Straight Male / 28
Wasn't sure what category to position this is but here goes.
From a young age I had a fascination for women's lingerie. The look and feel were so feminine and sexy I would imagine myself wearing it and feeling as good as the models showing it off.
At around 13-14 I found a pair of lace boyshorts and hold-up stockings in a draw at a friend's house due to my inability to stop myself snooping.
I would wear them at night feeling sexy and turned on as the material would strain against my cock and the stockings would run against my bed sheets this continued for many years until I turned 19 and moved in with my long term girlfriend.
I once told her about my love of lingerie which she accepted but didn't like the idea of me wearing it . I stopped wearing any lingerie during this relationship until 4 years later when I met my now wife.
She loved to dress up and would use any opportunity to do so which I would never complain with. One night she caught me wearing a pair of her lace panties and instead of flying of the handle so to say she calmly asked how long I had been wearing them and why.
Satisfied with my answer she would then day by day tease me more and more during sex about my love of lingerie, often commenting on how much harder my cock would be as she teased me about wearing her panties and hold-up stockings.
One night before bed she produced a pair of open toe black high heel shoes, a pair of black lace boyshorts and a pair of black hold-up stockings complete with red bow and red seam. I commented on how sexy she was going to look in them before she informed me I would be wearing them for the night.
Slightly embarrassed and without much arguement I shyly slipped into the clothes she handed me and quickly hid in bed where she joined me. Running her hands up my legs making me release a noise I couldn't describe from my lips.
Feeling happy with herself she moved her hand to my now painfully erect cock feeling my precum through the fabric and teased me about how turned on I was dressed like a slut.
Needless to say that night I fucked her longer and hard than I was ever able to before and never remembered falling asleep instead waking up the next morning still in my panties stockings and heels. Feeling embarrassed I quickly undressed and avoided the situation for a while.
One night she text me to let me know she would not be coming home due to her being severely drunk. I took the opportunity to dress back in the black slutty clothes she had made me wear and laid in bed running my hands over my lingerie and feeling extremely sexy.
Not wanting to ruin the outfit I slipped my feet into my black sexy heels and tried my best to navigate our small flat. This only turned me on more as I felt the cool air against my stocking clad legs and loving the feeling of my panties against my skin.
Feeling brave I started to rummage through my partner's drawers in search of more panties only to find the dildo I had purchased for her. Suddenly I was caught by a wave of thoughts and found myself staring at this flesh coloured "monster".
Up till this point I had never had one single thought of ever penetrating myself or being penetrated by anything, but standing there in my lingerie and heels holding her dildo I found myself wanting to feel what a woman felt whilst they moan in exctasy.
Finding the lube I used to fulfill her anal fantasy's previously I applied a generous amount to her 8" dildo with was generously girthy and began rubbing my asshole with it, enjoying the feeling of this cock at my asshole I pushed gently and remember the pain as the head slipped inside me catching me off guard and causing me to clamp down on it.
Once I had calmed down I began to enjoy the feeling of this thing inside me despite feeling shame at the idea of being dressed in lingerie taking a dildo to the ass, needless to say I was soon struggling to fit her dildo inside me and was relieved once I had managed to lower myself down it's entire length.
I came harder than I very had and could feel myself clamping down on the thick long dildo in my ass, feeling empty as I pulled it from my ass and proceeded to clean it not wanting my partner to find out.
Unfortunately I did not have the smart idea to remove the items of lingerie I had been wearing and was caught in the morning by my partner. With a little encouragement she convinced me that it was just a link of mine and was happy to let me wear any of her lingerie whenever I wanted , which was handy due to us both being on the shorter side and both being roughly a size 14 I jumped at the opportunity.
Regularly wearing stockings panties and heels around the apartment I began to feel more and more feminine and as sexy as I viewed the models who drew me to the life of wearing lingerie till one night my partner introduced the idea of pegging me.
Upon hearing this it was very hard to hide the raging hard on that had been growing under my lace boyshorts of which she noticed, at this point she knew the idea turned me on and had already begun sifting through her draws producing the dildo I had previously met and had continued to play with any chance I was alone.
