Recently I married Karl. Two weeks after the wedding he was cheating
on me, the son of a bitch. The only good thing he brought to the marriage
was his son, Chris, from a previous marriage. Now I'm 23 and Chris is 14.
Most of the year he's away at boarding school, which he seems to like,
because he doesn't get along with his dad.
A couple of weeks ago, Karl came home late, smelling of perfume. I
had a pretty good idea of where he'd been, so the following morning I
dropped a dime on him. I knew he kept a stash of blow and a bundle of cash
above a ceiling panel in the closet, about the first place a thief would
look. I kept the cash and called the cops. Now he's doing time, serves
the bastard right.
Three days after his father's arrest, Chris came home for the holidays.
I'd only known him for a couple of weeks during the previous school
holiday. You'd like him. Blonde, with a pageboy haircut, blue eyed, slim
and painfully handsome, he seems to be everything his father isn't. I
think I'm gonna like him, though taking care of a 14 year old might prove
to be quite a task.
I picked him up from the airport and drove home to our one bedroom
apartment. During the trip, I kept sneaking glances at him. He had a
youthful, slightly feminine face, and a very winning smile.
At the apartment I said, "I guess it's a good thing your Dad's away,
It'd be pretty crowded otherwise. As it is, you'll be sl**ping on the
couch, but its quite comfortable."
"No problem," said Chris. "Can I take a shower?"
"Go ahead, I'll follow you."
While he showered, I unpacked his carry-on bag and stowed it in the
closet. Then I stepped into the bathroom. I could see him through the
glass shower door, soaping his gorgeous, slim, youthful body. I dropped my
skirt, pulled off my top and dropped them in the hamper. When Chris
stepped out of the shower, he looked surprised to see me in just a pair of
skimpy white see-through panties. He quickly grabbed a towel and wrapped
it around himself.
"We'd better get used to seeing each other in our undies," I said.
"No need to be shy." As he toweled of, I slid my panties down, flicked
them on to the vanity top and stepped into the shower. When I'd finished,
I stepped out without making any attempt to conceal my body. Chris was
dressed in white briefs, cleaning his teeth. He could see me in the mirror
as I stood toweling my hair and showing of my shaved pussy. Chris pushed
his hips against the vanity, clearly to hide his growing hard-on. I smiled
and went into the bedroom. I selected another pair of see-through panties
(I seldom wear anything else) and a translucent cami-top, though which my
tits were clearly visible. I have nice tits, small and firm, and I seldom
wear a bra.
Back in the living room, Chris said, "Where did you put my shirts and
"In the bottom two drawers of the dresser, but seeing as how it's so
hot, do you need to wear anything other than your undies? I'm just gonna
"I guess not. Dad always hung out in his briefs." He looked me up
and down, his step-mother, near naked, with tits and cunt clearly on
display. I caught the hint of a blush.
"No need to be embarrassed, you've seen a naked woman before, haven't
"Only on the internet, and then not often. They don't let us watch
porn at boarding school."
"Well, here you can watch what you want. You're old enough handle
Later, after we'd gone to bed, I could hear the couch squeaking, as he
jerked off. I think I know what he was fantasizing about.
* * *
Next day, when I came home from work, he was sitting a the computer,
wearing just his briefs, and as I came in, he quickly shut it down.
Watching porn, no doubt. (Later, when I checked the computer's history, I
found he'd been looking a websites featuring panties, and transvestites.)
We chatted for a while as I fixed a drink, then I sat on the couch and took
of my shoes. As he was sitting opposite me, I was able to give him a nice
view up my skirt. Then I stood, dropped my skirt and started unbuttoning
my blouse. There I was, in panties, garter belt and stocking, with a tiny,
lacey bra. I did a little pirouette. I knew I was gonna enjoy teasing
this delicious young boy.
"Do you think I look sexy?"
He had the grace to blush. "You're hot," he said, his voice husky.
"You like to watch me undress, don't you? It's O.K., I like being
watched." His legs were crossed, with his arms across his thighs, trying
to hide his erection.
"Don't worry if you get a hard-on," I said. "In fact, I'd be insulted
if you didn't." He grinned, and leaned back in his chair. Yes, to my
delight, he did have a hard-on, tenting his briefs. "And while we're on
the subject, I know that guys like to jerk off, and it's O.K. with me. You
can have a wank any time you like. I guess you're probably having what -
two or three wanks a day? Even your dad liked to wank, though he tried to
hide it. All he had to do was ask and I'd have given him a hand job
"Mom, you're embarrassing me."
