5 Sex texts to entice you!

Anal Sex Wakeup

I was woken up by Shirley whispering in my ear in a mischievous tone of voice.

Daniele is sound asleep! Come on, let's give her a special wake up.

I rubbed the sleep from my eyes and looked over to see that Daniele was sleeping on her stomach. Shirley pulled back the sheets to expose Daniele's pretty ass.

Come on!" whispered Shirley, gesturing me to come around the bed. She had a bottle of lube in her hand. "Daniele didn't get any anal attention yesterday at all. Let's wake her up with some!

I was barely awake, so I simply went along with it, allowing Shirley to herd me in the right direction. She stroked my cock to get it hard - which took bare seconds - and lubed it very generously. My cock was much more awake than my brain. She pointed to Daniele's ass. I got the idea, getting onto my knees and crawling behind my sister, trying to get the angle right without shaking the bed.

I needn't have worried. When I finally got into position, lumbering into her thighs a couple times then feeling between her cheeks with the tip of my cock, I paused and listened. Daniele's breath was still deep and even.

Perfect." whispered Shirley next to me. "She's a sound sleeper. I want her to wake up this way. Go ahead!

Now, getting a cock into an asshole is not a trivial thing. The opening is initially very small, even subtle. Trying to feel your way using just the tip of your cock is hard. Contrary to popular belief, there really isn't that much fine sensation right at the tip of a cock. The sensitive parts are on the sides. It's made more tricky by lubricant, which is essential for getting inside, but can easily make the tip of the cock slide one way or another, rather than through the sphincter. A sphincter, until is it stretched out and warmed up, is simply not the path of least resistance. The angle has to be just right. It's most likely to slide forward and slip into the pussy. Luck, skill, and the right position are all required in order to pull off a successful anal penetration.

Fortunately, in my life with Shirley, I've gotten the practice. I've penetrated the assholes of women and girls of all ages, and a few young men, of all backgrounds, in all different positions. Even half-awake, my reflexes are there - feel carefully for the anal entrance, adjust angle, and press with just the right amount of force.

I masterfully slid the head of my cock through my sleeping sister's rectum. I paused, absolutely certain that she would be awake now.

She's still asleep!" whispered Shirley, trying to keep from laughing. "C'mon, give it to her!

I slid in further, always a delightful sensation, then pulled back and started to actually fuck her ass. It wasn't until the third or fourth stroke that Daniele responded.

Wha-!" Her legs twitched reflexively, trying to make sense of the sudden strange sensation. I pushed in, to keep myself inside her ass as she slowly realized what was going on. When she didn't do any more squirming, I grabbed her hips for support and went right back to fucking.
Someone's... fucking... my ass!" mumbled Daniele, now half-awake but still disoriented, just realizing her situation.

I bent over her body, putting my mouth to her ear. "It's me." I breathed. "Good morning. It's.. fucking intense. Can you... slow down a little?

Shirley had dropped her robe and climbed into bed in front of us, her naked legs spread wide. She slid down, grabbing Daniele's head and pulling it to her pussy. Daniele immediately latched on to Shirley's clit and started to suck.

Go ahead and fuck her however fast you like." said Shirley. "My pussy will keep her from yelling, and I know her well enough to know that she'll end up liking it.

Fast was exactly what I was in the mood for. Last night's tender lovemaking was wonderful, but Shirley clearly wanted to balance it out with some quick, hard, pleasure-taking sex. Fucking her like this, roughly and half-awake, was probably the closest thing we could get to raping Daniele without actually causing any harm.

Daniele's hips pressed forward away from me, trying to squirm to reduce the depth of penetration. I countered by changing my angle, lowering myself until my naked body was laying right on top of her, my chest on her back, pressing her down, my cock pinning her to the bed. In this position, she couldn't move even if she wanted to. I fucked her hard and fast, going as deep as my weight could drive me into her. The feeling on my cock was intense, and I considered that the friction was noticeable, that for her maximum comfort I should pull out and add more lube. What my brain realized, my cock ignored , so I kept fucking her hard and deep anyway, the viscosity adding to the already intense heat.

Slap her ass." said Shirley.

It's not that easy to slap an ass that you're fucking, but I managed to pull out far enough that I could swing my hand down hard and slap Daniele's ass. She yelled into Shirley's pussy.

I can feel she likes it. Do it again."

I slapped Daniele's ass a few more times, which caused her to yell each time, then plunged my cock as deep as it would go, which also got a muffled scream, then slapped her a few more times before settling back into a fast ass-fuck.

She's almost there." encouraged Shirley. "Try something for me. Put your hands around her neck and grab her throat, not too hard."

This took both hands, so I fell down and used my elbows to support my body, reaching around Daniele's neck.

Choke her?"
Yes. Not too hard. Just enough to stop her from breathing for a few seconds at a time. Her panic will kick in, with a little more adrenaline."

I squeezed my hands on her pretty throat. Daniele went crazy, her body squirming, trying to yell and throw me off her, but my weight pinning her down was too much. Her arms flailed about, trying to push herself up. I knew that now she couldn't breathe, and her asshole tightened involuntarily around my cock. I released a little to let her breathe, and she gasped air in, then I squeeze again. My hips never stopped moving.

