As I recall now, it was my wife's idea. The local homeowners association was holding its annual Halloween party. The kids get their party on Halloween, and the adults hold one on the Saturday before.
I don't recall whose idea it was, but the wives all got together and planned a skit as the main entertainment. The husbands, at least those with a sense of humor, would dress in drag for the skit. Not just drag, but as hookers.
My wife took a lot of pleasure assembling my attire for the evening. There was the knit red dress, rather short, the hose and garter belt, the bra, wig, and shoes...the whole enchilada.
The night we first tried it all on, in the privacy of our bedroom, ended with some passionate lovemaking. I'm not sure who was more turned on, her or me.
On the night of the actual party, Jeff and I agreed to help each other prepare. We have been neighbors for 10 years, and are best friends. We've done the typical hunting and fishing stuff, and could even be considered confidants, but nothing prepared us for this evening.
We were both a little nervous about the skit. To hide our embarrassment, we choose one of the back rooms at the clubhouse to prepare. There was enough privacy so that we could change clothes. We began with a good tight jock strap, to hide as much as we could, which required us to completely undress. I had planned to wear some whity-tidies underwear, but noticed that Jeff did not, so decided against it. The gel filled bra went on next, closely followed by a rather gaudy girdle and garter belt. Jeff helped me pull it down over my hips. His hand accidentally touched my groin, and he may have detected some wood. I reciprocated in helping Jeff, and realized that we were both a little turned on. When Jeff sat down to put on his stocking, he hiked his leg on another chair. He spread his legs and began to unroll the stocking at his toes. It was easy to see a rather large erection pressing against his jockstrap. What's more, I could see his asshole below the jockstrap. In total shock, I could feel my own manhood beginning to fully harden, and I quickly took my seat and rearranged myself to protect what little dignity remained.
The dress went on next, and I must admit, completed the entire effect. The wig and make-up went last. There was no way we would ever fool anyone, especially with Jeff's moustache and chest hair. That noticeable lump between his lets was another big give away. Jeff always filled out his jeans and swimming suit, so no surprise that is showed now.
There was no mirror so we decided to help each other with the makeup. Jeff took the awkward position and straddled one knee to get close. I spread my legs to accommodate his beefy thighs, and very soon, he was rubbing himself against my throbbing dick. His facial expression never changed, so I was unsure if he knew what he was doing. Every move created more friction, and soon I was feeling out of control.
When it came time for me to reciprocate, I took the same pose, and soon I could feel his erection against my thigh. I should never play poker, because my face told the entire story. I was red with what I thought at first was embarrassment, but it was closer to lust. My jockstrap was not holding anything in place, and my erection was free of the fabric. Jeff continued to move against it, as if he didn't notice it. I was horrified when I looked down and noticed my pre-cum on Jeff's stockings.
Soon, we finished with the makeup. I excused myself and went into the men's room. There was only one stall and one urinal, so I took to a stall for more privacy. I urgently needed to jack off prior to the skit. I pulled up my dress and unhooked my stockings, lowering them and the jock to my ankles. I slid to the edge of the stool and reclined against the tank. My pre-cum was enough lubrication that it took only a few strokes before I released a large load of spunk into the toilet paper. The initial spurt has missed the paper, and had landed on the stockings.
Usually my fantasies run into pretty typical stuff, but today I was only thinking about Jeff. As I cleaned up and flushed the toilet, I was shocked to see Jeff standing at the urinal. His had hiked up the dress and at first looked silly. His back was arched and his eyes closed, and his hands were busy. I could not see much, but was pretty sure he was about to cum.
I washed my hands before I asked "Well, you ready to get this over with?"
"Yes, give me just a second and I'll be right with you."
I waited by the sink to give him some privacy. It took him a few minutes for him wash his hands and join me.
The skit was a lot of fun, and remarkably not erotic in the least. As quickly as possible I wanted out of the clothes. It seemed as if my own manhood were in jeopardy, not to mention how uncomfortable the entire outfit had become.
On the way to the changing room I said, "Man, this girdle is killing me!"
"Believe it or not, the jockstrap is what's chaffing me." Jeff replied.
With the door closed, Jeff pulled it off first, and the effect of his manhood pressing against the dress was very dramatic.
"Now that's quite a show. Too bad the wives aren't here to see it" I said gesturing towards his obvious protrusion.
"You're just jealous" he replied.
"Oh Yeah! Look at this!" I said as I pulled my jock from beneath my dress.
"Man, we're quite a pair. Our wives would truly enjoy this show" I said, laughing and accentuating my own manhood.
Jeff replied "We would have been the hit of any party dressed like this!" He began to twist and writhe to an imaginary beat.
"Hey, take it easy, or you'll stain that dress."
"Just like Bill and Monica" Jeff laughed.
"Well, not exactly. I think there was some head involved there." I joked.
