CATEGORY: Transgender/TV
STORY CODES: M/F/CD Threesome, Oral, Anal
AUTHOR'S FOREWORD: The story "Caught again -- A Quick Story" seems to have generated some interest, and it was ready-made for a sequel. Being the accommodating type, I thought I'd write it for you. There's a tiny basis in reality here, the rest is fantasy. Now - GET YOUR WALLET OUT. Donate. That's how this works - I slave over a hot computer keyboard writing these elaborate fantasies, keeping the details straight from chapter to chapter, searching my Porn Thesaurus for new synonyms for penis. Hard work, all of it. Please help keep the internet portals open, or I'll just be here in the dark telling myself dirty stories. Sob.
So, if you read the first part of this story, you know that my neighbor Jeff came over to ask me to watch out for a package he was expecting while he was out of town. He realized I was wearing women's lingerie, and I wound up sucking his cock. He said he'd be back to pick it up in a few days, so you know there's another shoe there waiting to drop.
Well, that shoe dropped today.
It was another quiet afternoon, just hanging around the house. As I'd been doing lately, I was wearing a bra and panties. The bra was all black lace, and I had matched it with a black lace men's thong, which had a pouch for my package. The thong back feels amazing sliding up between my ass cheeks every time I move. It was a nice afternoon, and I had most of the blinds and windows open. I was wearing an over-large t-shirt over my lingerie. Anybody who saw me through the window would only see me from the waist up, not knowing how feminine I was below. I love doing this -- it just feels so sexy knowing that someone might see me, but not know.
The doorbell rang, and looking through the peephole I could see it was Jeff. He knew my secret, so I didn't bother putting on anything more. His package was by the door, so I picked it up and opened the door to hand it to him.
"Hi, Jeff -- here's your package," I said.
"Thanks, buddy. Say, if you're not too busy, let's step inside for a moment."
With that he just stepped forward, leaving me no choice but to step back into the foyer. As he did, I realized he wasn't alone. Behind him was a small woman, almost hidden when I saw him through the peephole. For the umpteenth time I reminded myself that I needed to get a camera out there. She had a curvy body, clothed in shorts and a sleeveless button-up blouse. Above that was a pretty face crowned by short blonde hair. It was all a tight little package - she couldn't have been more than five feet tall.
Both of them stepped in and she closed the door behind them. Jeff took hold of the hem of my t-shirt and raised it to my waist.
"See, honey -- I told you," he said. "I don't know if you remember my wife Angie, but I told her about yesterday, and she wanted to see for herself."
"Hello," Angie said. "I hope you don't mind, JJ. Jeff said you were pretty open about it, and I've never met a crossdresser before."
Okay, I thought. I guess I'm a neighborhood curiosity. "I don't really want the whole world to know, but I guess I am."
"Oh, no," Angie said. "We won't tell anybody else. I was just curious. I like your panties." She smiled at me encouragingly. "Is it a set?"
"Well, um, yeah," I said, still a little off-balance at this woman I just met asking me about my 'hobby.'
"Can I see? If you're busy, or you'd rather not, I understand," she said. "I just find the idea fascinating."
I was starting to settle down and see this as a possible adventure, so I decided to just go with it and see what happened. "Okay, come in." I said, and led them into the living room. Standing in the middle of the room, I stripped off my t-shirt and tossed it on the couch. I kind of took up a pinup pose, showing off for her.
"Oh, I love that set," she said. "Let me show you mine." With that she unbuttoned her blouse and tossed it next to my t-shirt. Next came the shorts. Underneath she was a vision in pink, a lacy see-through bra revealing beautiful and hardened nipples matched with g-string panties, a tiny triangle of fabric held in place with ribbons of lace. She posed for a moment, then stood next to me and faced her husband.
"What do you think, Jeff?" she said. "Do we make a sexy pair?"
Jeff stood there with a big grin on his face. "Oh, yeaaahhhh," he drawled. With that he opened the zipper to his jeans and dropped them. He was commando, no underwear, and his hard cock flopped out, pointing at the two of us.
Angie's hand dropped to squeeze my bare ass. "Does that give you any ideas?" she asked.
This was definitely a WTF moment. Five minutes ago I had been watching TV, and now I found myself in the middle of an incipient threesome. I just nodded dumbly. Go with the flow, I thought.
Jeff started stroking his cock. "Jeff said you sucked him a few days ago, Angie said. "I've never seen two men do that, and the idea makes me hot. Would you show me?" As she asked, she squeezed my ass again. Her other hand went to the pouch in the front of my panties, gently squeezing my cock.
Jeff did have a nice cock, and his wife's hot little body was ringing all my bisexual bells, so -- okay. I smiled down at her and nodded, then went to him and got down on my knees. I took his thick rod in my hands and it went right into my mouth.
"Oh, wow," Angie said. She got down on her knees next to me to get a close-up view. "So you really do like sucking cock." she said, and I nodded, her husband's prick going in and out of my mouth.