Shirley watched me with delight and amusement. "Harder." she said.

I didn't know whether she meant the ass-fuck or the choking, but I was pretty far gone myself, in a kind of wild trance. I squeezed Daniele's throat, using my hands around her neck as leverage to slam myself harder into her ass. I was like a wild man, possessed, primal. Some deep part of my brain was thinking only of dominating this female, of pressing myself into the deepest corners of her body, of controlling her body and her breath, her life literally in my hands. Up in my cerebral cortex, I may have had higher-level thoughts such as this was my little sister, the memories of watching her grow up, watching her body develop, the delicious wrongness of fucking her. But in the lower brain, it was only control, penetrate, dominate.

One other sensation ran through my body, an incredible, surprising sensation. It was the increasingly familiar feeling of a female orgasm close to me. She was coming! And all mixed up in that sensation was the realization I was coming too - fire starting in my feet and traveling up my legs to my crotch, pouring pure sexual energy through the tip of my cock and deep inside Daniele. For a long moment I held myself deep inside, my orgasm mingling with hers like serpents entwined.

Things got blurry, and there was a sudden collapse of bodies. It felt good to collapse.

Holy shit." was the first thing I heard Daniele say.
You were wonderful." said Shirley, with pride and pleasure in her eyes. "You kept taking it up a level. It went far beyond what I had planned, but I came right along with you. I was almost blown away by the strength of it..."
Can you pull out?" said Daniele. "My ass hurts, you fucker." There was an edge of reproach to her voice, but also a softness of affection.

I rolled off her body. I saw Silke lurking at the edge of the room, in her sexy maid uniform, and motioned for her to come forward. She knew exactly what was expected of her, using her mouth to clean up my cock fresh from Daniele's ass, then using her tongue directly on Daniele's ass to soothe the ravaged sphincter.

I rolled up close to Daniele to cuddle her body, my mouth seeking hers for a kiss.

You fucker. You fucking raped me, I felt like you were killing me." She kissed me sweetly. "I want you to do it again sometime. Sometime a long time from now after I recover." We kissed again. "I've never felt anything like that. It was so different, I don't even think I can call it an orgasm."
Mmmmm. I think I have to agree." I suddenly realized that it was early morning, and I had to piss. "Silke, my cock." I motioned with my hand. Silke obediently sucked my half-hard cock into her mouth and prepared to swallow.
I've watched you do that a couple times now. I want to try it." said Daniele, flopping onto her back as Silke stopped gulping. "Can she really do it without making a mess?"
She's had a lot of practice with Shirley."

Silke moved her mouth to Daniele's pussy and made a seal with her lips and tongue. Daniele let go.

Ooooooh... Damn, that's fucking kinky. She's really drinking it."
Not only that, she really likes it." explained Shirley. As Silke gulped slowly, Shirley petted her, like a person would pet a cat, except that the petting was between Silke's legs. The maid uniform was open underneath, stocking and garters but no panties. "Our servant is extremely well trained. She derives sexual pleasure from just about anything - sex with people, sex with animals, cleaning up messes with her tongue, pain, humiliation, almost anything."
Do you spank her and whip her?"
We do. She needs it from time to time. Perhaps you'd like to administer some abuse after breakfast?"

Daniele grinned. "Sure, that sounds fun. When's our flight?"

"Not till this afternoon..."

 

 

Daniele tries BDSM and Facial

Daniele took a minute to adjust to sitting at the breakfast table being served.  Silke flowed back and forth from the kitchen feeding us American breakfast - eggs, pancakes with syrup.  We talked about Daniele's life in San Francisco, and about BDSM.

"Do you have any experience being a top or bottom?" asked Shirley.

"Not really.  I have friends in SF that do, and they've told me some wild stories.  I guess I've always been interested."

"We don't really top Silke properly.  My charm takes care of most of the work, putting her in the right state of mind and rewarding her for learning to enjoy any kind of treatment.  Also, she was already into being a bottom, already experienced with it in Germany before she came here.  So, I don't have to put the care and attention into being a good top that I would in the real world."

"When did you learn about BDSM?"

"Mostly before I met David.  Remember, I went through a period of exploring what I could and couldn't do with my charm.  I tried just about everything with a lot of different kinds of people.  Also, I experimented with Silke and David, letting them whip me a bit.  We haven't done it much though.  Do you want to try giving or receiving - top or bottom?"

"Uh, giving, I guess.  Do I... uh, just tell her I'm going to do it?"

"You could have some fun with it, play up her role as a servant.  You could pretend to be displeased with something she did.  For instance, say your eggs were overcooked."

Daniele laughed.  "Eggs overcooked!  Sure.  OK.  Servant!"

Silke came in from the kitchen.

"Servant, my eggs are overcooked.  I'm going to have to punish you."

Silke looked apprehensive at first, then realized she was going to be punished, and brightened up.  She didn't quite contain the excitement in her voice when you replied, "Yes, mistress."