I smiled and slid my panties down to the floor, picked them up and
tossed them to him. "Some guys like to sniff panties," I said. "Go ahead
if you like." He declined though I guessed he'd take them from the hamper
later and sniff them. I stood, legs apart, while I unhooked my bra, then
unfastened the garters and tossed the garter belt on to the couch. Sitting
down, with legs spread I slowly peeled of my stockings, giving Chris a
magnificent view of my cunt. I was getting turned on, little beads of
moisture on my pussy lips, and I could see that Chris's breathing was
getting faster. I stood, went over to him, bent and kissed him on the
lips. "Next time," I said, "I'll let you undress me." I let the back of
my hand lightly brush across the bulge in his underpants, then went into
When I came out, he was slumped in his chair, a big wet stain on the
front of his underpants.
"Looks like you just jerked off," I said.
"Busted! Yes, I did," he replied with a grin.
"Good for you. How many is that today?"
"That was number three."
"I'm sure you'll manage one or two more."
He grinned. "You know, Mom, I'm beginning to like you a lot."
* * *
The next day when I came home, he was waiting with an expectant look
on his face. He was wearing cargo shorts and a white tank top.
"You're severely overdressed," I said, unfastening the top button of
his shorts and sliding his zipper down. "I don't wanna be undressed by a
guy who's all covered up." I let his shorts fall to the floor and felt his
stiff cock through his briefs. Then I pulled of his tank top and dropped
to my knees. "Let's see what you've got here;" I pulled out the waistband
of his briefs and looked down at his dick. It was a lovely smooth uncut
cock, about 5 or more inches long, rock hard, with nice smooth balls and a
tuft of pubic hair. "Oh, that's so beautiful," I said, letting the
waistband snap back. "Go ahead and undress me."
Very gently, first my skirt, then my blouse, as I stood there getting
more and more excited, he took off my clothes. "Pull my panties down." He
dropped to his knees and slid them down. I could smell the scent of sex
coming off my pussy. I unhooked my bra myself while he unfastened my
garters. Then I sat on the couch while, still kneeling, he slowly took my
stockings off. Then I pulled him towards me and reached down the front of
his underpants, grasping his steel hard cock. With my other hand I pulled
his briefs out at the waist and began to stroke his cock. Within about 10
seconds, he came, shooting a huge load of cum all over my belly and tits.
I laughed and I spread the cum around with my hand and rubbed it in.
"I'm sorry," he said.
"Why are you sorry? I love it when a guy cums on me. Next time you
can cum on my face. And when you wanna have a wank, just call me and I'll
give you a helping hand."
"Mom, can I ask you a question?"
"Sure, go ahead."
"Do you masturbate?"
"Absolutely," I said, "When I don't get regular sex. When you get
horny again, I'll show you what I do. Then we can give each other hand
jobs." He laughed.
* * *
At bedtime, I said, "That couch may be a little short for you. Why
don't you share my bed?" He looked like a cat who'd just stolen the cream.
I undressed for him which simply meant lowering my see through panties and
for me, pulling of my cami and putting on a blue nylon nightie, so short it
barely covered my cunt. There were matching panties to go with it, but I
left them off. Chris was, as usual, in his briefs. I looked through my
panty drawer and picked out a pair of white nylon full cut panties that my
ex had bought. They were a size too large for me. "Try these on," I said.
"You want me to wear panties?"
"They'll look really sexy on you. Lots of guys like to wear panties.
It doesn't mean you're a faggot or anything. Give them a try."
He dropped his boxers, exposing his stiff dick, (I'd never seen it
anything but stiff) and then pulled on the panties. They were a perfect
fit. I could see his dick through the translucent nylon, bulging out. He
looked so hot, gazing at himself in the big mirror on the closet door.
"You know, you're right, I do look pretty sexy. I feel sexy, too. I
like the smooth silky feeling of them and they show off my cock nicely."
"It's a beautiful cock," I said as I lay on the bed with my legs open.
"Come here, lie between my thighs and take a nice close look at my cunt."
I love to use the word "cunt", it sounds so slutty, and, believe me, I'm a
slut. He did as I said. "See where my vagina is? Put your finger inside.