"I thought you were going to stain the dress before we went on stage. You were making some pretty obvious noises in the john." He snorted.
"I thought I was alone, but hey, you looked pretty much into the same thing standing at the urinal." I retorted.
"Hey, lets just call it even, and promise never to tell a living soul."
"You got a deal. Now, let's get out of this stuff." I replied, ending our most unusual conversation yet.
For five months, Jeff never mentioned the drag incident again. I wish that I had put it out of my mind, except that would be a lie. I had frequently relived the entire episode while jacking off. It had become my predominate fantasy, and I often think about Jeff in other, not so 'best-friend' type ways. There was never a hint that Jeff had been thinking the same way, and even the few times when we were alone, it was never mentioned.
I had about convinced myself that nothing would ever come of it when Jeff asked if I would be interested in a weekend fishing trip. We had done this before, but somehow, I knew that nothing was not the same as before. It only took a few seconds for my dick to decide that this was a good idea. I justified the decision that time away from the wife and kids would be a good break. Jeff made some reservations near our favorite fishing river.
Our conversation on the ride out of town was very typical, not the least bit intimate. I had begun to fear that I had misread the situation. After we checked into the hotel, Jeff took the first shift in the bathroom. He came out in some slinky running shorts and a 'wife beater.' He was rather striking.
I decided on a shower to wash off the grime and stress of the day. I searched though my suitcase for that sexy pair of underwear that I had purchased just for tonight. They were a pair of purple nylon bikini briefs. I'm usually a pretty conservative dresser, but a part of my brain was no longer using logic.
As I stepped out of the bathroom, Jeff gave a rather raucous whistle. "Boy, those are pretty wild underwear! I bet Marcia really likes those." Jeff said.
"Yeah, they tend to get her going, especially with a little strip-tease dance for the unveiling." I replied, not all together truthful.
"Well, damn. You cheated me out of the whole effect. Where's the strip-tease?"
"I didn't know you cared, but I can go back and do it right" I joked.
"Forget it now, I've seen the goods already. The mood is gone."
We each lay on our beds, neither covering our bodies. Eventually, our conversation came around to the Halloween party incident.
Jeff said "You know, you were pretty sexy in that hooker outfit. I bet you and Marcia really had some fun afterwards" he smirked.
"Not as much as you might think. I was pretty turned on that night, and she was accommodating, but not what you might think."
"You know, I was hotter than a pistol that night, but the effects were short lived." Jeff reminisced.
"Do you ever think about that night? It was pretty wild." Jeff asked.
"Well, now that you've asked, yes, it comes up in my mind every so often" I replied.
"I bet not just in your mind. If I remember right, you were pretty worked up in the dressing room."
"Hey, that's a two-way street, you know. It was pretty much both of us" I said.
"As long as we're both sworn to secrecy, have you ever tried on the outfit again? I mean, just for fun?" Jeff asked.
"Just once, when Marcia was out of town, but it wasn't the same."
It got sort of quiet, and we watched some more television. "I think I need a shower" Jeff stated.
"Yeah, I must admit it felt pretty good. I was tempted to take a bath myself."
"You know, that does sound relaxing."
Jeff went on and took his bath, and I quietly watched television. I began to feel the urgent need to pee. I went to knock on the bathroom door, and found it ajar.
"Man, I've got to pee. Do you mind?" I asked.
"Go ahead, it's 'ok'" Jeff replied.
Jeff was sitting in the bathtub, which directly faced me as I stood at the toilet. "Be careful where you point that thing" Jeff teased.
I looked over, and to my surprise, Jeff had a full erection hiding behind his cupped hands. "I could say the same thing to you" I said as I swiveled and aimed my dick at him.
I quickly turned back as my steam hit the bowl. Jeff, oddly enough, did not take his eyes off my dick. I can feel his eyes on me and begin to harden. I'm standing there, done, but can't quite move. In the corner of my eye, I can see that Jeff is no longer hiding his erection, but stroking it. In a panic, knee jerk reaction, I flee the bathroom.
"You forgot to flush" Jeff yells from the bathroom.
I return for the courteous response, and reach to flush. My tiny underwear is barely able to contain my manhood, stretched to the breaking point. I can't help but look at Jeff, smiling at my awkward response to his presence.
Again, there was a pause in which I'm not sure what to do next. Jeff is not being blatant, but is certainly giving me the look of being welcome. His next line was so corny that I almost laughed.
"Would you wash my back while you're here?" he asked.
I wanted to run again, but didn't. He handed me the soap, scooted forward in the tub. I lathered up my hands and began to wash his back. It was more of a sudsy back rub, and he commented with his groans that he needed the attention.
"Man that feels great, Would you consider a back rub? I'm really tight and it would help me sleep."
"As long as I get one too," I said as I left.