"I'm going to need something to punish you with.  Go and fetch what you know is appropriate."

"Yes, mistress!"  Silke dashed off.

"I like her addressing me as Mistress instead of my name." mused Daniele.  "I can do anything to her?"

"Anything.  You could order her to have sex with the dogs.  You haven't seen that yet."

Daniele's smiled widened.  "That's really fucking kinky.  I've seen your dogs around, but the thought never crossed my mind."

Silke came back into the room, carrying a box.  She hurried over the table, and set several items out for display - a soft tasseled whip, a harder leather strap, a riding crop, and other devices.  Then she struck a submissive, bowing posture and froze.

"Hmmmm...." said Daniele, standing up and walking around the servant.  She ran a finger across Silke's face and around her neck.  "Where do I feel like administering punishment?  I'd like to start with your ass.  Lift your skirt, bend forward and touch the table."

Silke lifted her skirt - really, the bottom part of a very short dress - and exposed her ass.  Daniele started with the soft whip, swinging it at the exposed butt cheeks.  After a few swings, she decided it wasn't getting enough reaction, and switched to the larger strap.  This got an appreciable gasp from Silke on each swing.

"This is fun." declared Daniele.  She ran her fingers across Silke's pussy to feel the wetness, then whipped some more.  Daniele pushed the straps down on Silke's shoulders, so that she could whip Silke's back.  This caused a good deal more noise, so I recommended to use a ball gag from the box.  Daniele fitted it on Silke, and went back to whipping, moving along only after laying down some appreciable pink stripes.  I was getting hard watching them.

"Whip her tits." I suggested.  Daniele turned Silke around and pushed her down onto her knees.  The top of her maid's outfit already pushed down, Daniele switched back to the soft leather tassels to whip Silke's exquisite tits.  She started softly, but was soon swinging back and forth vigorously, commanding Silke to hold the breasts up, presenting them for abuse.  Each blow brought a nice muffled gasping cry from Silke.

"This is a fun way to get exercise!" said Daniele.  "Hands and knees."  She pushed Silke down further.  "Stick out your ass.  Spread your legs."  Silke complied.  "You said she actually likes being whipped on the pussy?"

"She does.  You might want to stick to the softer whip, but you can swing as fast as you like."

Daniele began again on Silke's ass cheeks, then moved between the cheeks.  Silke's muffled cries grew.

"Can she really breathe with that gag?  It reminds me of your hands around my throat this morning."

"There's another nice way to gag her, I can use my cock." I offered.  "It also chokes her a bit, and she'll like that."

"Wild.  Go ahead."

I was only wearing my loose silk pants, so they were easy to toss aside.  I pulled the gag from around Silke's face, and immediately replaced it with my cock, grabbing her head and holding my cock right at her gag threshold.

"Go ahead and whip right on her pussy lips." I encouraged.

Shirley excused herself and left the room.  Daniele had a great time, raining blows down on Silke's back, ass checks, and at her pussy by swinging sideways.  She tried to bring Silke's noises to a louder level.  I held on and enjoyed the feelings on my cock caused by Silke's gasps and cries, but more than that I enjoyed watching Daniele having fun.  Most of my memories of my little sister were of a serious nature, and it was delightful to watch her enjoying a new experience.

Shirley came back in the room with Rod and Pecker, our black Labradors.  Just then, Silke made a particularly large noise.

"Good job Daniele!" said Shirley.  "You gave the servant an orgasm.  Want to see her do the dogs?"

"Sure!"

I pulled my cock out of Silke's throat.  "Command her to do it, Daniele.  She could start by sucking."

"Oh!  Sucking?  That's even nastier than fucking."  Rod and Pecker were already padding around Silke, sniffing at her.  "Servant, your punishment is not complete.  You must suck off the dogs for me."

"Yes, mistress."  Silke knew from much experience, practice and training how to calm the dogs down and prepare them.  It still took a little fumbling.  Watching her chase the dogs around with her open mouth, trying to get it on their cocks, was entertaining in itself.  After a minute, she had Rod laying passively on the ground and her mouth latched on to his canine penis.

"That's so nasty!" said Daniele.  She had her skirt up and gently stroked her clit as she watched.  "Can a dog come that way?"

"Normally, no.  But I have my charm, and it works pretty well on higher mammals, like dogs, for basic things like arousal and orgasm.  Do you want to try sucking a dog too?"

"Uh....."

"I've tried it.  I must admit it doesn't taste as good as David, not by a long shot.  You don't have to swallow.  But should should try it, just for the feeling of it coming in your mouth."

"I... guess so..."

Daniele kept watching as Silke's head bobbed up and down, then got down there on the floor with her to get a better look.  I found it thrilling to watch my little sister get down with the dogs.  She watched the red cock moving in and out of Silke's mouth, then worked up the courage to take over, pulling the dog's cock to her own mouth.

