Panty Boys

An unexpected gay encounter between me who like women's panties

Since I discovered my mother’s underwear drawer as a teen I’ve loved playing with women’s panties. I love the soft feel of the thin cloth taut over my straining hard erection and how sexy my cock looks in them. I later discovered boys at school and university who liked wearing girly panties. I’m now married and “borrow” my wife’s and my seventeen year old daughter’s panties but it had been a long time since I met a man who shared my kinky fetish.

That changed one day when I visited one of business clients, a guy about my age, early forties in his office. I’ll call him Steve (name changed). We were discussing his affairs when he went to get some documents from a cupboard. When he opened the door some magazines fell out, together with some pairs of women’s panties. I saw that the title of the magazines was “Panty Boys” and the cover pictures were of hunky young men naked except for women’s panties.

I couldn’t help picking a magazine up and leafing through it. It was full of pictures of men, naked or in women’s underwear, some in stockings and high heels too. All were all in extremely erotic leg-spreading, cock- and ass- thrusting poses displaying erect penises and muscular asses viewed from every angle.

A big centrefold showed a bearded guy looking thirties naked except for women’s red high heels, sheer black stockings and little white cotton panties like my daughter wears to school stretched round his spread thighs below an impressive erect cock and hairy balls. His hips were rammed forward and his hand was wrapped round his cock shaft obviously masturbating. The camera had caught his ejaculated semen spurting from his big cock head.

As you’d expect poor Steve was very embarrassed. But I saw an opportunity.

“Are you into wearing women’s panties?” I asked.

Somehow, as our eyes met we understood each other. A smile appeared on his face. He reached down and unzipped and unbuttoned his business suit trousers then pulled them down round his thighs. I saw he was wearing rather brief women’s creamy white satin panties with pink embroidered hems and a little pink decorative bow at the front. He spread his legs and nudged his hips toward me. The thin cloth showed the bulge of his balls and the outline of a decent sized penis shaft and head.

“They’re my wife’s used panties,” Steve said. “She doesn’t know I wear them.”

I couldn’t resist reaching down to feel his cock and balls through his panties. He was obviously pleasantly surprised and liked it when I gently caressed his balls with my fingertips. I slipped my hand down inside his panties. His penis was already stiffening and I could feel his cock and balls were smooth and hairless. I pulled the front of his panties down. His penis bounced out and stuck out horizontally in front of him swinging stiffly. It was quite big even half erect and its big grey-purple head was out. I felt it stiffening more in my hand as I fondled it.

I’m straight and I love feeling my wife’s hairy pussy and getting a peep of my daughter’s young cunt when I can but I felt an erotic thrill at touching another man’s genitals. Back at my all boys school and at university I’d found if hard to get a girl. But I’d soon encountered other boys as sexually frustrated as me and ready for anything our hungry young cocks could get. We’d relieved our frustrations with each other masturbating each other, orally pleasuring each other and rubbing our excited cocks together to cum. As I felt Steve’s stiffening penis and balls the guilty excitement of those boy on boy romps flooded back to me.

“Are you wearing panties too?” Steve asked.

I wasn’t. I was in fairly skimpy grey cotton briefs. I undid and dropped my trousers. My penis was mostly erect and pushing out my briefs in a cone over the by now erection-swollen head of my penis. Now Steve’s hand went down and started feeling my cock and balls through my briefs. Looking down I saw a little wet patch of pre-cum where my briefs stretched over my cock head. A moment later he’d pulled my briefs down round my thighs and my hard cock was out bending up from my hairy balls so my cock head was pointing straight up. He had a good long feel of my sex kit. He seemed to enjoy ruffling my thick pubic hair.

“My wife asks me to shave all my pubic hair off,” Clive said. “I love your hairy cock!”

He was getting more and more excited. He fondled my bum, ran his fingers down my ass crack and reached right under me to finger my anus and my balls from behind. Then he squatted down in front of me. He licked my cock head and shaft then took my cock head into his mouth and licked and massaged it with his tongue and lips. My hips thrust forward as my body tried to involuntarily ram my cock as far down histeve’s throat as it could. But Steve’s lips slid off my cock, leaving it quivering and feeling stiff enough to snap. Still squatting in front of me Steve looked up at me and said softly:

“I’ve never played with another man’s cock before or had my own cock touched by a man.”

He clearly hadn’t been to the kind of all boys school I went to where we were all at it.

“Do you want a wank?” I asked Steve, forming my thumb and forefinger into a ring and bobbing it the length and angle of a boy’s erect cock.

That hand gesture was how boys at my school invited other boys to join them in a school toilet stall and to add a couple of fresh semen stains to the stall wall. At my school I’d earned a reputation of giving good hand jobs.

“Will you do something for me?” Steve asked, standing.