"Do you like women too," she added, "or are you just homosexual?"
I wasn't going to stop what I was doing to answer, so I just reached out and cupped her pussy through her g-string panties.
"Ohhhh, good!" she giggled. She pulled the tiny triangle of fabric aside, spread her legs and pressed my hand against her shaved cunt.
I pressed a finger between her outer lips and found her already wet. If I'd had any doubts before, I knew now that this was a set-up, one I would gleefully participate in. Angie moaned softly as my fingers found her clit. Jeff was just as happy with his cock in my mouth. I could hear his breathing deepen, and I could certainly feel his cock getting harder.
Angie's hand slipped down into my thong, taking hold of my cock. "Oh, he's got a nice one, honey," she said to Jeff. Under her attentions, it grew to full length. She pushed the thong down to release the full package and continued stroking. "He's shaved, Jeff! Oh, this is so sweet!"
Jeff had a full bush around his rod. My nose pushed into it every time I went down on it. "That's cool," he said. "I'll bet his pussy is shaved too, just like yours."
Angie let go of my dick and moved around behind me. She pulled my thong down to my knees and separated my cheeks with her hands. "Oh, yessss," she said, "Everything is shaved down here."
She paused for a minute, watching me suck her husband. Then she said, "Jeff, honey, can I watch you fuck him? That is, if it's okay with you, JJ."
Well, in for a penny, in for a pound. "I think that would be easier in the bedroom," I said.
Disengaging, I led the way to the bedroom, kicking off my panties as I walked in front of them. Angie followed close behind me, her hand on my ass the whole way. When we got there, I lay on my side on the king-size bed.
"How would you like us, Angie?" I asked. It seemed to be her show, so I thought she should direct.
"I want to be up real close," she said. She stripped off her bra and panties, dropping them on the floor. She was hot, in terrific shape, perfect tits with a taut little pussy that looked like it belonged on a 12-year-old.
She got on the bed next to me, but inverted, and pulled me onto her in a 69.
"Jeff, there's lube in that drawer there," I said, pointing, then buried my face in his wife's pussy. I cupped her ass in my hands and pulled her up towards my face. I separated her lips with my tongue, searching out her clit. She tasted as good as she looked. Juices flowed freely from her opening. I sucked on her clit, then licked all the way down her slit, pushing my tongue inside her.
"Ummmmm, that's good, JJ," she said, "Eat me good while I watch Jeff fuck you." Then she took my cock in her mouth, sucking it hard and deep.
I felt Jeff climb onto the bed behind me, and spread my legs farther to give him room. Angie took her mouth off me. Reaching up, she pulled my ass cheeks apart. "See, honey -- a nice bare hole for you," she said.
I kept licking her pussy. Reaching around her ass, I pulled the lips apart with my fingers, opening her fully for my tongue. Behind me I felt the cold wet lube being poured on my ass, then Jeff's fingers opening me to spread it inside.
"Oh, that's so sexy," Angie purred. "Jeff puts it in my ass sometimes, but I've never seen two men do it."
Jeff pierced me with one, then two fingers, spreading me open and lubing my ring.
"Baby, let me put it in for you," Angie said. "That would be so fucking hot!"
I kept my mouth plastered to Angie's wonderful cunt, licking and sucking on every part, returning again and again to suck her clit. I sucked it into my mouth, gently nibbling on it with my teeth. Jeff's fingers withdrew, and behind me I felt the tip of his prick rubbing up and down over my hole.
"He's ready, baby, and he wants your cock," Angie said. "Push."
He leaned in, I pushed back against the intrusion, and the head of Jeff's prick slid inside me.
"Oh, wow," Angie said, "I've seen this in porn, but it's so much cooler in person. JJ, his cock is going right up in you."
I moaned my acceptance, my mouth much to busy to speak. I didn't know if I'd ever get another chance at this pussy, and I wanted to devour it.
Jeff took hold of my hips, and began fucking in and out, deeper with every stroke. Angie began stroking my cock, holding it parallel to my body so she could see everything.
"Keep eating my pussy, JJ," she said. "This is so fucking hot, I'm gonna cum pretty soon." She let go of my cock, and it came to rest between her tits. She pushed them together to surround it.
"Jesus, he's all the way inside you," Angie said.
I could feel his hairy balls pressed against my cheeks, then Jeff started fucking me.
"I knew this would be good," he said, "but not this good. Your ass is incredible."
"Fuck him, baby," Angie added, "It's amazing watching your big cock go in and out."
As amazing as she thought it looked, it felt even better. Jeff had used just the right amount of lube, and as he fucked me the friction on my hole was perfect. My cock between Angie's tits was rock hard, and at this point it was only a question of which of the three of us would come first.
With each thrust, Jeff pushed against my ass, forcing my cock up and down between Angie's luscious tits. My whole crotch felt like it was on fire with pleasure, my cock and ass tingling with lust. My thighs trembled as everything in between them burned.