That feels nice, now put two fingers in. Lovely. Now, you see that tiny
hole just above where your fingers are? That's my urethra where my pee
comes out. Your dad used to get me in the shower, and put his mouth on my
urethra while I peed. He was a golden shower lover. I guess he did have a
few good points. Now look farther up, you see that little bump with a kind
of hood over it? That's my clit, and it's like a little dick. You can put
a finger either side of it and kinda wank it. Or, best of all, put your
mouth on it and suck it in and out. You can give me a blow job."
It's hard to describe how turned on I was by my step-son. Soon my
cunt was soaking wet and my hips jerked up and down as he did a remarkably
good job of eating my pussy. In the next few minutes, I came twice, and
had to ask him to stop while I caught my breath.
"Oh, you're the best, Chris. You make me feel so good. Let me do the
same for you. Come and lie beside me." Then I leaned over and pulled his
dick out of the leg on the panties and took it in my hand. I really do
love dicks, any kind of dick, cut, uncut, black or white, and I love the
feeling of power I get when I have one in my hand. As I rolled his
foreskin back, I could see his glans was soaking wet with precum. I leaned
down and took it in my mouth. Pulling his foreskin forward, I ran my
tongue inside it and round the head of his dick. Then I deep-throated him,
taking all of his cock in my mouth.
"I wanna fuck you," he groaned.
"No way. I'm not gonna get pregnant. Don't worry, I'll take care of
you. Just lie back and enjoy it." I let my lips and tongue do their work
and he didn't last very long. I felt his dick pulsating as he shot his
load into my mouth. I love the taste of cum. I raised my head and looked
at him, with my mouth open and full of his cum, then swallowed it and
smiled. "Delicious. Nice and creamy. Now go to sl**p and I'll wake you
with a nice surprise."
* * *
In the morning I woke him with a vigorous hand job. This time he
lasted a lot longer, almost two minutes. I was gonna have to train him to
make it last. After breakfast he went off to hook up with some of his old
buddies. I warned him not to talk anyone about our sex antics. I don't
wanna go to jail.
Around mid morning there was a knock on the door. I threw on a short
robe and opened the door to see our next door neighbor, Leon, whom I knew
slightly, having said "Hello" a few times. He was very handsome black guy,
over six feet tall and well built, wearing a white tank top and tan slacks.
He was a real estate broker and worked odd hours.
"I'm out of coffee," he said. "Can you help?"
"Come on in, I have some ready made. How do you like it?"
"Black," he said.
"So do I," I said giving him an intense look. "Black and strong." I
hoped he got the message.
"I haven't seen your husband lately. Is he away somewhere?"
"That bastard's in the slammer where he belongs. The fucker's been
cheating on me for years. He can stay there as far as I'm concerned."
I went into the kitchen and poured two mugs of coffee and when I came
back, Leon was sitting on the couch. I handed him his coffee.
"You don't have much on under that robe," he said. I had deliberately
tied it kinda loose so he'd get a good look. I told you I was a slut, and
having been beautifully muffed by my stepson the night before, I was horny
and ready for anything. I pulled the belt of the robe loose and let it all
open, letting him see my see-through panties and cami. He smiled.
"I'd love to know what you have on under those pants," I said.
"Just a pair of white boxers.'
"Am I gonna get to see them"
He stood and dropped his pants, standing there in his brilliant white
tank and combed cotton boxers, with a enormous bulge in the front.
"It looks like you're getting quite a hard on there."
"Just a little," he said. "Wait until it gets really stiff."
"I'm not gonna wait." I dropped to my knees and pulled his boxers
down. Out jumped the biggest dick I've ever seen in my life. I don't know
how many inches it was but it must have been half as long again as my ex's.
It was uncut, with a generous foreskin, as I gazed at it, it slowly raised
up past the horizontal, twitching slightly with his pulse. "Jesus," I
said, "that's fucking enormous. Do you have a condom big enough to fit on
"I don't need one. I've had a vasectomy."
Oh, this was marvelous! This guy could fuck my brains out all day and
night without any worry. "Then you better fuck me."
"What, no foreplay?"
"I'm ready, believe me, my pussy's soaking wet."
He stepped out of his underpants and carried me into the bedroom.
Pulling off my panties, he gave me the best fuck I've ever had in my life.
They say size doesn't matter, but believe me it does. He reached parts of
me that no one had ever touched. I lost count of how many times I came
before he pulled his dick out and came all over my face. I sucked his dick
clean and licked what I could reach from my face. He lay there in just his
tank, his dick slowly deflating.
We must have dozed off for a while, then I felt him pulling me on top
of him. His huge dick was stiff again so I sat up and let him impale me.
