I checked into my Silicon Valley hotel and proceeded to my room like any other tech executive: pulling a black roller bag, a black soft computer case strapped to the handles, and wearing crisp business casual clothing with slightly expensive soft loafers on my feet. No one would guess that I am a gay crossdressing bottom. Not even my wife.

I enter my room and as always, bolt the door, pull down the shades, and unzip my roller bag to retrieve the 3 sets of lingerie carefully hidden in the side pockets. Lately, I have embraced pink lingerie after one of my lovers told me he preferred brighter colors over the black lingerie I usually wore (except Christmas which called for red). I have a corset, a bustier and a demi bra, all with matching panties plus more assorted panties and thigh high stockings to make sure I am always wearing fresh panties and stockings for my lovers.

I undress quickly, then slip into the silky, smooth, pretty bustier. It accentuates my natural B cup breasts and the panties do the same for my firm round ass. Now that I am ready, I snap several pictures for my Grindr profile and choose one that makes my ample breasts appear even larger. I upload the picture with some profile text that makes its clear that I am available in my hotel room to suck and fuck and that I am good at it.

I first started crossdressing when I was 12 years old after watching a late night movie about the stripper Gypsy Rose Lee. But I still liked girls, that was the sexual path of least resistance, so I endured through lots of girlfriends and two marriages, until I embraced my gay self.

Forty years later I am in my hotel room waiting for a lover to ping me. For the first time, I posted a true photo of the real me, a gay crossdresser. In the past, I always posted as a gay man, afraid to reveal my true desires on Grindr. I was closeted in my straight life and closeted in my gay life. After enough hookups on other sites, I had the confidence to post as a crossdresser. I didn’t know if anyone would want me. The initial messages made fun of me. One called me a loser. I thought about switching to my gay, shirtless photo, but after an hour, a gay man, slightly effeminate looking, told me how sexy my lingerie was. His Grindr profile showed his face. He asked for mine. I sent him a photo of me wearing lingerie, my face staring at the camera, smiling, without makeup. He told me I was pretty. I melted inside and invited him over.

He was close by and appeared within 15 minutes. I met him in the parking lot and walked with him into the hotel since he claimed to be too shy to enter by himself. He was a cute Filipino gay man of slightly less than average height, younger than me by at least 20 years. He did seem shy. I used to be shy too, but now I enjoy knowing that anyone seeing us in the lobby will suspect that we are going to my room to have sex. At least for a short while, I am out and happy. We said few words as we walked to the elevator. Once inside the elevator I moved to hold his hand, embraced him, and kissed him lightly. When we arrived in my room I turned to kiss him, deeper and more passionately, and removed his jacket. I then dropped to my knees, undid his pants, and sucked his cock into my mouth. He immediately moaned and grabbed the back of my head. His cock was 6 inches, but thick and with a slight curve to it. It was a tight fit in my throat.

After a few minutes of sucking him, I got up and said “Let’s get undressed.”

I removed my shirt and pants to reveal the pink bustier, matching lace panties, and nude thigh highs I was wearing underneath. My natural B cup breasts filled out the sheer pink fabric. He removed his clothes until he was standing in front of me with a nice hard cock.

“Does your wife know you wear lingerie?”

“No. She has no idea.”

“Are you wearing her lingerie or yours?”

“Mine. I wear her panties occasionally.”

“I see,” he says. “So I assume she doesn’t know you have sex with men. Do you and your wife still have sex?”

“No.”

“So you are bi or gay?”

“Gay. I haven’t had sex with my wife or any woman for several years. Sex with guys is so much better, it’s the best sex I have ever had.”

He reached out to caress my breasts then moved his hands in back of me to feel me up before pulling me close for a kiss.

“You are very pretty,” he said. “Your lingerie looks perfect on you.”

His words shot right into my heart. Being a pretty wife or girlfriend to a gay man is what I have always wanted. We began kissing passionately, caressing, touching, feeling. I dropped to my knees again and took his hard cock deep in my throat. He ran his fingers through my hair as I moved my mouth and throat up and down on his cock. He pushed deeper into my throat with every stroke. He grabbed my head and forced his whole cock into my throat, causing me to gag. He then released my head, I backed off his cock, still sucking on it, until he grabbed my head again and forced his cock deep in my throat. This cycle repeated several times and his cock was deep in my throat again, but he didn’t pull back this time. He forced his cock even deeper into my throat. I couldn’t breathe. Then he started fucking my throat with short deep strokes. He was using my throat like a pussy. I relaxed my throat as much as I could until I had to breathe. I pulled my mouth off his cock, took deep breaths, and looked up at him.