"It's wonderful how open the human mind is to trying new things, when the constraints and fears are removed." Shirley said to me.  "Your sister is a delight.  I thought I might need to bolster her with some charm, but she took right to the new experience with no assistance whatsoever.  Silke!  Suck on Rod's balls.  I'm going to try making him come."

Silke obediently sucked the small, hairy balls into her mouth.  Daniele held Rod's shaft with one hand, sucking the head.  Pecker circled them, sniffing and poking his nose around the two women.  Suddenly Rod's legs twitched and he let out a small yelp.  Daniele moaned when she felt the cum in her mouth, then she did something that caught me by surprise.  First, the pulled back, he cheeks bulging, and pointed Rod's leaking cock to Silke's mouth.  Silke quickly got the idea and sucked the last jets of dog cum into her mouth, swallowing them.  Then Daniele grabbed Silke's head and physically opened her mouth, using her hands to communicate that she wanted Silke's mouth wide open, and she spat Rod's dog cum into Silke's open mouth.  The cum went everywhere - some into Silke's mouth, some on her face, her neck and her tits.  Silke obediently swallowed everything she could, the rest of it running down her skin, over the whip marks on her body.

"You're right.  I can't recommend the taste of it." said Daniele.  "I'm fucking horny now though.  You said she fucks the dogs too?"

"Silke fucks them, and I've tried it a few times myself." said Shirley.  "Go ahead, Silke."

Our servant had plenty of practice at this, and the dogs were well-trained as well.  It took less than a minute before Silke was on the floor on her hands and knees, crouched low, and Pecker had his pecker in her pussy, thrusting eagerly.

"Mmmm, that's nasty.  It doesn't look too hard." said Daniele.

"It's not, not with our trained dogs.  Go ahead, get in the same position right next to her."

"Just so long as it doesn't slip into my ass!  It's still sore from this morning."

Daniele moved into place.  Shirley patted Pecker to get him to pull away from Silke, and together they helped him get inside Daniele.  The penetration was sudden.

"Fuck!" yelled Daniele.  "Holy fuck!  He's... so... eager!"

"It's a good thing your pussy was already wet with arousal." said Shirley.  "Now just relax and enjoy.  I won't let him come until you do."

Shirley saw me watching with my hard cock sticking straight up, so she came to me, lifted her skirt, and settled down in my lap, impaling her pussy.  I wrapped my arms around her and just hugged, feeling her pussy muscles rippling around my cock, as we watched together.  Daniele wasn't looking at us, just gazing into space, her focus internal, as Pecker sawed his cock in and out of her pussy at high speed, the only speed at which the dogs knew to fuck.  Silke stayed beside them to guide Pecker, keeping his front paws balanced on Daniele's back, keeping his hips in the right place.

"I'm happy that your sister has joined us." said Shirley to me quietly.

"I'm happy too.  You know, this might seem like a funny thing to say as we're watching her fuck a dog, but I'm in love with her."

"I'm in love with her too.  Look at the incredible focus she's got.  That dog cock is her whole existence."

"Yes, it's that intensity.  It was there the first time she and I had sex.  It was there again this morning."

Daniele started making little gasping moans, rocking her body with short, quick motions, trying to move in synch with Pecker.  His tongue hung out, panting, as he plowed away at the moist, snug human pussy on his cock.  Daniele got noisier and noisier.  I could feel her arousal intensifying, resonating with Shirley's arousal vibrating through me from her pussy.

"Oh fuck!" she cried, her orgasm beginning.  Shirley snapped her fingers, and Pecker was coming too.  Daniele flopped around, shaking from her orgasm as Pecker filled up her pussy with a large load of piping hot cum.  Silke helped to pull the dog off of her.

"Oh my God.  That was fucking weird, and fucking hot." gasped Daniele, pulling herself slowly to her feet.  Pecker flopped on the floor, licking his own cock, cleaning it of Daniele's human juices.  We got up and followed Daniele as she walked from the dining area to a sofa in the living room, leading Silke behind her, then flopped down on a sofa and spread her legs, pointing between them.  Silke immediately got busy licking up the dog cum that trickled down Daniele's thighs, them moved into drink the cum directly out of Daniele's pussy.

"That's one thing we won't be able to do in San Francisco." said Shirley.  "It really requires a trained dog.  So in case you've ever wanted to see any of your friends there fuck a dog, you're going to have to invite them to come visit us."

"Mmm-hmmm." said Daniele.  "I can think of a few people that I'd like to see get fucked by a dog, and not all of them are women.  I'll bet one of my gay friends could get off on it like I did."

I made a face at her, and she stuck her tongue out at me.

Gradually, we made our way upstairs and cleaned ourselves up, then packed lightly for the trip.  Silke dashed around getting the house cleaned up and packing plenty of sex gear, then put on outdoor clothes to drive us to the airport.

"Not till this afternoon."

 

 

First Class cabin hardcore

The flight to San Francisco was low-key, without a lot of sex or adventure.  We were pretty drained from the intense scenes of the morning, and we weren't going to do anything crazy like the last time we flew, with Shirley charming us into the cockpit for sex with a view.