For several minutes I fucked myself on this huge cock until he said, "Turn
around and face my feet." I repositioned myself and started bouncing up
and down again. "Have you got a dildo?" he asked.
"Try the drawer in the night stand." He reached in and found my
vibrator and a tube of lube. Then he passed the lubed vibrator to me.
"Stick that up my ass. I like to be fucked while I'm fucking."
I pushed hard until the vibrator slid inside him and pushed it all the
"Fuck me, fuck me," he murmured while continuing to pound my cunt with
his cock. I slid the vibrator in and out rapidly until I felt him about to
cum inside me, but then I heard a key in the door. It was Chris.
* * *
I came into the living room, shutting the bedroom door behind me.
"Chris," I said, "We have a visitor. He's in the bedroom."
"What's he doing there?"
"He's my neighbor. He lives next door. We've been fooling around."
He looked stricken. "Don't worry, this doesn't affect the way I feel about
you and it won't affect the sexy stuff we do together. I'm not in love or
"What's that on your face?"
I realized it was the remains of Leon's cum. "I told you I liked to
have guys cum on my face. Next time it'll be yours. Please don't be
angry. Come in the bedroom and meet him." Chris reluctantly followed my
into the bedroom, where Leon had pulled the sheet up to his waist. His
half hard dick still made quite a tent in the sheet. I stood there,
wearing only my short cami, feeling embarrassed and wondering what to say.
I made the introductions.
"You're quite a handsome lad, Chris," said Leon.
"Am I interrupting anything?" said Chris.
"Well, I was bonking your Mom and we were just finishing up."
"She's my step mom. I'd better leave you to it."
"You don't have to go. Why don't you stay and watch?" said Leon. "I
like to have a audience now and again."
"Leon," I said, "Is this appropriate? He's only f******n."
"Maybe so, but from the expression on his face, I think he's a bit
jealous. Relax, Chris, there's nothing between your Mom and me, we're just
having sex. If you stay and watch us, perhaps you can pick up a few tips
on how to fuck a hot chick like your Mom." At this point, he flicked the
sheet off, exposing his dick, now fully hard.
"Holy fucking shit!" said Chris. "That's humungous!" He stared at
Leon's dick, unable to tear his eyes away from it. "It's about four times
bigger than mine."
"I wouldn't say that," I interrupted. "you have a lovely dick,
certainly big enough for me."
"Has he been fucking you?" Leon asked me.
"No, but I`ve jerked him off, and last night, I gave him a nice suck."
"I'll bet she's a great cocksucker," said Leon. Chris smiled,
sheepishly, "and I imagine she gives a great hand job, too." They both
laughed. I guess the ice was broken.
"Take your pants off, Chris," said Leon. "I wanna see that nice cock
you mom's talking about." Chris hesitated, so I jumped right in and
started undressing him. When I pulled his briefs down, he was well on the
way to having a hard-on, all the while gazing at Leon's erect dick. I gave
Chris's dick a few strokes to bring it fully erect, then I lay down beside
Leon. I began to wank him off, occasionally glancing a Chris, who seem
"Oh, this is fantastic," said Leon, "How do you feel when she wanks
"Unbelievable. I love being wanked."
"Have you ever been jerked off by any of your buddies at school?"
Chris looked a bit startled, and began to blush. "Don't be embarrassed,"
said Leon. "Lots of guys get into circle jerks and stuff. I've been wanked
by lots of guys and it doesn't make me gay."
"Well, there's this one guy..."
"Does he look a cute as you do when you see him changing for P.E?"
Chris's blush deepened. "I guess so. We jerked each other off in the
locker room after school."
"Nice," said Leon. "Us guys should help each other whenever we can."
Encouraged by this, Chris said, "And then there's this k** down the
block. This morning, we met at the Dairy queen, and he jerked me off in
the men's room."
Leon turned to me. "Do you mind if I touch his cock?" he asked.
"Go ahead," I said. "One of us better wank him or he'll do it
himself. He looks about ready to cum."
Leon reach out and took hold of Chris's cock. His hand fit entirely
round it, and be began to stroke it up and down. Chris's eyes rolled up
towards the ceiling and he gave out a little groan of pleasure.
"This is the nicest cock I've seen in ages," said Leon. "It's just
the right size to fit up my ass."
"Your beginning to sound a little gay," I said, still pumping Leon's
"Bisexual, to be precise. I really love women, but I won't turn my
nose up at a cute guy. And your son is really, really cute."