Angie's thighs came up around my head, squeezing me as I ate her. Her juices flowed, wetting my face and the bedspread. I slipped two fingers inside her, spreading her hole open as I sucked on her clit. Her hips writhed in pleasure. Then I pushed two fingers deep inside her, collecting her natural lube. Reaching between her cheeks, I pushed those fingers into her asshole.
"Ohhhhhhh," she squealed. "Do that! Finger my holes! You're going to make me squirt! Jeff, he's fingering my ass!"
With Jeff's cock inside me and mine being pleasured by Angie's tits, it was a bit hard to concentrate, but I kept two fingers in her pussy, two in her ass, and her clit in my mouth.
"Are you having fun, baby?" Jeff asked her.
"Oh, yesss," she replied, "He's sucking my clit really good, just like you do."
"Where do you want me to come, Ang?" he asked.
"Come in his ass, baby. I want to see your cum dripping out of his asshole,"
Then she hit her first orgasm. Her body writhed under me, her feet dug into the bed pressing her hips up against my mouth, as a spray of juices splattered my face.
"OH, Jeff, I'm coming!" she cried out.
I didn't slow, continuing to torture her with my tongue and fingers, hoping to prolong and repeat her orgasm. I could feel Jeff speeding up, pummeling my ass with his powerful strokes.
Mouth full, I signaled my own orgasm with loud moans. My balls tightened, my ass clenched on Jeff's rod, and I shot my cum onto Angie's tits.
"Oh, fuck him, honey," Angie moaned, "It's so hot to see this. He just came all over me!"
Her hands left her tits, and from where I could feel her elbows, I knew her hands were on his hips, pulling him against my ass with each thrust.
"God, you're so deep inside his ass, Jeff. Fuck him hard! I want to see you cum inside a man's ass!"
I kept fucking Angie's holes with my fingers. On every stroke I squeezed Jeff's cock with my sphincter. He was moaning now, and I knew it wouldn't take long. I sucked hard on Angie's clit, hoping to get her to cum again. I had cum, but my still-hard prick was enjoying the ride between Angie's breasts.
"Ohhhhh, Ohhh, Ohhhh," Jeff moaned with every breath. "I'm gonna cum soon, baby, right up his ass!"
I worked harder on Angie, trying to get them to cum together. What can I say -- I'm a pleaser.
Her hips started to tremble again, and I squeezed down on Jeff's cock, holding it tight in my ass.
"Ohhhhhh, yeah, JJ, fuck, I'm coming!" Jeff bellowed, and at the same moment Angie's hips thrust up at me, and another shower covered my face. Jeff rammed into me and held still, his rod twitching inside me as he filled me. Angie's whole body strained as she pulled him against me and thrust her hips up against my face.
Then it was, "Ahhhhhhhhh," from both of them, as their bodies relaxed, like the air going out of a balloon. Jeff took a few more strokes, his sensitive prick basking in the pleasure of my hole. Angie relaxed, her legs spread wide on the bed. I rested my head on her thigh as Jeff took his final stroke and withdrew.
"Oh, my God, it's coming out," Angie said listlessly. "Your cum is dripping out of his ass. That's fucking beautiful."
Jeff lay on his side next to us and bent his legs for Angie to rest her head on, his softening prick almost in her ear. I lay on the other side of her on my belly so she could watch his cum drip from my hole. Her fingers crept into my crease, rubbing the cum around my asshole, teasing the edges of the stretched opening with her fingertips.
"God, that was amazing," she said. "JJ, did you like that?"
I just moaned and nodded. She scooped up some of my cum from her tits, putting it in her mouth. "Tasty," she said.
Then Angie was full of questions: Why do you wear panties? Do you want to be a woman? How do you find men to fuck you? Have you ever had a girlfriend? Did they know? Have you been married? Did you dress up for her? Have you ever gone out dressed?
I answered each one politely and with humor. Jeff said nothing. He just lay there smiling. He'd been around men like me before, and understood my desires in a way she couldn't. Finally she'd exhausted her curiosity. I got up and went to the bathroom while they cuddled, and she kissed and thanked him. When I came out they took a turn.
I didn't see any point in covering up. I still had my bra on, so I just found my panties and slipped into them. When they'd cleaned up they rejoined me, gathering up their clothes and dressing as we went back to the front door.
Angie had one more question - "Can we do this again?"- to which I responded enthusiastically. Jeff smiled and nodded too. Angie pressed herself against me in a strong hug, her arms around my waist. Jeff held his hand out, and I shook it. Reaching up, Angie pulled my head down to hers and kissed me. Jeff retrieved the package they had supposedly come to pick up.
Then I let them out and closed the door behind them. I walked back into the living room, with only one thought: What the fuck just happened?
AUTHOR'S POSTSCRIPT: If you like my work, or even if you don't, drop me a line. My email is up there at the top. It's your approval that keeps me writing. And don't forget - DONATE.