It all started one day when my wife would be out for the day and I had settled down to surf the net looking for transgender sites, I was only dressed in a black lace garter belt, black hose and high heeled black pumps. I had just found a promising site and my cock was getting hard, as I started jerking off the phone rang, I almost decided to ignore it but luckily I answered it.
It was my best friend Mike, he was working on his car and needed a hand as he couldn't hold the part in place and tighten the nuts at the same time, his wife Candace, a nurse, was at work and he asked if I could help him out, he assured me it would only take a few minutes and only living a short distance away I said I would be there in a few minutes. Thinking I would be back soon to the transgendered honeys I decided to just throw on a pair of jeans, T shirt and a pair of sneakers. Instead of getting changed. I drove over to Mike's house and found him under his car he thanked me for coming to help and showed me what needed doing. As he held the part in place I reached over the front fender and tightened the nuts. It only took a few seconds and Mike climbed out from under the car inviting me in for a beer as he went to get cleaned up, I got 2 beers from the refrigerator and sat at the kitchen table, Mike returned from the bathroom and sat down and took a long swig from his beer and I noticed him staring at me. I asked him what was wrong and he asked me how long had I been wearing women's underwear, my heart leapt into my throat and a thousand things started going through my mind, how did he know, I don't know what your talking about, I answered.
He said I got a good look at your ankles whilst I was under the car, I saw you were wearing pantyhose, How stupid could I be, Mike could tell from the look on my face I had been caught out, but he reassured me that he was cool with it and not to worry as he would keep my little secret.
We got to talking about how I started dressing up and how good it made me feel when I jerked off or on the rare occasion fucked my wife whilst wearing a bra, stockings/pantyhose and high heels. Mike then asked if he could see what I was wearing now, I was a bit apprehensive but without thinking too much about it I thought "why the fuck not," I took off the T shirt, undid my jeans pulling them down as I kicked off my sneakers and there I was standing in front of my best friend wearing just black hose and black garter belt, my cock semi hard from all the talk about sex and dressing up.
Mike stood and looked at me for a few moments and said I looked sexy and he just had to try this himself, he said his wife didn't have any stockings, but being a nurse she had a ready supply of pantyhose, I told him I preferred pantyhose, as they feel great on my hips and ass, but they restrict access to my cock when I'm jerking off, I told him to get a pair of hose and I would cut a hole in the front for his cock and balls so he could jerk off.
I had never really thought about sex with another guy, but watching Mike strip off and put the tan hose on gave me an enormous boner, especially when I saw his cock which was about the same as mine, about 7 inches, I knelt down behind Mike and helped him pull up the hose, running my hands up and down his legs and butt. He said this feels fantastic and he loved the feeling of my hands rubbing him, he turned around and started jerking his cock and said he wouldn't last long at this rate.
I grabbed his hand to stop him and pulled his hand away from his cock and without thinking I opened my mouth and took his cock into my mouth and started to suck him off. I couldn't believe I was dressed in a garter and hose, on my knees sucking my friend's cock, whilst he had on a pair of his wife's pantyhose.
Mike came quickly, filling my mouth with his hot cum and I swallowed the lot, I sat back on my heels contemplating what I had just done and where our friendship would go now, when Mike suggested we go to the bedroom and get comfortable whilst he repaid the favour, I didn't hesitate for a second and we were soon on the bed, Mike sucking my cock like a pro.
Mike was doing a great job and I was getting ready to blow when we heard a gasp and a "what the fuck are you pair doing"
It was Mike's wife Candace home early from work standing in the doorway in her nurses uniform. I almost died and crawled up my own ass, but Mike stood up and said "what does it look like I'm wearing your hose and sucking Tim's cock and you better get your uniform off and join me before he cums"
Candace undid the zip in the front of her uniform letting it fall to the ground and wearing just a white lace bra and white pantyhose she moved to the bed and joined her husband in sucking my cock, sharing it like two kids with one ice cream cone.
As Candace continued sucking my cock and balls Mike ripped her pantyhose giving him access to her cunt , as he started to lick her out I took Mike's cock back in my mouth and competed the daisy chain, all of us sucking and licking each other.
After we had all cum Mike wanted to fuck Candace and I had an idea, I got Mike to lie on his back at the corner of the bed with his feet still on the floor and then Candace with her back to Mike and straddle his cock and lean back onto Mike's chest, this exposed their cock and cunt and I got on my knees and started licking Mike's balls and shaft as it plunged into Candace's hot cunt and when I started to lick her labia and clit Candace exploded and bucked up and down on Mike's shaft for all she was worth, Mike started to cum as Candace's orgasm subsided and he shot his load into her steaming box and I pulled Mike's shrinking prick into my mouth and sucked and licked all of their cum.
After I had cleaned all of the fuck juices from Mike's shrinking cock we all laid back on the bed to rest and I started to think about what we had just done, this was all new to me as I had never had sex with more than one person at a time and had been faithful to my wife.
Here we were dressed in pantyhose and stockings, Mike & Candace were kissing passionately and all I could think of was I really a "cross-dressing, bi-sexual cock sucker"
Candace turned to give me a kiss and thanked me for a great orgasm and she looked at me and asked what was wrong, I told her I was feeling guilty about cheating on my wife, Alice, and was a bit embarrassed about being dressed the way I was. Candace assured me I looked great and she would love to dress me up in even sexier underwear some other time.
She also told me Alice didn't have to know if I didn't want her to and she might try and talk her into joining us.
I told Mike & Candace that Alice & I sometimes had sex whilst we were both dressed up but I doubted that she would agree to join us.