"Fuck me, before you get too carried away," I said, and Leon,
releasing Chris's dick, pulled me down to the bottom of the bed, then
kneeled between my thighs and slid inch after inch of his long dick inside
me. This position enabled Chris to have a perfect view of a big, black
dick fucking his mom's cunt. He moved down beside the bed to stand next to
Leon who, while still fucking me, turned his head and took Chris's cock in
his mouth. Chris didn't pull away, just sighed and stroked Leon`s hair.
Soon, I felt Leon cum inside me, his dick pulsating as he grunted and
"To fuck and suck, that's what I like," he said.
He rolled off me, and lay on his back, his dick vertical. Chris still
couldn't take his eyes of it.
"Why don't you suck it clean?" I asked him. He needed no second
bidding, simply leaned forward and took the tip of Leon's dick in his
"We're all cocksuckers here," said Leon. "How does it taste?"
"Really cool," said Chris. "I've never had a dick in my mouth before.
I guess it's not so bad."
"Bad?" said Leon, "next to eating pussy, it's the best thing in the
"If you like the taste of cum," I said, "Leon's just left a big load
inside my cunt. Come over here and suck it out." With no hesitation,
Chris put his mouth on my cunt and probed deeply with his tongue. It
wasn't long before I came, and Chris came up for air, his face glistening
with pussy juice.
As we started to get dressed, I donned Chris's briefs and looked at
myself in the mirror. Some of my gay girlfriends would have appreciated
how I looked.
"Hey, what am I gonna wear?" asked Chris.
"My panties. You like wearing panties, don't you?"
"I know I do," said Leon. "Have you got a pair for me?"
"Nothing that would fit you. They'd need to be pretty big to
accommodate that dick of yours."
"I'll have to buy some. If we're gonna be cross dressing, I don't
wanna be left out. Jesus, Chris, you look incredibly sexy in your mom's
panties." Chris was parading around, showing himself off to Leon, who
pulled on his boxers and we all went into the living room for lunch.
* * *
After lunch, we were all taking a nap on my big bed. I was still
wearing Chris's briefs and he was in my panties. I woke up and looked at
Leon, still in just his white tank, with his big dick lying across his
thigh. I saw Chris's eyes open and he immediately looked at Leon's dick.
I pretended to be asl**p as I watched him take the big black dick in his
hand and begin to gently wank it. Leon stirred slightly and rolled onto
his back, the better to accommodate Chris. After a minute or so, he pulled
Chris to him, wrapping his arms around him and kissed him on the lips.
Chris didn't resist at all, and when they broke apart, he looked pretty
happy. Leon reached down and began to caress Chris's dick through the
see-through nylon panties. I stopped pretending to sl**p and propped
myself up on one elbow to watch.
"You're fucking gorgeous, Chris," said Leon.
"You're pretty hot yourself, especially that magnificent dick of
"Right now, my ass is really in need of a good fuck. Are you up for
"I guess so, but I`m new to this. What do you want me to do?"
"Just lie there on your back and I'll do all the work."
Leon reached for the lube and gave Chris's dick a good coating. Then
he straddled Chris's hips and lowered himself onto his dick, letting out a
deep groan of pleasure. "Oh, Jesus, that feels good," he said. "Fuck me,
Chris, deep and hard." As he rode up and down, his dick was slapping Chris
on the stomach, until Chris took hold of it and began to pump it. Leon
arched his back, his breath coming in gasps. "Oh, I love a cock up my ass.
That's perfect, all the way up. Fuck me, fuck me! Oh, shit, I'm gonna
cum!" he yelled.
"So am I!" cried Chris, as a long stream of cum shot out from Leon's
dick onto Chris's face and chest. A couple of thrusts later, Chris let out
a huge sigh and relaxed, an expression of contentment on his face. "That
was amazing," he said. "How was it for you, Leon?"
"You can't believe how good it feels to have a cock inside you."
"I can," I said.
"But up your ass?" Leon asked me.
"Sure. My ex used to fuck me in the ass. That way I could stick my
vibrator up my cunt and get totally filled up. It hurt at first but I soon
got used to it."
"You need to prepare your ass. I started with a small butt plug then
went to bigger sizes until my sphincter was sufficiently stretched. Now it
doesn't hurt at all, even my friends with big nigga dicks can fuck me, no
"I'd like to be a fly on the wall when that happens," said Chris.
