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Lingerie Obsession

Posted by: Age: 53 Posted on: 10 comments
15 likes 23 views Category: Masturbation Male Solo Tags: Crossdressing, cum-eating, hung, dildo

My recent fascination with crossdressing and cum eating.


I'll begin my stating I'm as hard as a rock as I begin to type this  (my first and probably last?!) story as the thought of the recent memory is an incredible turn on. I'm a middle age married man with a beautiful wife, though I also have had a healthy obsession with masturbation since my teens.  I've always assumed that most men do, but have never had the conversation with even the closest of friends.  My wife has caught me several times through our marriage and though it doesn't seem to bother her, it's something I try hard to keep relatively private.

As our kids are now out of the house, I do look forward to the times she is gone that I can walk through the house naked, semi-hard at the feeling of freedom and mild exhibitionism.   I'll plan long masturbation sessions when she is out of town, sometimes actually going to the point of putting a secret schedule of it on my phone.  I'll edge off and on sometimes for hours watching porn or reading stories, all leading up to an incredible orgasm.

 

At the risk of pride, I'm in very good shape for a man my age and have an incredible cock.  I'm tall, fit, good looking and work out 3-4 times a week.  I never really knew how big my cock was in comparison until college when I began having sex with women.  They would tell me how "blessed" I was and that my rock hard, cut, true 9" cock was at the top end of the curve.  Having no easy access to porn back then and seeing other guys cocks, I had to take them at their word.  So through the years, I grew a better appreciation for my tool and would really enjoy stroking it....sometimes double fisting it.  There was actually a brief time in my late teens and early twenties when I had the flexibility to get the head in my mouth while lying on my back and swinging my legs over my head---I can still recall that incredible sensation of sucking my own cock, several times sucking and stroking to the point of cumming in my mouth.  Wow.

 

 

So through the years, I'd experimented with all sorts of masturbation to increase the turn on.  I'd go for a run in the woods and have some lube packed in my shorts, find a secluded spot and get completely naked and jack off in the sun.   I've gone to work meetings and love walking around naked in my hotel room, again being semi-hard at the thought of being seen through my window.  After a few drinks I'd even come back and light some candles,  jacking off with the windows wide open, hard as a rock at the thought of being seen.  I've even been brave enough a couple times on a very high floor to stand up in the window and literally jack off openly right in front of the hotel window.   Actually opened my door once late at night and stepped into the hallway naked, finishing off a long edging session by cumming, looking straight down an empty hall with my huge cock and handful of cum in my hand.

 

 

So these memories are all just leading to my most recent obsessions: lingerie and dildo's. I've always considered myself straight, but in recent years I've began having an obsession with other cocks. I've switched up my porn a bit to watching other men masturbate, fascinated at huge cumshots and hung lubed up cocks.  This has led me to sometimes seeing crossdressing men masturbating and that turn on was overwhelming.  I had to try it.   So I recently went to our local porn store and found myself browsing through all the women's lingerie and sexy outfits.  I certainly felt embarrassed checking out and buying an assortment of XL lingerie, panties, slips, etc....assuming the woman behind the counter could tell I was buying them for myself and not a woman.  I could not wait to get home with my new found wardrobe.  I can recall the first time I slipped on this gorgeous pair of white mesh stockings with matching garter and panties---I hardly needed to touch myself before I came.  It has progressed into a complete wardrobe I've hidden away for when my wife is gone.  Now when I walk around the house it's in my favorite recent outfit, just rock hard in anticipation of looking at myself in the mirror while I stroke myself.  I don't go to the point of wigs or high heels but the sexiness of seeing my huge cock pointing out of a camisole or slip is mind blowing.  