We did fly first-class, though, and Shirley did bend the ear of the flight attendants, getting them receptive to the idea of sexual behavior in the first-class cabin.  Curtains hung down separating us from the rest of the plane, but noisy sex would be difficult to explain, so we kept it mellow.  First-class was sparsely seated with only the four of us, a Texan businessman with his teenage son, and a neurotic middle-aged woman.  Shirley went around and gently made everyone's acquaintance, explaining that the flight attendants had agreed to give us extra special service for the duration of the flight.

I ordered a cocktail, and it was brought to me by a petite Asian flight attendant named Sue.  The cocktail was nice, and she was very pretty, so I next ordered a blowjob, which she happily provided.  The Texans' eyes were bugging out, watching me casually getting my cock sucked while chatting with Shirley sitting next to me.  Daniele got the attention of a curvy blond flight attendant, and struck up a conversation which led to hiking up her skirt and spreading her legs so that the blond could go down on her.

I didn't come in Sue's mouth, since I needed more time to recover from coming up Daniele's asshole that morning.  I just let her suck, practicing on taking more and more of me into her mouth.  After a nice long suck, I sent her over to the Texans to offer them anything they wanted.  The senior Texan happily accepted a blowjob.

Shirley spent a long time chatting with the middle-aged woman, learning her name was Jeanette, extremely wealthy, with apartments in London and San Francisco.  Soon the conversation went the way it often does with Shirley, with Shirley's hand up the woman's skirt, gently massaging her clit as they talked.  After Daniele came quietly on the blonde's mouth, Shirley called the blond over and put her to work between Jeanette's legs.

Sue proceeded to drink the senior Texan's cum, then was called over to his son, providing the teenager an enthusiastic blowjob as well.  I got up from my seat to come over, lifted her skirt as she bent over him, pulling down her pantyhose and slid myself casually into her tight pussy.  The boy's eyes were wide with amazement as I gently fucked Sue to a peak, her orgasm coming just as the boy unloaded his cum into her mouth.  Sue eventually found a way to climb into their laps - first class seating is wide and very adjustable - to lower her little pussy down on a hard cock, riding each of them to a second orgasm.  Before the flight was over, Sue had tasted Daniele's pussy, and I had gently fucked the blonde to orgasm, and Jeanette as well, at Shirley's request.  Although she wasn't a particularly attractive woman, Jeanette's money and apartment - and apparently, a kinky mind - had Shirley intrigued.  She got all of Jeanette's information - cell number, address, instructions on how to get into her luxury apartment, and carte blanche to do anything we felt like doing.

As the plane landed at San Francisco International (SFO), Daniele filled us in on some more details of her life.  She had spent some of her inheritance on a modest Victorian 2-story house, and invested the rest to live off the income.  She was active with theatre, several non-profits, a food co-op, an art center, and some political things I didn't understand much of.  She had roommate, Denise, who was also a good friend and shared in a few of the same activities around the city.

"Denise is mostly straight." explained Daniele.  "At least, I've only ever known her to have boyfriends."

"Have you ever thought about having sex with her?" asked Shirley.

Daniele laughed.  "Not really.  I've had my own boyfriends and girlfriends, Denise is more like a sister to me, I mean..."  She laughed again, looking over at me.  "Not like the kind of sister that I am to David, I mean."

"What I'm asking is, would you like to?  In light of your newfound place in our family, and the freedom that my charm affords you."

Daniele looked thoughtful.  "Yeah.  I know what you mean, and yes, I'd like to take her to bed.  And her boyfriends, and some of the girls I've been with before.  God, I can't believe this is happening.  It started to seem like a dream, my new sexual life with you guys, that crazy weekend with Rob and Erica, all of it.  I'm suddenly reminded of my real life, coming home like this."

"This is your real life, with newfound freedoms, sexual and otherwise.  The question is, what do you want to make of it?"

"Take it one step at a time, I guess.  Well, you'll meet Denise first, because she offered to come pick us up at the airport."

 

Meeting Denise

Denise found us at the baggage claim.  She was much as Daniele had described her: mid-20s, medium build, dark hair like Daniele's but bound up as dreadlocks, larger breasts, and an outgoing personality.  There was a flurry of introductions.  Introducing Silke as "our servant" got a raise out of Denise's eyebrows, but she took it in stride.  We made small talk as we got the bags to Denise's car, a station wagon, squeezed the five of us inside and headed north.  Shirley sat in the passenger's seat.

Slowly, Shirley charmed Denise.  Denise was full of questions, and we did our best to answer, with Shirley softening Denise's emotional responses to help her accept them, with of course a generous helping of relaxation and outright lust.  After she was suitably engaged, Shirley told her about the charm and its effect on people.

"So... you guys have sex with all kinds of people?" Denise was asking.

"All kinds.  Short, tall, fat, skinny, black, white, old and young.  Although not too many older people.  Mostly people we're attracted to."

"How young?"

"We have rules.  No intercourse with any young person before they're sexually mature.  That means fisting, pussy licking, blowjob, etc, which varies from person to person."

"So, 18-year-olds?  What about emotional maturity?"