"Then I'll invite you over. I love to have an audience." He got up
off the bed, pulled on his boxers and went out through the sliding glass
door on to the balcony.
"The neighbors will see you," I called. Twenty feet away was the rear
of another apartment building, with rows of balconies. Leon was visible to
a couple of dozen households.
"So much the better. I'm an exhibitionist, just like you."
"But there may be k**s out there."
"So I'll keep my dick in my pants." His dick, even soft, was
perilously close to hanging below the bottom of the leg of his boxers, but
I guess he wasn't doing anything i*****l. Chris, pulling up his panties
over his still hard dick, went out to join him, and they stood together,
each with an arm around the other's waist, gazing around. Leon said, "With
any luck, we'll have a peeping Tom with a telescope and we can put on a
performance." Chris giggled.
"Out here, we'd get pinched for indecency, but we could do it just
inside the room. They could still see us."
"Are you serious?" asked Chris.
"Absolutely. Keep you eyes open for a peeping tom."
Finally, Leon had to leave, and I gave him a key and told him to come
early in the morning and wake us up.
* * *
I awoke next day to feel a hand caressing my cunt. At first, I
thought it was Chris, who'd been groping me on and off all night, but it
was Leon. As he fingered me he was sucking Chris's cock. He had quietly
let himself into the apartment and sneaked into the bedroom.
"I've made some coffee," he said, indicating three mugs on the
nightstand. I handed one to Chris and took a sip of mine. Leon had
stripped down to just his white tank, and his huge dick was about half
hard. Chris reached for it.
"I can't leave it alone," he said. "I must be a fucking faggot."
"No way," I said, "given the way you look at me when I'm parading
around in my undies, and seeing as how much you enjoyed eating my pussy.
You're just like most people - bisexual, like Leon here. Like me, too. I
love having sex with girls. That doesn't make me an out-and-out lez."
"Don't put labels on yourself," said Leon to Chris. "Enjoy girls and
guys. Maybe the ideal situation for you is to have sex with a tranny."
"You mean a shemale?"
"Yeah, a chick with a dick. A guy dressed up as a girl, undies,
implants, make-up, wig, the whole works. The best of all possible worlds."
Chris, still stroking away on Leon's dick, looked bemused.
"Where would I find one?"
"You could actually be one. Hey, wait a minute, this is a terrific
idea! We could dress you up as a girl. You like wearing panties, just as
I do, but I look nothing like a girl. With a wig and a touch of make up,
you'd pass easily."
Chris looked excited. "Can I borrow some of your clothes, Mom?"
"Sure, we'll get you all fixed up, but first I gotta take a pee."
"Can we watch?" said Chris.
"Hang on a minute," said Leon, taking Chris's hand off his dick. "I
wanna show you something new, Chris." He went and kneeled down in the
shower. "Come on in and pee on me, girl. I love a golden shower." This
didn't come as a surprise to me. My ex and some of my lez friends used to
like golden showers and I'm quite happy to be peed on myself. I got into
the shower and stood with my legs apart. Leon put his face right under my
cunt, and I let it go, warm, yellow piss splashing on his face. He opened
his mouth and I pissed right into it. Chris was watching through the open
"Awesome," he said.
Leon clamped his mouth on to my pussy and began to drink it straight
"Hey, save some for me," called Chris. I shut of the flow and Leon
got to his feet, my piss running down his chest. Chris took his place and
I began to pee again. At first he kept his mouth closed, but then he
opened it and let his mouth fill. He took a swallow, then shut his mouth
again. "It's too bitter," he said, "Just spray me." I emptied my bladder
on to his face, chest and then down to his dick. I could tell he was
We took turns, with Leon peeing on Chris first. To see Leon's dick in
Chris's mouth, with piss streaming down Chris's chin, was amazing. Leon
then pissed on me, and we finished with Chris peeing on both of us. It was
a very intimate experience. Leon drank all he could, but Chris and I could
only drink a little. Clearly, before with did this again, we would have to
make sure our piss was diluted and less alkaline. We showered off and went
to have some breakfast .
* * *
After we'd eaten, we started looking through my stuff for something
for Chris to dress up in. There were panties aplenty, but not much else
seemed to fit him. Stockings and a garter belt were no problem, but most
stuff was too small for him. Throughout all this, Chris was as hard as a
steel bar and obviously very turned on by trying on feminine clothes and by
all the attention. Leon and I were constantly fondling his cock, bringing
him close to orgasm, then backing off. We ended up with a pretty meager
"We have to go shopping," said Leon.