“What?” I was in the mood for almost anything with this kinky boy, including taking his virgin ass.

“Will you wank me through my knickers?”

As he spoke, anticipating my reply Steve leaned back against his desk, arching his back to thrust his hips forward and spreading his legs. His own penis was fully erect with the thin almost translucent cloth of his panties bulging in a huge ridge showing the outline of his penis shaft and head in fine detail with his smooth balls showing where his straining erection had pushed his panties out from his body. Steve was so excited he was trembling.

I used to like wanking through my mother’s panties and I once knew a girl who liked to be finger-fucked to orgasm through her panties saying it took longer and gave her a more intense climax. I had no objection to fulfilling Steve’s panty fetish.

From my early experiences I knew what boys like. I got beside him so close my cock head was poking and rubbing Steve’s naked thigh. I caressed his panty-clad buttocks and his naked inside thigh tops with one hand. I poked a finger through the gap between his body and his panties and lightly stroked his balls and the base of his cock. His grunts and his squirming told me he liked that.
Then I crooked my fingers over the hard ridge of his erection and began to stroke methodically and rhythmically up and down from the bulge of his balls up over his cock head through the thin taut satin. Steve groaned and nudged his hard cock against my stroking hand. His own hand went down and caressed my naked backside.

Steve took a long time to cum. After several minutes he grunted loudly, his hand gripped my buttocks to pull me against him. His hips rammed forward and his own panty-clad buttocks clenched. I felt his penis suddenly harden even more against my hand then felt it pulse. He juddered in the spasms of his orgasm and a huge wet patch of fresh spurted semen appeared on his satin panties.

After he’d shot his load Steve flopped back against his desk thanking me profusely. He slipped off his semen-soaked panties and used the still dry part to wipe residual semen from his penis. He picked up one of the other panties, a tiny pale blue woman’s thong, which had fallen out of his cupboard to put on in replacement. As he put it on he looked at me. He picked up another pair, in smooth silky black silk edged with black lace, and tossed them to me.

“Go on! Let me see you in them!” Steve asked excitedly.

I took my trousers and briefs off and put the panties on. They felt delicious! They were so tiny my cock head poked out of the top and my cock fur peeped out at the sides. At the back they were just a thin black gusset nestling deep in my bum crack. I did a slow twirl for Steve so he could ogle me from every angle. I could feel his excitement at seeing a real live man with his cock in women’s sexy underwear.

“Bend over!” Steve asked.

I obeyed. I stuck my ass out toward him and spread my legs. Steve’s fingers were instantly on the thong gusset in my ass crack exploring its way down between my spread legs across my anus till he was stroking my balls through the thin taut cloth. Then Steve had another request.

“Let me wank you over my panties!”

Steve picked up his semen soaked creamy white panties and handed them to me. The kinky pervert wanted my cum mixed with his on his panties. Having wanked Steve I was hot and ready to cum. I pulled the black panties down round my thighs to expose my naked erect cock. Steve felt and caressed my penis and balls. I guess what his wife did for him with her hand taught him how to work a guy up to the peak of erection stiffness and erection sensitivity.

I held Steve’s panties stretched in front of me just brushing my cock head. Steve wrapped his hand round my shaft. He started to stroke and tug my stiff penis full length from his hand brushing against my pubic hair at one end of his strokes and sliding over my cock head at the other end. His forefinger round my cock caught my so sensitive frenulum just the way my wife knows I like. With his other hand he fondled my naked buttocks and the tops of my bare thighs above his panties stretched round my legs and he fingered my ass crack.

“Is that how you like it? I’ve never wanked another man before,” he reminded me.

His inexperience didn’t show. I guess my grunts of pleasure were all the answer he needed. He didn’t take long to bring me to a cum. As the pleasure rose I thrust my cock forward toward the panties I was holding. He sensed I was coming and his stroking eased off so his finger and thumb were stroking just across the ridge where my cock shaft meets its head. His own penis swung with the rhythm of his pumping hand.

In a delicious orgasm my cock jerked in Steve’s hand and my semen spurted over the creamy white satin. After I’d cum I used them to wipe the dangling strand of semen from my swinging still half erect penis.

“Was that good? That was my first ever time with a man.”

“You were fucking good!” I said, giving his smooth round buttocks an affectionate pat.

As we dressed afterwards Steve asked me if he could keep my grey cotton briefs. I guess that was another of Steve’s fetishes. We swapped them for the black panties which I’d put on for him and I stayed wearing them. They felt as good snuggling my balls and cock as my daughter’s panties.

We left it at that as we had business to conclude. As I left I promised I’d wear my daughter’s panties for him the next time we met, and to bring another pair of her used panties for him to try on. We meet quarterly, and I guess my grey briefs will be well spattered with his cum by the next time we meet.