On one of my regular trips to one of the big cities, I made my way down to the fitness center of my hotel and did my usual workout.I showered and slipped on some trunks and got in the hot tub.I was joined by another guy and we talked about business and the weather and whatever.We both got out about the same time and went to shower again.When I was heading to the door of the locker room I noticed he was wearing some peach colored panties with a tell-tale scalloped waistband.I stuck my head around the corner of the lockers, and told him, that his undies looked very soft and comfy.He said thanks, they were, and did I want to get a drink in the restaurant?I told him I’d head that way and wait for him.
He introduced himself to me as Jim.And I of course had to ask him about the panties.He asked why I was so interested in them, and I replied “because I have some just like what you’re wearing”.We discussed the different brands and styles for about an hour or so when we decided it was time to split.He told me there’s a party in the penthouse for guys who like wearing lingerie and if I was interested he would stop by my room at 7pm.He said to underdress with whatever I felt like wearing.
At 7pm, Jim knocked on my door and we walked to the elevators, paid the operator $50 each and headed up to the penthouse.Once there we were met by a man who I assumed was the butler. He wore a black bow-tie, cut away coat with tails, black satin thong, a matching black satin garter belt holding up black, back seam stockings.He stood in black patent 3” pumps.He handed us a leather folder similar to a wine list in a 4 star restaurant that had “House Rules” embossed in silver across the front in a very exquisite scroll work font.I opened it and in the same typeface, it read
1. Look all you want, and enjoy the sights.
2. Please don’t touch, without an invite.
3. We’re all made differently, be polite.
4. There’s no Bare-Back, so wear them right.
In a small pocket inside, there was a condom.
Jim led me down a hallway towards many voices but we veered off into a lounge with several chairs, couches and clothes racks with hangers of men’s slacks, shirts and suit coats.He took his jeans and polo off and hung them on a hanger.He was wearing a bright yellow brief panty under DKNY sheer to waist nude pantyhose, and a yellow string camisole.I slipped off my khakis to reveal my blush pink bikini panties that had mesh applique on the side of my tummy.Jim took me by the hand and led me out a different door that opened into a large great room where another 12-15 other guys in various styles of lingerie were milling about, sitting on the couches or leaning against the bar.Two fellows were playing pool.We walked to the bar and got drinks.On the bar and on all of the tables there were bowls filled with condoms.Jim introduced me to a couple of the guys who were regulars so to speak, Will and Derek.They both were wearing head to toe lingerie.Will had a lace trimmed satin camisole in powder blue with matching tap pants while Derek had pantyhose in a suntan shade with a white push up bra.He was rather visible in the pantyhose but Will left everything to the imagination, as when he moved it was indiscernible as to his endowment but he seemed to have breasts that also swayed and jiggled, even though he appeared to be in stellar physical shape. The applique on my panties, which was the first thing I noticed when I bought them, brought compliments from Will and Derek.Everyone was in pretty good shape and none looked older than 40.
At 8, our host made his arrival.Sandoval came out of the lounge wearing an amazing sheer baby doll nightie with panty, wrapped in a satin trimmed peignoir, and wearing fur trimmed mules.He welcomed all of the regulars and us new visitors (I was one of 2) and then joined the crowd.He came over where Jim, Will and Derek and I were standing and reached out his hand to shake it.I complimented him on his beautiful attire and he spun around showing off his tight little fanny.Will and I both let out a low whistle at how great his ass looked. He said to call him Sandy, and encouraged us to have a wonderful and safe night as he made his way to the rest of the guests.
I told Will that I really liked his cami and shorts and he replied “You have some beautiful undies on too.” So I took the opportunity to offer to him a chance to feel them.He reached out and ran his hands so gingerly over the applique which was really, fancy stitching around lace lined cut outs, and onto my hip.Will returned the offer feel his tap pants and cami so since we were facing each other, I placed my hands on his hips and then fingered the cami as it hung loosely over the waistband.Will brushed the back of his hand across the front of my panties and subsequently across my quickly hardening ****.There was no way of hiding it so he stepped a little closer and quietly asked if I would like to continue this in one of the other rooms.I murmured that I would and we left the great room and stepped into what was probably a bedroom, with a trio of couches arranged back to back in a triangle so the occupants could enjoy a little bit of privacy.
We sat on one of the couches and turned to face each other.I mentioned how fit Will was but loved that he seemed to have a special surprise in his camisole.He smiled coyly and lifted it to show me what were some nicely developed, B cup breasts.He said he’s always had big breast tissue and it’s never failed to please both himself and his friends.He squeezed them together and offered them up to me.I hesitated just a moment before placing my hands over his on the sides of his chest and lowered my lips to the pink nipples.Will slipped his hands out from mine leaving me cupping his breasts and reached down between my legs to rub my crotch, cooing and murmuring how my soft panties were hiding something hard.I sat back and noticed something bulging quite nicely in his tap pants as well.Will suggested I stand and remove my panties since they being tighter than his shorts, were more constricting.I stood and he reached out to help me slide them down over my shaved legs.Will then stood and took my hardening **** in his hand and started giving me a handjob before offering me the couch again.He knelt down in front of me, grabbed my hips and pulled me forward and wrapped his boobs around my member, and started to give me a titjob.I closed my eyes and just enjoyed the moment.After a few minutes, I asked him to stand and then ran my fingers up the leg of his tap pants to find his member. I suggested he slip them off, which he did and I was facing a beautifully plump ****.I impulsively leaned forward and swallowed his purple head and started swirling my tongue on his fleshy underside.Will let out a little gasp at my actions and then stopped me, handed me a condom and reminded me of rule #4.
I looked and it was a strawberry flavored condom, so I un-wrapped it, rolled it down his shaft and quickly popped his tool back into my mouth.I suckled and stroked and nibbled and slipped him in and out of my mouth with reckless abandon.Will asked to lie down, so we changed positions and I began bobbing on him.He said he was about to cum and rapidly filled the reservoir tip with his warm goo. Will pulled out of my mouth, milked out his **** and pulled off the prophylactic.There was a convenient trash can that he dropped it in, and grabbed a replacement from the bowl on the end table.Will motioned for me to lay back on the couch and proceeded to fluff me with his mouth.I mentioned to him rule #4 and he shhhhshed me, rolled a rubber over my **** and then straddled, and positioned himself over my rod and lowered a waiting anus onto the tip.He eased down slowly, bit by bit, squeezing and pulsing on me until he was sitting in my lap.He was as warm as any pussy id ever had but tighter.After just a moment of rest, he began rising and then riding me like he was in heat.I was getting stroked, while watching his boobs bouncing on his chest.As I was nearing my own climax, Will lifted himself off and asked me to take him, so he bent over offering me his gaping ass.I lined up and made my way into his waiting hole.I got pumping and felt myself getting harder and warmer.In only a few minutes, I told Will I was going to cum, he moaned loudly and I lost my load on a deep thrust in his still tight ass.