"You guys go, I've got to clean the house and catch up on stuff."
They got dressed, for once in their own clothes and left.
* * *
Two hours later, when they returned, loaded with shopping bags. They
were both visibly excited. Chris couldn't wait to show me what they'd
bought. He started pulling stuff out and laying it on the bed. A couple
of short dresses, some tops, a bra, a slip, a teddy and a shoulder length
wig. "And now the piece de resistance," said Leon, producing a short plaid
skirt, a white blouse, a pair of knee sock and two pairs of white cotton
panties. "Our sexy schoolgirl!"
I checked Chris's cock with my hand. Sure enough, it was rigid.
"What about you, Leon?" He'd bought several pairs of full cut nylon
panties, large size, in white, pink and a lovely turquoise, and a short see
through white slip. "I gotta see this," I said, reaching for the zipper of
his pants. As they dropped to the floor, his semi-stiff dick popped out of
his boxers, wet at the end. I dropped to my knees and took it in my mouth.
"Careful," said Leon. "Chris'll get jealous."
I pulled Leon's boxers off, reached for the turquoise panties and
pulled them up, his cock sitting vertically inside, the tip poking above
the waistline. Standing up I stood back and stared at him. God! Was he
hot? The feminine aspect of the panties accentuated his masculinity,
making me even more hungry for his cock.
But Chris jumped in first, stroking Leon's cock though the nylon.
"Fuck me," he said, "I hope I'm gonna look as hot as this."
"Well let's see," said Leon, falling to his knees and pulling Chris's
shorts down. As Chris took of his shirt, Leon pulled Chris's white briefs
down so we could see that lovely stiff little dick of his. Little by
comparison, that is. Chris pushed his hips out, expecting a hand or a
mouth to engulf his dick, but Leon grabbed a pair of cotton panties and
pulled them on to him. Chris looked at himself in the mirror.
"I wanna be a girl," he said.
"You soon will be," said Leon, who then pulled the white knee socks
over Chris`s feet and up his calves. Then, still kneeling, he hugged
Chris, bringing his face to Chris's midriff, kissing his cock through the
white cotton. I could see Leon's cock, sticking up out of the panties, wet
at the end, pulsing with passion.
Minutes later, Chris was all dressed up as a schoolgirl, blonde wig,
plaid skirt, the lot. He didn't really need any make-up, maybe just a hint
of mascara to darken his blonde lashes. Leon hugged him and kissed him on
the lips. It wasn't a short kiss, and I'm sure a lot of tongue was
involved. Then he stood back, lifted Chris's skirt and ogled his panties.
"I'm in love," he said. "I don't think I'll ever see anything sexier than
"Let's go out," said Chris. "I want people to think I'm a girl."
"I can't go out with this boner," said Leon, looking at his stiff
dick. "This hard-on's way to big to hide." We took turns, wanking and
sucking his dick, until I couldn't stand it any longer, and impaled myself
on him. He tried to make it last, but he was too aroused and came in
seconds. Chris took mercy on me and finished me off with his fingers and
Then we took Chris, or Christine as he wanted to be called, to show
him/her to the world.
* * *
We were sitting in the food court at the mall having lunch.
Christine's outing was proving to be a huge success. Nobody seemed to be
aware that he was a boy dressed as a girl. A few heads turned, but
everyone likes to look at a pretty girl. A couple of teenagers looked like
they wanted to hit on her, but Leon warned them off with a dirty look. I
started to think of Chris as a "her". I had to keep reminding Christine
not to sit with her legs apart, showing off her white cotton panties. It
was alright for her to flash at Leon and me, but we didn't want some dirty
old man getting the wrong idea.
Christine's plaid schoolgirl skirt was loose enough to hide the
constant hard on that she kept telling us about, and Leon kept a hand in
his pocket to hold down his erection.
When we got home, Christine lifted her skirt and showed us a huge cum
stain on the front of her panties. Somewhere out there, she'd cum, without
touching herself. I guess she really liked being a girl.
* * *
That afternoon, I got Leon to give me a really good fuck. It took
some effort to get his attention away from Chris, who was parading around
in a variety of panties, with a couple of tissues stuffed in his bra. When
Leon had recovered, he started a conversation with Chris about anal sex.