After a visit to the bathroom to clean up and another couple of beers each we were all feeling relaxed and ready for some more, Candace apologised to both of us for not having any sexy underwear for us all to wear, only some basic bra & panty sets and pantyhose and she only had 2 pairs of high heels that wouldn't fit either of us. I said I had a modest collection at home that would fit Mike and I was sure Alice had lots that would fit Candace.
I hurried home and grabbed my stash of clothes from the back of the wardrobe and then opened Alice's lingerie draw and selected a beautiful cream bra and suspender set along with matching stockings.
I raced back to their house with my bag of goodies and they were both surprised with the assortment of things I had.
Candace was delighted with Alice's clothes and quickly put them on along with a pair of high heels, both Mike and I were engrossed watching her parade in front of the wardrobe mirror, Candace turned to us and said " well lets see what we have in that bag for you two horny bitches".
I had black, white & tan pantyhose, bras, suspenders, assorted stockings, 2 pair of high heels, a black bustier, some lube and a 6 inch strap on dildo.
Alice had used the dildo on me a couple of times and Candace squealed with delight when she saw it and promised to put it to good use later.
I selected the bustier, black pumps and some black stay up stockings with a 4 inch lace top. Mike took some tan pantyhose, the other pair of high heels and a white bra. I guess he was still a bit apprehensive when choosing an outfit.
Mike teetered on the heels and almost fell a few times and decided it was safer to sit on the bed; I on the other hand had no problems as I had lots of practise strutting around my bedroom.
Candace was running her hands all over my legs and torso whilst kissing me and pushed me on the bed and said she couldn't wait to suck my slutty cock and pounced on me in a sixty nine position, as she engulfed my hot rod, I started licking, sucking and nibbling her clit and pussy lips.
She smelt and tasted great and we were both really getting into it, Candace was alternating between licking my balls and deep throating my cock all the while she was rubbing my back and legs, slipping her hands between my stocking tops and my thighs and I was burying my face in her sweet pussy.
Mike was getting hot watching us and started to kiss and caress Candace's butt, he spread her ass cheeks and started to lick her ass hole and tongue fuck her hole. Candace was starting to go wild and I thought she would bite my cock right off when Mike started fingering her ass, Candace bucked back against his finger and he slipped another one in and picked up the tempo.
I slipped out from under Candace when Mike grabbed the lube and greased up her hole, I grabbed Mike's cock and went down on him giving him a good tongue lashing and when his cock felt like it was going to explode I pulled it out of my mouth and guided it towards Candace's puckering brown hole.
Candace was moaning softly as Mike's prick slowly inched its way into her bowels, he gently pushed into her until he was in to the hilt and then slowly began fucking her, Candace's moaning increased and I moved up and began kissing her passionately, as Mike continued she said how good the cock felt up her arse and how horny she felt. ( I later found out this was the first time for her ) Mike picked Candace up and rolled her over and laid on his back on the bed, his cock still firmly planted up Candace's ass hole, I moved down and licked her clit a few times whilst caressing their hose covered legs and Candace yelled for me to fuck her cunt, I plunged in and after a few strokes we found our rhythm, it was a great sensation being enveloped by Candace's pussy and feeling Mike's prick sliding in and out next to mine. Mike must have been feeling the same as me as he blew his load inside her ass and after a few more strokes I pulled out and deposited my load all over her pussy and pubic hair.
Mike hopped into the shower to clean up and Candace and I cuddled, running our hands over each others silky clad bodies, I slipped down and began licking my cum from her pussy, flicking her clit and rubbing my fingers around her ass hole, Candace pulled me up to her and tongue kissed me sharing my sperm and her juices. After a while Candace asked me if I had ever been fucked up the arse and if Alice had really used the dildo on me, I told her Alice had and I loved it, but I had never been fucked with a real dick.
When Mike had finished in the shower, Candace then took her turn in there and Mike lay on the bed next to me and started putting on some different stockings and he said he had overheard us talking as he was getting dried, and he would love to take my anal cherry, I eagerly agreed and he started kissing me and moving down my body and took my cock in his mouth and began working on bringing me to the boil.
When my cock was as hard as it had ever been he rolled me over, slapped my ass and said "get ready Bitch here it comes". He lubed my hole with his fingers and began stretching it out, it felt great and then I felt his hot cock head pushing past my sphincter and his dick slowly sliding up my shit chute, I was used to a cool plastic dildo and the heat from his prick was unbelievable, I felt like I was on fire but I still didn't want him to pull it out either.
Mike was gently fucking me when Candace came out of the bathroom and said " I leave for a few minutes and you pair of cock sucking sluts can't keep your dicks out of each other"
I was laying on my back with my ass full of dick and my high heels up in the air feeling great, when Candace started licking my ankles and calf's, wetting my stockings with her saliva, she sucked the heal of my shoe like it was a dick and then took it off and started licking my toes and caressing my legs, moving up my thigh until she got to my stocking tops and then moved down to my cock and took my shrunken dick into her mouth and revived it to its full length, all the while Mike was ploughing my ass with his hot cock, shortly after he pulled out and deposited a load of sticky come all over my balls and cock, which Candace quickly cleaned up.
I laid on the bed spent with my ass hole burning from a great fuck, when Candace said "get ready its my turn Bitch", I looked over and there she was with the strap on dildo around her waist moving towards my ass.
Mike said 'well I guess its my turn to suck you off while she fucks your ass"
I don't know how I ever walked out to my car later that day but I sure was one satisfied cock slut.