"My charm smoothes over any problems with emotional issues."

"Whoa.  Uh, OK.  And you've... all had sex with each other?"

"Yes."

Denise paused.  "David is Daniele's brother, right?"

"That's right." answered Daniele from the back seat.  "Not only have I fucked my brother, I've taken him in every way, and had the most incredible sex I've ever had with him.  Sure it's incest, but that just makes it more exciting."

"Fuck." muttered Denise.  "That's so fucking twisted I can't even imagine it."

"You can do more than imagine it.  Do you have any sisters?"

Denise paused.  "You know, I can't believe I'm actually considering what you're describing.  I must be horny as hell."

"You are.  My charm has that affect.  But tonight, you don't have to do or try anything too wild.  Just bring us all home to the house you share with Daniele, and we'll have gentle, friendly sex with you."

Denise gave a gasp of exasperation.  "I guess it's inevitable.  I can't believe it, but I'm looking forward to it."

---

It's fortunate that both Daniele and Denise had large beds, because there wasn't much in the way of place for guests to sleep.

We took turns with Denise on her bed.  Shirley started out with heavy petting and undressing her, while Daniele and I went to take a shower.  When we got out, we came into the room naked, and found them naked on the bed, kissing, with Shirley's fingers exploring Denise's pussy.  Denise's breasts were really magnificent, their attractive shape not affected by their size and gravity.  We sat down next to her, and Daniele took over kissing and exploring of Denise's body, as Shirley went off to take a shower.

I watched my sister and her roommate gradually move from gentle exploration to sucking and outright lovemaking, their bodies moving together, swooning with arousal.  Denise's large breasts got lots of attention from Daniele's fingers, lips and tongue.  When Daniele moved down to place her mouth on Denise's pussy, I started kissing Denise and playing with her breasts.  She put a hand on my cock, stroking gently as she moaned from Daniele's oral attentions.  Her body smelled slightly of pot and patchouli, not unpleasantly.  The dreadlocks were strange to me - I had never seen them on a woman before, let along a white woman - but her lips were soft, her lust strong, and those breasts!  I delighted in finding that her dark red nipples were not just large, but sensitive, especially when I used my teeth on them as Daniele gave experienced attention to Denise's pussy.  After successfully giving her roommate an orgasm with her mouth, Daniele moved aside to let me between Denise's legs to fuck her.

I pushed in, and she was really responsive to getting fucked, rolling her body to meet mine, moaning and shaking.  Shirley came back from her shower and came in to kiss Denise.

"Have you ever licked a woman's pussy?"

Denise shook her head.

"You can practice on mine."

Denise nodded, gasping as I found a new angle to penetrate her deeper.  Shirley settled her pussy on Denise's face.  I pulled out to give Daniele another turn on Denise's pussy, watching the three women sucking each other to another of Denise's orgasms, then I moved back in with my cock.  I kept fucking her until I felt her approaching orgasm yet again.

"I like you." said Shirley, climbing off Denise's face.  "I think you'll enjoy joining us on our adventures in your city."

"Mm-hmmmm." moaned Denise, her mouth slick with Shirley's juices.

"You're about to come again.  David's also going come, and he's going to come in your pussy.  He really does have nice cum, though, and I want you to taste it.  Daniele can help."

"Mm-hmmmm?" moaned Denise, not understanding but way too far gone in the throes of sex to mind.

I felt her pussy twitching around my cock, and Daniele's hand on my balls.  I let myself go, filling her up with come, one of her lovely nipples in my mouth, biting it as she came like crazy.

Daniele tapped me to get me to move aside, then dove face-first into Denise's pussy, sucking up as much of my cum as she could, then slid up Denise's body, and locked her mouth on in a deep kiss.  Denise was still in the throes of her orgasm as she drank my cum from my sister's mouth.  We let her come down slowly, cuddling her in the sexual afterglow.

That night, Silke got the sofa, I slept upstairs with Daniele in her bed, and Shirley shared Denise's bed.

---

Waking up, I was momentarily disoriented.  My cock was getting sucked, a familiar feeling, but the room was strange to me.  Where was I?  I looked around at the bay window, bright blue curtains, large bed with fluffy cream-colored comforter, the bulge of somebody under the covers sucking my cock.  My groggy brain gradually put it together: this was Daniele's room, in San Francisco, her bed, and it was her under the covers, not so much giving her brother a wake-up blowjob as just some affectionate cock-sucking.  I petted her head and pulled her up to me so we could kiss, our naked bodies entwined.  I had half a mind to just stay in bed and fuck her, but I knew that Shirley would have a lot of plans for the day.

We got out of bed and pulled on robes, wandering downstairs, following the smell of breakfast.  In the kitchen, Shirley was wearing a robe, sitting at the small dining table, chatting with Denise who was cooking, stark naked.

"Hi!" cried Denise, seeing us, coming to each of us and giving us a big hug and tongue kiss.  The warm breasts and soft curves of her body felt nice in my arms.  "I've talking with Shirley and learning so much.  I can believe this is happening to me, it's really beyond anything I could imagine."