"Being fucked is a really wonderful experience," he said, "But you
need to be prepared for it. Some things you need to think about: if you're
with a stranger, he should wear a condom. And you need to clean out your
colon, so ideally it calls for an enema. You can use those disposable
ones, but I prefer to use a full size enema bag with a vaginal probe that
can go at least six inches up your ass. Two or three big squirts will
clean you nicely and your lover with thank you. Always have lube handy,
even carry it with you. But most importantly, you need to be stretched, so
that it doesn't hurt. Your first fuck should be pain free, and with
someone who really excites you, and if it goes well, you'll always be happy
to be fucked."
"How are we gonna stretch me?"
"I have a number of butt plugs, and we'll start with a small one and
work our way up. If you insert one several times a day, a couple of weeks
should do the trick. But we can start now, if you like, with a finger or
"Let's do it," said Chris, ever eager for any kind of sex.
Leon, who was dressed just as I like him, in a tank and a hard-on,
took Chris into the bedroom and told him to lay down on his back on the
bed. Then, sitting beside him, he pulled off Chris's panties, and stroked
his stiff dick, and after a few seconds, took it in his mouth. Chris of
course couldn't resist stroking Leon's cock, but I knew Leon wouldn't cum
for a while, given that he'd just royally fucked me. Reaching for the
lube, he spread some on his middle finger and pushed it against Chris's
rectum. It slid in easily, and Leon worked it in gently and out. "How
does that feel?"
"Nice, but how about two fingers?" Leon pushed a second finger in,
and Chris winced slightly. "Ouch, that stings a bit but don't take it out.
The pain is going away. Yeah, that feels O.K. now."
"Image it's my dick. Do you think you're gonna like it?"
"Absolutely. I can't wait for the real thing." While they were doing
this, I went into the bathroom and gave myself an enema, just as Leon had
described. There was something new I wanted to try.
I came out of the bathroom to see Leon and Chris, head to tail,
sucking each other off. "Hey, guys, heads up. Hello, remember me?" They
looked up at me. "I want Chris to fuck me up the ass and Leon up my cunt.
Double penetration. How about it?" Nobody turned me down, and I was more
than ready. Just the idea of a double fuck got my pussy dripping. I got
Chris to lie down on his back at the foot of the bed, his feet on the
floor. Then I lubed up his cock and straddled him, facing his feet. Then
Leon knelt down between my legs and pushed that magnificent dick up my
pussy. Oh, it was indescribable, two cocks inside me, Chris pinching my
nipples, Leon kissing me as he fucked away, long minutes on end.
"I can feel Leon's cock," Chris said, "moving up and down inside you."
I remember screaming loud enough to wake the neighbors, and lost count of
how many times I came.
Finally, I had to ask them to stop, and I flopped on the bed,
exhausted. Leon took Chris into the bathroom to wash off his dick. I
don't know what they did in there, but I did hear the sound of splashing
* * *
A few days later, Chris said he was ready to be fucked by Leon. He'd
spent a lot of time with various butt plugs up his ass, and at one point
I'd managed to get four fingers up there, so I guessed he was right. We
called Leon, and he came over, his eyes lighting up as he came in through
the door and saw Chris in see-through panties, and me in just a garter belt
and stockings. Chris immediately started pulling Leon's clothes off until
he was naked, then grabbed his cock and began wanking it.
"Hold on," said Leon, "Gimme a chance. I don't wanna cum too soon."
"I want you to fuck me," said Chris. "I've been thinking about it all
day. I used it for my jerk-off fantasy this morning."
"Don't leave me out of this," I said. "How about I lie on my back,
while I suck Chris's cock and he eats my pussy, then you can fuck him from
Leon smiled and Chris simply drooled.
And so I had what was probable the best sex I'd ever had in my life.
Chris's tongue doing marvelous things to my pussy, while I got to suck his
perfect cock, and just inches from my eyes, the sight of Leon's massive
dick sliding in and out of Chris's ass.
Leon was the first to cum, pumping his cream inside Chris. Just as he
pulled out, Chris came in my mouth, tasting delicious as always. I was
still extremely aroused, but what the hell, I could cum later, any one of
half a dozen ways.
Later, Chris said, "It was indescribable. Leon's great dick all the
way inside me, filling me up, and wanting more and more of it, surrendering
to his lust, offering myself to him without reservation, there can't be
anything to equal it."
"And my blow job?" I asked.
"Just the icing on the cake."
* * *
Later, Leon said, "We should try something new, but I can't think what."
"I can," I said.
I picked up the phone and called one of my bisexual girl friends. She
said she'd come over.
"You guys ready for a foursome?"