 

 

I've also begun fingering my ass a little during masturbation in recent years as well, again not feeling "gay" or wanting anal sex but it simply felt good. That has progressed into small dildo's and vibrators (also purchased at my favorite little lingerie place) which have also increased the intensity of my orgasms.  Lastly, I've developed an obsession with my own cum to the point of actually saving it. It actually began with reading one of the stories here on this site and the thought of it sounded incredibly erotic. It brought me back to the days of sucking my own cock, and even though I can't do that any longer, tasting my own cum has been a turn on.  So several months back, I started cumming into a small sealable container that I'd keep in the back of one of our freezers.  My wife would never find it in this location and every time the level started getting a little higher, I kept fantasizing about the day I'd use it.  I didn't know how or when but it had gotten to the point of being a pretty good amount after about 25-30 cumshots.

 

 

So this all leads up to last week.  My wife was out of town and I had one entire day with no work, no plans, nothing on my calendar except for this glorious day of masturbation.   It was actually a nice sunny day out as well so I decided to add some exhibitionistic anticipation to the mix.  After trimming my pubic hair very short, I took a nice hot shower and shaved my balls crotch clean. I stroked hard in the shower with oil but not to completion--this would start the edging process.  I got out of the shower and put on my favorite pair of purple crotchless panties, sticking my still hard cock through the opening.  I then put on my shorts/t-short and sandals and went to the grocery store, excited at no one knowing what was under my bulging shorts.  I went into the restroom stall and stroked a little more, again building up my cumload.   Back home, I stripped down again and then put on a full body black fishnet outfit.  I didn't think I could take much more but I tried hard to not just finish right then and there.  I put on some porn on my big screen TV of men in lingerie masturbating.   At this point I got my container of cum from the freezer to let it start thawing out (I actually put it in a little warm water, knowing I wouldn't last too much longer).  I wasn't sure what I'd be doing with it and how I'd use it but I wanted it close be.  So I'm on my back with my huge glistening cock coming out of my bodysuit, stroking off and on, one of my vibrators working on my shaved balls and another dildo in my ass.  I was actually getting dizzy from the excitement and all my blood obviously in my groin.  So then I did something I'd never tried before because it just came to me looking at some pillows across the room, and oh my was it worth the vision.  I stacked a couple pillows on the floor, and positioned my favorite vibrator straight up out of the pillows, and slowly slowly kneeled over the pillows with the vibrator sliding into my already well lubricated ass.  I only needed to ride up and down an inch or two for the sensation to really hit me.  Now I'm double fisting stroking my cock, with a huge amount of both oil and water soluble lube at my disposal.  I'm looking at these gorgeous cocks in front of me on the TV in lingerie while I'm stroking my own huge cock, trying so hard to not cum.  I'm in a frenzy and I now recall my saved cum a few feet away.  I slide off the vibrator and grab my container, opening it to find a nice warm pool of my saved up semen....the sight and smell of it is intoxicating.  For whatever reason, I stripped out of my black body stocking wanting to be completely naked now.  I kneeled back over the vibrator and lubed back up, my cock as hard as it's been in years.  I'm in heaven.  At this point my instinct was to take the entire container of cum and slowly pour it down my chest....it was everywhere.....I licked it from my fingers now, tasting it and then alternately using it as lube on my cock.  I rubbed it on my legs, arms, chest and massaged my balls with it as the vibrator was sending waves up my spine.  There was no turning back....I tried hard to keep the stroking slow and even, both hands, but steady.   The next thing I knew my body was convulsing, and I began moaning uncontrollably.  I looked down at my cock swelling and ready to burst as I kept slowly teasing myself.  The next thing I new my creamy white cum began just flowing from my cock like it hasn't since I was much younger.  I was in ecstasy for what seemed like 30 seconds until the throes of my orgasm began to ebb...still shaking for another minute or so before I climbed off the vibrator.  That was most definitely one of the best orgasms of my life, and certainly the best on my own.

 

 

I'm not sure how I top that the next time I have extended time home alone, but the anticipation of new lingerie and saving my cum for a few months again has me hard just thinking about it.  Stay tuned I guess?!

 

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