I heard Jeff finish up, and come into the room with only a towel. He lay on his bed, face down, and put his arms at his sides, clearly ready for his rubdown. I found the hand lotion, and moved closer. Standing beside the bed, I squirted lotion on his back, making him jump as the coldness hit his skin. I was rather timid at first, spreading the lotion around.
"Come on, I need a real rub." Jeff said.
I put my knees on the double bed, getting closer, and began to really kneed his muscles. I wanted to rub from shoulder to waist, so I straddled his butt. From this angle I could really get some motion going, but the towel kept slipping. Jeff reached behind and removed the towel, leaving him naked. I felt like a fly in the spider's web, ready for the meal to begin, but realizing I was the main course, and yet it didn't matter. I no long held the illusion that this was innocent play, but a highly erotic game that required no one to be considered as weaker or victim.
I resisted the temptation to move lower, only to hear him command "Lower."
I slipped off his butt and worked his upper thigh and butt. He spread his legs, and I could see his testicles. I was enjoying the play, and began to get more daring in my manipulations. I slid forwards again to finish with his shoulders, and could feel his warm moist skin below me. My own harness ached as I stretched for his shoulders. My hardness rubbed in the cleft of his cheeks.
When I was done, I simply stood up and laid down, face down, on my bed. Without words, Jeff grabbed the lotion, and began to climb on the bed. "You've got to remove those fancy underwear first."
I attempt to slip it off while lying down, but encountered difficulty freeing my erection. Finally untangled, I slipped them down and off. I can feel the warmth of Jeff's body as he straddles my butt. The cold lotion wakes me from the sexual dream, back to reality. Jeff begins to move the lotion around, and begins with amazing skill to rub my back. As he leans forward, I can feel his dick between our bodies. I couldn't help but spread my legs, as if some basic instinct had overtaken my body.
Jeff slid lower and began on my thighs and ass. He expertly messages my round glutes and moved closer and closer to my anus. It became a game, one in which we created enormous sexual energy. I was not expecting his next command.
"Roll over" said very simply. I knew this was my last change to back out, and hesitated. If he touches me there, everything will change. Finally, unwilling to let it end, I rolled over. Jeff put some lotion on his hands, slid forward and straddled my legs, began to message my chest. The motion caused our two hard dicks to touch and rub against each other. He moved lower to my tummy, and I missed the feel of his cock. He completely ignored my leaking, purple-headed monster, and moved down my hips, thighs, and finally feet.
He sat at my feet, smiling an evil grin. I was so worked up, that a smile wasn't possible. I began to reach for my cock, to relieve that awful buildup of tension. He moved my hands away, still smiling, and in one quick move, lowered his head, and took the clear drop with his tongue.
My body arched with the desire to penetrate. Jeff was very coy and playful. He slowly swirled his tongue around the ridge of the crown, all the while looking in my eyes. It was as if he could see the hidden, forbidden desire inside me. He licked me like a dripping ice cream cone, and suddenly the smile was replace by my hard cock. I would have never thought Jeff knew how to suck cock, but he was an expert at that moment. His hands found my nipples, an area my wife had never explored. I was quickly transported to the point of no return, when he suddenly stopped. As quickly as he began, he stopped and lay beside me, his erection pointing to the ceiling.
Now what? I laid quietly, my brain trying to pierce the fog of lust. It was suddenly clear that if I wanted Jeff to get me off, I was going to reciprocate. I carefully moved my lift hand and for the first time in my life, touch and felt an erect penis. I could feel the heat from the silky, spongy hardness. There was pre-cum at the tip, and I spread it around the crown. I stroked the shaft and then moved to his hairy balls. They were large, and he spread his legs to give me better access. I lifted them and rolled them in my palm.
I moved to get closer. I could smell his sexual scent, and she his hardness in all its glory, throbbing veins and heat. I looked at all the details, the slit, pre-cum, corona ridge. He was about 7" in length, and a slight curve to the right. He had his hands behind his head, and that smile, daring me to explore.
It seemed like slow motion as I lowered my lips. The pre-cum was slick, but held little taste, I spread it around with my tongue. The musky male sexual odor was like pure energy, and I suddenly engulfed him, but failing to take very much before I felt the gag reflex. I use a piston motion in an amateurish attempt to bring pleasure.
"Watch the teeth, slow down, yes there" were his instructional commands. I had to pull a hair from between my teeth, but kept on going. I used my hands to explore other parts of his body, and Jeff gave me free rein. His balls held particular interest to me, and decided to suck them awhile. The hair was intimidating but managed to enjoy the texture and taste. In a brave sudden move, I shifted my body over Jeff, putting my dick near his face, as I returned to his raging erection.
I felt his hands first, exploring my nether regions. It was almost too much, both receiving and giving at the same time, already at such a heightened sexual level. Jeff merely toyed with me as I began to move in earnest to get him off. My hands were occupied just holding me up, but my mouth was giving his dick a thorough blowjob.