She had me lay on my stomach and placed a pillow under my pelvis to raise my ass slightly making it stick out slightly she commented on how good my ass locked in her panties before telling me to remove them so she could slip a thong on me. Feeling my ass cheeks spread slightly she placed the thing string against my ass as she began reading my stocking clad legs running her hands to my heels back up my thighs to my ass cheeks.
I could feel my asshole opening slightly as she press my ass cheeks and tried to hide me excitement as much as possible. I heard her grab the bottle of lube and felt her hand remove the thong string from covering my asshole leaving me exposed as she poured lube all over my ass and asshole rubbing and grabbing my ass, she spread some of the lube into my asshole and set to work lubing up my secret friend.
A moan escaped my lips as she gently pushed the dildo against my asshole which by now was very accustomed to her 8inch dildo, groaning as with little effort she was able to push her dildo deep inside me.
She commented on how horny I must have been as I took her large dildo so easily something she was not easily able to do in her ass. Which then embarrassingly I confessed of my solo play sessions giving great detail as to how I would sit on her dildo pushing down as hard as I could to feel it push deep inside me.
To my suprise she was not angry but instead told me that watching me take her dildo was the sexiest thing she had ever witnessed and made me feel the wet spot she had left under her pussy. Shamefully I asked her to continue and felt her withdraw the entire dildo from my ass before ramming it deep inside me again smiling wickedly as she made me moan.
She took full control of the situation and had her dildo ramming repeatedly deep inside me making me take it like I had given her so many times till I begged her to allow me to fuck her and release the frustration I had built up.
She made me remain wearing my lingerie and heels and began questioning me as to whether or not I was gay to which I replied no I just enjoyed the feeling of anal stimulation.
Feeling she accepted my explanation i attempted to remove my lingerie to which she told me sternly no as she enjoyed me wearing feminine lingerie, this led to me wearing some form of lingerie nightly to bed and around the apartment so she could comment on how good my ass and legs looked. The comments had no started to become more regular and she took pride in knowing I was wearing sexy panties and would grab my ass whenever she could.
This continued for many days until one night she told me to dress up in my usual lingerie along side a black lace baby doll which made my cock instantly hard. Once I had slipped the badyboll over my head I was in heaven and loved the way I looked in the mirror.
She told me to lay down and proceeded to hand me her phone playing a porno video, she took my extremely hard cock in her mouth as I realised the porn video playing consisting of extremely well hung guy and I mean very well hung having his cock sucked by the sexiest and most convincing transvestite I had ever seen. I found my self enjoying the blowjob I was reviewing despite watching a TV sucking this huge cock.
I told her I wasn't comfortable with what I was watching to which she replied she didn't care as my cock seemed to enjoy the show, she continued to deep throat me as the video took a sudden turn. The guy had now bent the shemale over a bed conveniently positioned in the background and was now running his hands up her thighs. Shocked I began to wonder what that would feel like and could feel myself enjoying the assault my partner was performing on my now straining cock.
Without warning the guy thrust his huge cock into the shemale and I felt a strong desire within want that cock to be penetrating my ass as I was bent over, my girlfriend sensing how turned on I was picked up her pace and my cock exploded in her mouth bringing me to my most intense orgasm ever.
After she cleaned herself up she asked me if I liked the video, although incredibly disgusted with myself I told her truthfully I did but that I found the act of penetration uncontrolably sexy and that I was not interested in the guy apart from curious about his huge dick.
She teased me about being a secret cock slut for a while often talking about getting a guy to fuck me like the slut I was when I would fuck her from behind telling me I want it badly, this led to me fantasising about such situations alot and I began to feel like it was her who wanted me to take cock.
Weeks passed and she kept up her relentless onslaught of teasing by ramming her didlo into me while I was fully dressed in her lingerie calling me a whore telling me she'd love to watch a cock fuck me, which both scared me but turned me on so much as she would tell me how good cock feels and that I would love it alot more than her dildo.
I admitted to her that the idea turned me on but that I was not comfortable with the idea of a guy fucking my ass as I was not gay neither did I want to suck his cock.