We sat down, let her serve us breakfast, and heard all about it.  Apparently sleeping with Shirley had really opened her sexuality wide-open, and she was eager to let us know.

"Last night was the most amazing thing ever, the way you made me come again and again.  David, you fucked me so wonderfully, but I'm sorry I didn't get to suck your cock at all.  Any time you'd like me to suck it, just let me know, OK?"

"Uh..." I smiled to myself at her apology.  "Sure.  OK."

"And Daniele!  My darling, my best friend." she continued.  "Now that I know how nice it can be with a woman, I'm just dying to try licking your pussy, please just let me know when you can.  Oh, and David!  I've never tried anal sex but I'd love to have you try it on me, teach me to enjoy it!  My virgin ass is all yours.  Shirley was training me last night with a dildo in my ass, and she gave me a butt-plug for me to sleep with.  It's all cleaned and stretched to get it ready, so I can offer it to you!"

"Uh.... thank you.  Maybe after breakfast?" I was surprised at the degree of her eagerness.

"It's up to Daniele." said Shirley.  "Personally, I'd just like to see some of the city, since I've never been to San Francisco.  But this trip is all about Daniele exploring what she can do in the city she knows, with the freedoms that my charm affords her."

"We can do some tourist stuff." said Daniele.  "Also some shopping."

"Shopping sounds great." agreed Shirley.

"And sex, whenever it strikes my fancy?"

"Absolutely." encouraged Shirley.  "You know by now pretty well the limits of my charm.  Is there anyone in particular that you'd like to have sex with?"

"I can think of two off the top of my head.  There's a woman we work with, Libby, she's 30-something and she has a daughter who is just the cutest thing ever."

"Oh my God." said Denise.  "You'd have sex with Libby... and Maya?"

"I was thinking of just Maya, but sure, Libby's not bad-looking either."  Daniele grinned.  "She's like a mother to me, she's helped me so many times, helping me get established here in the city.  It would feel incestuous in some way.  Which is, the way I think now, a good thing."  She grinned at me.

"Who else?" asked Shirley.

"There's another friend, a guy who's the manager at my favorite bookstore, a black guy named Phillip.  He's gay, but I've always had a big crush on him.  Can you help me with that?"

"It depends on how much you want me to charm him.  I could bend his sexuality really far, so that he really wants to have sex with you, or just a little, so that he'll enjoy it but it remains outside his sexual range."

"Just a little, I think.  I love his soft-spoken deep voice, and the feminine aspects of his personality.  I'd want to change him as little as possible."

"OK.  Think he would be attracted to a sexy, younger man?"

"I know he would.  We've talked a lot about sex.  It's a safe subject for both of us, since he's gay.  He's not even bisexual, as far as I know."

"Alright.  What first?  Your friend's daughter, Phillip, sight-seeing, or shopping?"

"Sight-seeing I think.  Let's get dressed and go.  Remember to dress warm.  This is summer in San Francisco, which means it's going to be colder than you think, and windy."

 

Cross-dressing

For a few hours, we were just like normal tourists.  The four of us took the streetcar through downtown to the Embarcadero, and up to Fisherman's Warf.  After browsing and walking along the Marina, we hopped in a cab and took it up and over Lombard street to Coit tower, then down through Little Italy, then down to SOMA.  We had lunch at the SF MOMA cafe, then walked up to Market Street and joined the throngs of people in the ritzy shopping area around Union Square.

Shirley led us into the Men's department at an upscale department store, and suggested we buy a man's outfit for Daniele.

"Ha!" laughed Daniele.  "There's a lot of butch dykes in this city who probably know a lot about cross-dressing, but I don't the first thing about men's clothes."

"No problem, ma'am." said the store assistant, an young man who mannerisms clearly came across as gay.  "I can help you find clothes which fit you, but you'll need to find a flatter bra in the Women's section, and you'll need to try the fitting rooms there."

Denise laughed.  "At least with her it's an option.  I would have no chance of hiding these, no matter what bra I wear."

Daniele's breasts aren't small - just perfectly medium-sized by my tastes - but we did manage to find a bra that minimized them.  Back in the Men's department, our assistant helped us find underwear (briefs, not boxers), slacks, a white shirt with a masculine neck, and a casual jacket.  Daniele pulled her hair back tight, and we evaluated the appearance.

"You've still got the hips, and it would take a lot of makeup to give you a man's face." said Shirley.  "But the effect is not bad!  Will Phillip be at the bookstore at this time of day?"

"Sure."  She checked herself out in the mirror, and whistled.  "This is so crazy, but it's going to be fun."

"What do you think?" Shirley asked the department store assistant.  "You're gay, right?  Bisexual?"

"Just gay."

"Would you have sex with Daniele here, looking the way she does?  You can be honest."

"Well..." he looked her up and down.  "I'd have to look past the fact she's a woman.  It's not really sexy knowing that."

"What if you..." Shirley glanced around, but there was no-one else around our part of the store.  "What if you had sex, but there was no pussy involved?  Oral and anal."