He was smiling at me when he said “You are a good cocksucker.”

“I love sucking your cock,” I said.

He pulled me to my feet, then kissed me and said “Let’s fuck. How do you want it?”

“On my knees,”

“Is bare OK?” he said.

I looked into his eyes and kissed him lightly.

“Breed me.”

“OK. Get on the bed bitch. Do you have lube?”

I pointed to the bedside table. The lube was next to an unopened 12 pack of condoms.

He pushed me down on the bed so that I was on my knees with my ass up. He pulled my panties down my legs and threw them on the floor.

“You won’t be needing these.”

I could hear him open the lube, squeeze it, and heard him spreading it on his cock. Another squirt and he applied more lube to his hard cock. He wiped his hands on the towel next to the bed, then grabbed my hip with one hand while the other placed the tip of his cock on my hole. I pushed my ass up and put my head down as his cock slowly pushed into my hole,

“You are so tight!” he said.

“Does it hurt?”

“No” I said “It feels good, keep going, slowly.”

He pushed more.

“I am all the way inside you. How does it feel?”

“It feels great. Fuck me!”

Gradually I could feel the short, slow strokes of his cock in and out of my ass as he began fucking me. I moved my ass back and forth to match his rhythm. As he fucked me, my ass opened slightly to receive his cock. He pushed his cock deeper into my ass.. Then, just when I thought he was as deep as he could go, he pushed his cock in even deeper. I gasped and lost my breath for a moment. I was completely filled with his cock.

“Your ass feels so good.” he said. “Here, scoot back.”

With his cock still inside me he pulled me closer to the edge of the bed.

“A little more.”

I scooted back closer to him, my knees barely on the edge of the bed.

“That’s it.”

He pushed his cock even deeper into me. His cock must have grown an inch since he started fucking me.

“Oh fuck,” I said. “You fill me up.”

“Good,” he said.

“I’m surprised you can take my whole cock so easily. You are really a faggot aren’t you?’

“I bet you wish your wife could see you now.”

“Oh yes,” I said.

“She needs to see how much I love your cock inside me.”

He then started fucking me again, then picked up the pace and the intensity, fucking me harder with every thrust. With my legs on the edge of the bed, I could only rock my hips back and forth slightly to meet his cock, but in this new position my ass was perfectly positioned to take his cock. He was thrusting into me hard and deep. With every stroke of his cock in my ass, a loud smack could be heard. Anyone in the next room or the hallway could hear the unmistakable sound of the bed creaking and his body smacking against my ass. The pressure of his cock inside my ass subsided and all I could feel was intense pleasure with every thrust of his cock. My ass was his hot wet pussy. I began moaning. With each thrust of his cock, my moan intensified.

“You need to be fucked don’t you?”

“Yes darling, I need to be fucked. I need your cock in me. Fuck me harder.”

Now he really started pounding me. The feeling was intense as loud smacks and the bed springs sounded like a jackhammer. The bed was moving now, thudding against the wall with every thrust of his cock inside me. I was taking it all, my ass and his cock were a perfect fucking machine. He was using me for his pleasure and I was loving every moment.

Breathing hard, he said “Where do you want me to cum?”

“Cum inside me. Breed me. Make me your whore.”

“Ok bitch here it comes.”

He let out a loud moan as he pushed in hard and held it. I felt his cum filling me.

“Ooooh baby yes, that feels so good.” I said.

He is breathing hard, his cock is still inside me as we relax for a moment, joined together in post-coital bliss, He gently strokes my back and my ass then pulls out.

“Ohh,” he says, “That was great. You have a great ass. Can I use your bathroom?”

I nod yes and he goes to wash up. When he returns, he gets dressed, picks up his keys and his wallet. I am standing in front of him freshly fucked.

“How long are you staying?” He asks.

“Just tonight,” I reply.

“When will you be back?”

“Next month,” I say.

“Let’s get together again.”

“OK.”

“Bye honey.” He kisses me softly but firmly on the lips

“Stay in touch.”

After he leaves I lie down on the bed and start stroking my cock. I reach down and feel my wet and sticky ass crack, then insert a finger into the gooey cum he left inside me. I can’t help moaning as the cum erupts from my cock, shooting several inches toward my chest staining my lingerie and leaving a puddle on my stomach. I rollover on my side, spoon into the pillows and fall asleep.