It seems she had ignored everything I said apart from the fact it turned me on as she would then have me ride her dildo asking me if that's how I want to fuck me, taking every opportunity she could to whisper in my ear she wants me to feel what it's like to be fucked like a woman and feel a guy cum deep inside me. Asking me if I wanted a big cock deep inside me while she sucked and fucked me to completion
Fast forward to my 28th birthday and she bought me a pair of nude open toe fuck me heels, black stockings with backseam and lace tops, a pair of lace crotchless boyshorts, and a black lace trimmed corset to which the stocking attached too.
She confessed she wanted to make me feel like a sexy feminine woman for my birthday as I often wondered how it felt to be a sexy wanted woman, she encouraged me to remove what little body hair I had and took great pleasure in helping me into my new outfit. I felt amazing the feeling I felt was unlike any I felt before and despite being a male I could almost imagine how incredible it must feel to be a sexy slutty woman taking cock in multiple holes.
It was at this time my partner confessed as to why she bought me the outfit and revealed that she had invited round a guy to fulfil my desire to be treated like a woman, I did not take well to this and regrettably forced her to call the meeting off while we spoke about it.
I confessed that although the idea turned me on I was scared at the prospect of a being with a guy as I had grown up in a very conservative background and all of this was seen as very taboo but deep down that I wanted it more than anything. As to not ruin my birthday we had a night of amazing sex and she had fucked my ass harder than ever before which in my new lingerie felt incredible.
During this night of amazing sex she would fuck my ass and bring up again the idea of a guy fucking my ass teasing my stretched hole with her dildo telling me how had a guy would love to fuck my sexy ass and that my lingerie would drive him crazy.
Deep down I really want to know what my girlfriend feels when I hear her moaning from me dominating her and fucking her hard and deep, and she has begged me multiple times to let her bring guys round to fuck me but part of me is scared and part of me is freaked out that guy on guy sex is gay and I'm not gay but the thought of dressing and pretending to be a woman so a man can fuck me turns me on so much I can barely control it
So that is my fantasy and confession of some sorts. Please let me know your thoughts and wether or not my thoughts on the situation are justified and I would love to know what people's opinions are on letting my partner have her way and let some guy use me as his fuck toy
Thank you for reading
From a young age I had a fascination for women's lingerie. The look and feel were so feminine and sexy I would imagine myself wearing it and feeling as good as the models showing it off.
At around 13-14 I found a pair of lace boyshorts and hold-up stockings in a draw at a friend's house due to my inability to stop myself snooping.
I would wear them at night feeling sexy and turned on as the material would strain against my cock and the stockings would run against my bed sheets this continued for many years until I turned 19 and moved in with my long term girlfriend.
I once told her about my love of lingerie which she accepted but didn't like the idea of me wearing it . I stopped wearing any lingerie during this relationship until 4 years later when I met my now wife.
She loved to dress up and would use any opportunity to do so which I would never complain with. One night she caught me wearing a pair of her lace panties and instead of flying of the handle so to say she calmly asked how long I had been wearing them and why.
Satisfied with my answer she would then day by day tease me more and more during sex about my love of lingerie, often commenting on how much harder my cock would be as she teased me about wearing her panties and hold-up stockings.
One night before bed she produced a pair of open toe black high heel shoes, a pair of black lace boyshorts and a pair of black hold-up stockings complete with red bow and red seam. I commented on how sexy she was going to look in them before she informed me I would be wearing them for the night.
Slightly embarrassed and without much arguement I shyly slipped into the clothes she handed me and quickly hid in bed where she joined me. Running her hands up my legs making me release a noise I couldn't describe from my lips.
Feeling happy with herself she moved her hand to my now painfully erect cock feeling my precum through the fabric and teased me about how turned on I was dressed like a slut.
Needless to say that night I fucked her longer and hard than I was ever able to before and never remembered falling asleep instead waking up the next morning still in my panties stockings and heels. Feeling embarrassed I quickly undressed and avoided the situation for a while.
One night she text me to let me know she would not be coming home due to her being severely drunk. I took the opportunity to dress back in the black slutty clothes she had made me wear and laid in bed running my hands over my lingerie and feeling extremely sexy.