The assistant looked around.  "No pussy?  Hmmm.  Well, she does look kind of cute in that outfit.  I could go for that.  I usually don't get to be the one on top, if you know what I mean.  I'm comfortable being on the bottom when it's the right guy."

"Thanks for your input." laughed Shirley.

We took two cabs to Phillip's bookstore in North Beach.  Daniele was still in men's drag, which drew absolutely no attention.  Ah, San Francisco, I thought.  Denise kept making jokes with Daniele about her appearance, and they spent part of their cab right next to me, kissing hotly with a hand between each other's legs.  Denise called her "boyfriend" as they made out, and pretended to complain about the lack of bulge between Daniele's legs.  Shirley was in the other cab with Silke.

We all got out and went into the bookstore, trying not to look too conspicuous.  Shirley went off with Daniele to find Phillip.  They came back with him, and found us browsing around the shelves.

"Phillip, I'd like to meet my brother, David." said Daniele.  I shook Phillip's hand, and he had a powerful grip.  He was a pretty big black guy, strong and handsome, yet soft in some way that was hard to put my finger on.  If I hadn't known he was gay, I wouldn't have known it from his appearance and voice, unlike the department store assistant.

"Shirley, his girlfriend, Denise you know already, Silke there is our servant.  There's something important we need to ask you about.  Can we go to the back room?"

"Sure." said Phillip, his voice deep and soft.  "It's quite peculiar, visiting me at work with all your friends, and what's with that cross-dressing getup!  You've got me curious now,  I wanna find out what's going on."  He led us to a door behind the counter, and we filed into a storeroom, loaded with boxes and shelves of books and a few desks and chairs.

"Let me start to explain." said Shirley.  "Daniele's been your friend for a couple years now.  She's always had a crush on you, but unfortunately she's the wrong sex.  That's great for being your friend, but no further."

"Uh-huh." agreed Phillip.  "So... she's wants to try being a guy for me?  That's sweet, darling, but you know I don't fall for women."

"Not falling for me, just sex." said Daniele.  "Basically, I want to have sex with you.  And you don't even have to fuck my pussy.  I can take it my mouth or my ass like a boy."

"Oh.  Damn, girl!  That's fucking kinky.  I've heard of lot of strange gender-bending in this town, but I never had a woman cross-dress to have sex with me.  And what about everyone else?"

"We want to watch, and you'll find that really doesn't embarrass you."  Shirley touched her charm.  "Why don't you let her suck your cock?  That would be enough for now.  You can join up with us later tonight to go further."

"Damn."  Shirley was clearly cranking up his lust level.  "Well, Daniele, you are kinda cute as a guy.  Sure, what the hell."  He sat back on the edge of the desk, and Denise and I found places to sit and watch.

"Oh good, I was hoping you'd let me." said Daniele, coming forward and dropping to her knees.

"I think it's hot." said Denise, her hand between her legs.

Daniele stood right next to them as Daniele's got Phillip's cock out and start to give it attention.  I noticed his cock was just medium sized, and breathed a sigh of relief for Daniele's backdoor, which she had indirectly offered him.

"I wanna be your boy." said Daniele, pulling back and standing up to embrace Phillip as his cock got harder in her hand.

"Sure darling.  You can be my boy."

Daniele grinned and kissed him, just lightly, so as not to ruffle his sensibilities.  Then she got back down on her knees and started to get serious with his dark cock, devouring it.

"She's told me, she's dreamed of being your boy for a long time." said Shirley.  "How does your boy suck cock?"

Phillip put a hand on Daniele's head.  "Sucks it very well.  Damn, this is fucking kinky.  And that's her brother?"  He glanced over at me.

"Yes.  They have sex with each other too.  Compared to their incestuous fucking, it's really not so kinky letting Daniele suck your cock, is it?"

Phillip was too wrapped up in his blow job to appear shocked.  "I... I guess not."

Shirley let them go for a few minutes.  She stood right beside them, running her hand across Phillip's body.

"You like your nipples sucked, Phillip."  It was a statement, not a question.

"Sure.  How did you know that?"

"I have a special gift... I can feel where your erogenous zones are."  She opened Phillip's shirt, exposing his chest, and ran her hand across his nipples, tweaking them lightly.  He moaned, running his hand across Daniele's head which bobbed on his cock.  Shirley leaned in to suck his nipples, which caused more moaning.

"Your boy wants you to come in her mouth." said Shirley.  "Can you do that?"

"Fuck yeah.  My boy keeps doing that, I'm gonna, uh, oh fuck I'm coming."

Daniele held him in her mouth for a full minute, hugging his legs and sucking the whole time, until he finally softened and she let go.

"I've wanted to do that for so long," said Daniele, "and I'm so happy I could do that for you."  She kissed him with her mouth still cummy, and he let her, kissing her back with tongue this time.  "I'm looking forward to when you fuck me like I'm a man."

We started saying our goodbyes, and Shirley handed Phillip a card with the same phone number and address, with instructions to come over that evening.  We let Phillip go back to work, then we climbed back into our cabs and headed down to the Mission.