I could sense his body tensing up as he approach orgasm. His hips moved in motion with my mouth, and I could actually see his balls pull up against his body. His groans were increasing in volume, and I knew he was close. Being my first time, I had more desire to watch his cum fly than swallow it, so I sat on his chest and used a hand to finish the job. I've seen porno movies, but there was nothing to prepare me for the real thing. Jeff curled his toes, arched his back and screamed as his first volley of cum him me in the chest. It was more clear fluid than the next several spurts, which covered us both in creamy semen. Finally, is just oozed over his cock and my hand.
I suddenly realize that I'm pretty heavy sitting on Jeff's chest, and move to the side. I've never felt such an ache and an urgent need to cum in my life. It took Jeff several minutes to catch his breath and recover, but was soon moving closer to my center. He began to nibble on my nipples, sending me wild. His tongue worked a trail down my tummy, giving me goose bumps from head to foot. He licked his way past my dick and went for my balls. I spread wide, wanting to be taken and devoured.
If I hadn't known Jeff for years, I could have sworn that he was a professional at this. He moved with precession as he bathed them, and then found a spot below them that I never knew existed. Pre-cum was covering my dick as he worked me with his tongue. He worked further up until he found my cock. He took my hardness in his hands and slapped his own face, torturing me as my pre-cum left sticky spots on his cheeks. I needed to be inside his mouth so bad that I tried to force his mouth there, but he avoided being trapped. He nibbled the sides, stroked it with his fingers, brushed his hair along the sensitive surface, until finally and suddenly, he took me in his mouth.
Words came out of my mouth that I didn't even recognize as my own voice. My sexual peek felt as if I was 18 again, and a virgin to boot. It actually hurt as cum rose in the shaft and spurted directly onto Jeff's face. He used my cock to rub it in, and the second and third spurt was in his hair and forehead. I didn't think I had that much cum inside me as I watched it drip from his face and ooze from the shaft.
We were both absolutely covered in cum, and the room smelled of hot raw sex. I was totally exhausted and could not even rise to clean up. It was all I could do to pull to covers over us both before I passed out for the night.
The next morning, the lights in the room were still on. There was crusty stuff all over me, and even I was aghast at the smell. I quietly peeled back the sheets and attempted to slip out of bed. I must have peed a gallon, and it felt so good to be relieved of the pressure. I stepped immediately into shower and washed the grime away. I was confused about what Jeff and I had done, and trying to sort it out when I felt Jeff join me in the shower.
"Thought you might need some help washing your back" he stated.
"Isn't that how we got into this situation?" I asked.
"It wasn't that simple. I've been thinking about this since Halloween, but wasn't sure how and when to make it happen" he said as his soapy hand found my butt.
"I've been thinking about it to, but had convinced myself that you weren't interested, and frankly, wasn't sure I could handle it."
"Well, you handled it just fine last night" he said as his hand reached in front and grabbed my soft cock. I could feel his warmth as he pressed against my back. His hand expertly brought me to full erection. The hot water cascading over us made for a very sensual encounter. Slowly, Jeff went to his knees and kissed my ass, then turned me around, and took my hardness in his mouth. I pulled his off in a few minutes, not wanting to cum that fast.
It was my turn to wash his body. I began at the top and worked my way down, exploring ever crevice, pit, nipple and navel. Skipping the obvious, I turned his around and was quickly at his ass. After soaping and rinsing, I moved closer with my tongue, intent on finding his most sensitive spot. Jeff leaned forward, hands against the tile wall, and exposed his ass to me. Knowing it was clean helped me take the leap and put my tongue right on his rosebud. I could feel Jeff push against me, wanting and needing more. I pushed past the outermost ring, but had to replace my tired tongue with a finger. Freshly soaped, I inserted to the first knuckle, then the second, and finally the whole finger. More soap and a second finger was added. I washed the whole area again and suggested we move back to the bed.
Jeff took the inferior position on all fours, waiting to be taken. Lacking adequate supplies, I used hand lotion to ease the way, working the fingers back inside him. Finally, I took him swiftly, almost to the hilt on the first plunge. It was warmer and tighter than anyplace I had ever been. Lust filled my head as I grabbed his hips and began to thrust in what could only be called a 'fuck frenzy.' Lacking a condom, I withdrew and pounded my dick till I shot cum all over his back. Only then did I realize that he had cum at the same time, below me, all over the bed.
Jeff walked a little funny as we left the room for the restaurant. Our fishing was fantastic, but I could hardly wait to be back at the room. Jeff and I have a new relationship, but primarily are friends with a new dimension to our friendship. The term 'fuck buddies' seems so crude, but may be the best label to describe our new friendship.
Comments, suggestions? I always enjoy e-mails from readers. contact me at riverrat56@hotmail.com