Not wanting to ruin the outfit I slipped my feet into my black sexy heels and tried my best to navigate our small flat. This only turned me on more as I felt the cool air against my stocking clad legs and loving the feeling of my panties against my skin.
Feeling brave I started to rummage through my partner's drawers in search of more panties only to find the dildo I had purchased for her. Suddenly I was caught by a wave of thoughts and found myself staring at this flesh coloured "monster".
Up till this point I had never had one single thought of ever penetrating myself or being penetrated by anything, but standing there in my lingerie and heels holding her dildo I found myself wanting to feel what a woman felt whilst they moan in exctasy.
Finding the lube I used to fulfill her anal fantasy's previously I applied a generous amount to her 8" dildo with was generously girthy and began rubbing my asshole with it, enjoying the feeling of this cock at my asshole I pushed gently and remember the pain as the head slipped inside me catching me off guard and causing me to clamp down on it.
Once I had calmed down I began to enjoy the feeling of this thing inside me despite feeling shame at the idea of being dressed in lingerie taking a dildo to the ass, needless to say I was soon struggling to fit her dildo inside me and was relieved once I had managed to lower myself down it's entire length.
I came harder than I very had and could feel myself clamping down on the thick long dildo in my ass, feeling empty as I pulled it from my ass and proceeded to clean it not wanting my partner to find out.
Unfortunately I did not have the smart idea to remove the items of lingerie I had been wearing and was caught in the morning by my partner. With a little encouragement she convinced me that it was just a link of mine and was happy to let me wear any of her lingerie whenever I wanted , which was handy due to us both being on the shorter side and both being roughly a size 14 I jumped at the opportunity.
Regularly wearing stockings panties and heels around the apartment I began to feel more and more feminine and as sexy as I viewed the models who drew me to the life of wearing lingerie till one night my partner introduced the idea of pegging me.
Upon hearing this it was very hard to hide the raging hard on that had been growing under my lace boyshorts of which she noticed, at this point she knew the idea turned me on and had already begun sifting through her draws producing the dildo I had previously met and had continued to play with any chance I was alone.
She had me lay on my stomach and placed a pillow under my pelvis to raise my ass slightly making it stick out slightly she commented on how good my ass locked in her panties before telling me to remove them so she could slip a thong on me. Feeling my ass cheeks spread slightly she placed the thing string against my ass as she began reading my stocking clad legs running her hands to my heels back up my thighs to my ass cheeks.
I could feel my asshole opening slightly as she press my ass cheeks and tried to hide me excitement as much as possible. I heard her grab the bottle of lube and felt her hand remove the thong string from covering my asshole leaving me exposed as she poured lube all over my ass and asshole rubbing and grabbing my ass, she spread some of the lube into my asshole and set to work lubing up my secret friend.
A moan escaped my lips as she gently pushed the dildo against my asshole which by now was very accustomed to her 8inch dildo, groaning as with little effort she was able to push her dildo deep inside me.
She commented on how horny I must have been as I took her large dildo so easily something she was not easily able to do in her ass. Which then embarrassingly I confessed of my solo play sessions giving great detail as to how I would sit on her dildo pushing down as hard as I could to feel it push deep inside me.
To my suprise she was not angry but instead told me that watching me take her dildo was the sexiest thing she had ever witnessed and made me feel the wet spot she had left under her pussy. Shamefully I asked her to continue and felt her withdraw the entire dildo from my ass before ramming it deep inside me again smiling wickedly as she made me moan.
She took full control of the situation and had her dildo ramming repeatedly deep inside me making me take it like I had given her so many times till I begged her to allow me to fuck her and release the frustration I had built up.
She made me remain wearing my lingerie and heels and began questioning me as to whether or not I was gay to which I replied no I just enjoyed the feeling of anal stimulation.
Feeling she accepted my explanation i attempted to remove my lingerie to which she told me sternly no as she enjoyed me wearing feminine lingerie, this led to me wearing some form of lingerie nightly to bed and around the apartment so she could comment on how good my ass and legs looked. The comments had no started to become more regular and she took pride in knowing I was wearing sexy panties and would grab my ass whenever she could.
This continued for many days until one night she told me to dress up in my usual lingerie along side a black lace baby doll which made my cock instantly hard. Once I had slipped the badyboll over my head I was in heaven and loved the way I looked in the mirror.
