt incredible, but I really wanted to see what it felt like to get fucked in the ass by this cock.
I slid the dildo out of my ass and got on my hands and knees. I moved the thong between my ass cheeks to the side and started sliding the cock up and down my ass. I couldn’t believe I was doing this, but it felt so good that I couldn’t stop.
I inserted the head of the cock into my ass and kept going until I could feel the balls against me. I started fucking myself in the ass with this big hard cock and it felt incredible. I pulled my cock out of the side of my panties and started stroking it as I continued to fuck myself in the ass. As the cock in my ass stimulated my G-spot, I soon lost control and had a mind-blowing orgasm like never before.
In the following days, I couldn’t stop thinking about what I had done and how good it felt. And, again, there was still that part of me that felt I shouldn’t be doing these things, but that only made it even more exciting. The realistic cock dildo was amazing, but my mind started wandering to a real guy’s cock and how that would probably feel even more incredible. I eventually came to the realization that I had become bi-curious.
From that point forward, I was getting more and more obsessed with the idea of experimenting with a guy. I didn’t know if I could actually ever act on it, or how I would even go about meeting someone to do it with.
The thoughts wouldn’t stop, though, so started looking around online. I didn’t really even know what I was looking for, but I kept going to porn sites and looking for videos with bi-curious themes. At one point, I noticed an ad in the banner section that read, “Bi-curious? Live your fantasies here.” I figured it was just click-bait, but I was also intrigued enough to check it out.
I clicked on the link and it brought up a very professional looking site, which, for some reason, actually surprised me bit. I saw a link called “Learn more,” so I clicked on it and kept going.
I was getting more and more interested as I read the page, which said, “Are you a heterosexual man who’s looking for new experiences? Do you have bisexual thoughts and fantasies that you can’t get out of your head? Do you want to act-out those fantasies with another man in a safe and confidential way? If this sounds like you, we will match you with someone who shares your desires.”
It sounded like they had read my mind, but I was also still very skeptical and cautious.
I proceeded to read more, and about how each person fills out a profile explaining what they will and won’t do and what type of person they are looking for. Then they match that with a number of other guys and you get to pick which ones you might be interested in meeting.
I started realizing that I was getting a bit too caught up in all of this and decided I needed to just leave the site and forget about it. I quickly closed the window and walked away from the computer.
Days went by but it wasn’t as easy to forget about the site as I thought it would be. It kept creeping into my mind with thoughts of, “What if????” The thought of actually following through with it was extremely exciting, but I still wasn’t sure if I could actually do it.
After a couple of weeks of this, I just couldn’t fight it anymore. I decided, what can it hurt to just fill out the profile? I figured no one would pick me anyway and even if they did, I probably wouldn’t pick them. So, it all still seemed very safe and innocent at that point.
So, I went back to the website and went to the profile page. It was much shorter than I expected and had just a few questions. Each question required a response of “No,” “Give,” “Receive,” or “Both.” As I looked at the questions, the response was to indicate whether or not you would be willing to do each act and, if so, did you want to give, receive, or do both? Then there were a couple of open-ended questions at the end. So, I went ahead and started filling-out the profile.
- Kissing? – No.
- Hand job? – Both.
- Cum on body? – Both.
- Blow job? – Both.
- Cum on face? – Both.
- Cum in mouth? – Both.
- Swallow cum? – Both.
- Rim job? – Receive.
- Fucking? – Both.
- Cum in ass? – Both.
- List any other preferences: Heterosexual. Married. First time with a guy. Completely shaved body. Physically fit.
- List any fetishes: Wearing women’s lingerie, but no wigs or makeup.
I couldn’t believe I was actually filling out this profile, but I was also getting pretty excited at the same time. Although, I still wasn’t sure if I could actually go through with it if it got to that point.
As I reviewed my profile, I never really thought about all of these details before, but it made me realize that I was open to pretty much anything, with a couple of exceptions. First, I wasn’t interested in kissing a guy because this was all about sex, not romance, after all. I also wasn’t interested in giving a guy a rim job, or a woman for that matter, but I guess it would be ok if they wanted to do it to me. Other than that, the thought of everything else got me really excited.
As far as the preferences were concerned, it occurred to me that I was really just looking for someone who was a mirror of myself.
I thought long and hard about the fetishes question. I mean, what would other guys think if they saw I liked wearing women’s lingerie? I almost left it blank, but I eventually decided if I had gone this far, I might as well just be completely honest. Besides, like I said before, I didn’t think this was really going anywhere anyway.
I paused for a moment longer and then just said, “Fuck it,” and clicked “Submit.” I had a momentary flash of panic and regret and thought maybe I should try to cancel it, but it was too late at that point.
I had picked out a few guys that had the right “look,” even though I wasn’t exactly sure myself what that meant. So, each day after that I went and logged in to my account, but I wasn’t seeing any activity. I felt a mixture of both relief and disappointment. Although, it was probably all for the best that this didn’t go any further than it already had.
Then, a few days later, when I logged in, I felt a little chill to down my spine when I saw a message that said, “Matches found.”
I was both surprised and a little scared. Was this really happening? Could I really go through with it? A thousand thoughts raced through my mind.
I actually stepped away from the computer for a few minutes because I felt like if I clicked to see more about the matches that it was going too far. Certainly, it had already gone much further than I ever thought it ever would. And, of course, I reminded myself that I am married.
I was overwhelmed with the uncertainty of what I should do next.