She told me to lay down and proceeded to hand me her phone playing a porno video, she took my extremely hard cock in her mouth as I realised the porn video playing consisting of extremely well hung guy and I mean very well hung having his cock sucked by the sexiest and most convincing transvestite I had ever seen. I found my self enjoying the blowjob I was reviewing despite watching a TV sucking this huge cock.
I told her I wasn't comfortable with what I was watching to which she replied she didn't care as my cock seemed to enjoy the show, she continued to deep throat me as the video took a sudden turn. The guy had now bent the shemale over a bed conveniently positioned in the background and was now running his hands up her thighs. Shocked I began to wonder what that would feel like and could feel myself enjoying the assault my partner was performing on my now straining cock.
Without warning the guy thrust his huge cock into the shemale and I felt a strong desire within want that cock to be penetrating my ass as I was bent over, my girlfriend sensing how turned on I was picked up her pace and my cock exploded in her mouth bringing me to my most intense orgasm ever.
After she cleaned herself up she asked me if I liked the video, although incredibly disgusted with myself I told her truthfully I did but that I found the act of penetration uncontrolably sexy and that I was not interested in the guy apart from curious about his huge dick.
She teased me about being a secret cock slut for a while often talking about getting a guy to fuck me like the slut I was when I would fuck her from behind telling me I want it badly, this led to me fantasising about such situations alot and I began to feel like it was her who wanted me to take cock.
Weeks passed and she kept up her relentless onslaught of teasing by ramming her didlo into me while I was fully dressed in her lingerie calling me a whore telling me she'd love to watch a cock fuck me, which both scared me but turned me on so much as she would tell me how good cock feels and that I would love it alot more than her dildo.
I admitted to her that the idea turned me on but that I was not comfortable with the idea of a guy fucking my ass as I was not gay neither did I want to suck his cock.
It seems she had ignored everything I said apart from the fact it turned me on as she would then have me ride her dildo asking me if that's how I want to fuck me, taking every opportunity she could to whisper in my ear she wants me to feel what it's like to be fucked like a woman and feel a guy cum deep inside me. Asking me if I wanted a big cock deep inside me while she sucked and fucked me to completion
Fast forward to my 28th birthday and she bought me a pair of nude open toe fuck me heels, black stockings with backseam and lace tops, a pair of lace crotchless boyshorts, and a black lace trimmed corset to which the stocking attached too.
She confessed she wanted to make me feel like a sexy feminine woman for my birthday as I often wondered how it felt to be a sexy wanted woman, she encouraged me to remove what little body hair I had and took great pleasure in helping me into my new outfit. I felt amazing the feeling I felt was unlike any I felt before and despite being a male I could almost imagine how incredible it must feel to be a sexy slutty woman taking cock in multiple holes.
It was at this time my partner confessed as to why she bought me the outfit and revealed that she had invited round a guy to fulfil my desire to be treated like a woman, I did not take well to this and regrettably forced her to call the meeting off while we spoke about it.
I confessed that although the idea turned me on I was scared at the prospect of a being with a guy as I had grown up in a very conservative background and all of this was seen as very taboo but deep down that I wanted it more than anything. As to not ruin my birthday we had a night of amazing sex and she had fucked my ass harder than ever before which in my new lingerie felt incredible.
During this night of amazing sex she would fuck my ass and bring up again the idea of a guy fucking my ass teasing my stretched hole with her dildo telling me how had a guy would love to fuck my sexy ass and that my lingerie would drive him crazy.
Deep down I really want to know what my girlfriend feels when I hear her moaning from me dominating her and fucking her hard and deep, and she has begged me multiple times to let her bring guys round to fuck me but part of me is scared and part of me is freaked out that guy on guy sex is gay and I'm not gay but the thought of dressing and pretending to be a woman so a man can fuck me turns me on so much I can barely control it
So that is my fantasy and confession of some sorts. Please let me know your thoughts and wether or not my thoughts on the situation are justified and I would love to know what people's opinions are on letting my partner have her way and let some guy use me as his fuck toy
Thank you for reading
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