Obviously to start out with you have coffee, drinks at a nice/fancy bar, lunch/dinner.
Once you start to get closer and more intimate, dates I have had or am planning for the future are:
- wine tasting at a vineyard, or tasting scotch at a distillery, or beer in a brewery
- for bars, take him to a secret speakeasy he doesn’t know about, or suggest he gets a room at a luxury hotel with drinks in the bar beforehand 😉
- couple’s spa/ massages, champagne and plenty of private time
-if your SD likes clubbing, invite your hot girlfriends (make sure you can trust them not to steal him away) and have him get a table at an exclusive club.
-have him take you to Vegas to gamble! He should give you some money to play with, and maybe you can win some more to take home
- shopping at boutiques/department stores (pick things out for him too! Make sure it’s not just all about you. Choose things you think look good on him and tell him he looks sexy, that way he’s less likely to feel like you’re using him.. though of course you are)
Also, you can ask him to pick out clothes that he thinks look good on you (or lingerie 😉) that way, you can play it off as him buying you new clothes for his own enjoyment! Tell him “I can’t wait to wear this for you..”
- if you’re not shy, take him to a sex toy shop.
- have him take you to a concert or play in the VIP section.. maybe you want to see Jay Z, Beyoncé or Kanye on tour? Or maybe he enjoys Broadway?
- for the more refined SD maybe ballet or the opera.. if anything it’s a nice excuse to get dressed up in black tie and look stunning. If you don’t know anything about it read up on whichever show you’re going to and the careers of the performers, and make it sound like you know what you’re talking about!
- for the sporty SB’s go skiing, play tennis or even better, golfing. If you know how to golf that is a huge plus in the SD world because it’s a sport that many businessmen enjoy and use to close deals! Use going golfing with him to close your deal 😉
- if you don’t want to play a sport then you can at least go to a game with him! What’s his favorite sport? Football, soccer, baseball, basketball? Maybe he can get court side seats! And again, read up on the sport so you’re not constantly asking him to explain what’s going on. Nothing is more annoying. You don’t have to go overboard and pretend you’re a huge fan, as that’s annoying too if you’re faking it, but at least have a general idea of how things work.
- upper class sporting events include polo (veuve clicquot polo classic for example), Wimbledon or the US Open, or the Masters golf tournament. These tickets are generally more expensive, and you should dress nicer.
- cooking classes! Learn how to cook each other’s favorite meals
- gallery openings and museum exhibitions, or charity galas. This depends on whether your SD wants to introduce you to his friends and society (assuming he is part of society). Even if he isn’t, you can buy tickets to major art events such as Art Basel in Miami. Or attend an art auction by major auctions houses such as Christie’s or Sotheby’s
- Getaway for the weekend to the beach! Remember, if he’s kind enough to book tickets and arrange everything, it’s your job to make the weekend as stress free and relaxing for him as possible. And long walks on the beach, while cliched, are still very romantic! And take care of him while you’re there - for example make sure his drink is always full (you order with the waiter so he doesn’t have to) and put sunscreen on him, throwing in a little massage.
- My SD took me in a helicopter to the Hamptons. Got to see this incredible view of New York as we were flying out (and on the way back as well)! Or for the more adventurous pairs.. sky diving?
- have him rent a yacht for just the two of you for the day/weekend (or if he owns a yacht, even better)!
- for the traveling SD, have him take you along on his business trips. London seems to be a common destination for these types, as does NYC, LA, and Hong Kong.
- take a short weekend road trip if you can’t travel for longer. For example, go to Nantucket from Boston for the weekend, or drive to Napa if you live in California
- stay up all night kissing and talking until the sunrise is a sure fire way to make him fall in love with you and have him wrapped around your little finger
- more couple vacation ideas include going glamping on safari in Africa (not like camping at all - it’s like a five star hotel with air conditioning etc that just happens to be in a tent rather than a building), going salsa dancing in South America, scuba diving in the Maldives or Fiji, or shopping in the souks in Marrakech!
- you can always surprise him by showing up at his door with movies, a bottle of wine, and wearing a coat with nothing underneath!
You can really make memories to last a lifetime with your SD footing the bill, and it’s a win win for all as he gets to go on dates/vacations with a pretty young thing and make memories as well!
And remember, it’s his experience as well, especially since he’s paying for it. You should be low maintenance and non fussy - to an extent. Obviously your plane tickets should be first or business class, but don’t kick up a fuss if he takes you to Italian instead of Sushi, for example. ALWAYS, ALWAYS BE GRACIOUS AND GRATEFUL!!! if he wanted someone nagging him and being bitter/bitchy/passive aggressive about stupid details, he’d get a girlfriend or a wife!
It was getting to be that time of the month again. You were starting to feel that urge again. The urge to prowl. Like that ravenous appetite that arises in a werewolf every full moon, so did you feel this lust budding in your thighs and breasts, getting hungry for another victim.
You had experimented at first. Drugging your victims the first few times. You had convinced your cousin that dabbled in drugs to get you some of that " date-rape" drug. Guys were easy to manipulate with a little cleavage and flirting. You justified it because you told yourself that they deserved it.... Jerks that preyed on other girls with one night stands and such.
Nevertheless, you were stilled scared the first time you did it.
A motionless male passed out on the bed. You would pull down his jeans just enough to expose his ass. You toyed with him, teased him as he laid there on his stomach passed out.
And then you gave it to him. Even though he didn't say no, it was still rape. But it was exhilarating beyond compare. The strapon being shoved in and out of his ass gave wonderful orgasms to you. With each thrust, the resistance would force the strapon back against your throbbing pussy. It was so wonderful, you had to be careful that you didn't pass out too after your orgasmic explosion.
You thought it was funny that they would wake up the next day with a sore bottom, not knowing where it came from or what happened.
After a few victims, you were looking for something more adventurous. You wanted to find a real victim, you wanted an awake victim, but you feared getting in over your head. What would it be like to actually rape a man?
The thought of it made you wet. You had your strapon underneath your yoga pants and you started stroking it fantasizing about it, looking at the calendar with Halloween circled. You were going to a party. Those were always the best places to find unsuspecting victims.
You showed up at the party very fashionably late. The later the better, the guys would be drunk by then anyway. You were dressed as leopard. You had a dark brown tight leopard print camisole. Your black bra straps exposed as well as your generous cleavage. You had black kitten ears on your head. You drew small whiskers on your face with black eyeliner. You were wearing dark brown matching leopard print yoga pants, that went down to your ankles. And you also had a ballet dancers dark brown skirt. This was to conceal your hard on underneath, your strapon tucked snugged into your yoga pants.
You caught the eyes of many men and you jokingly growled at them. You prowled the party looking for him. Then you saw one. He was filling people's cups of beer at the keg. He hit on every girl , and would pinch their ass or lift their skirt up after they got the beer. He embarrassed every girl that came by. What a jerk. You were plotting your move observing quietly from afar.
"Hey , how are you?"
Caught off guard , a guy came up.
"Oh.... oh yeah thanks. and uh... where's your costume..."
"oh, I couldn't decide, I just didn't know if I was coming."
Yeah.. I decide to come last minute..." your eye still on the keg guy.
"I know this sounds cheesy, but I think we've met before.." shyly asking
"Oh... I'm sorry "... you reply
".... Uh ... I think I fixed your computer .. at the uh... Best Buy ..." he said
You respond " oh yeah... Idid get my computer fixed ... wow you got a good memory.. "
He grins and replies" I remembered because you were really pretty... and uh oh I didn't mean that... "
You switched your attention to him . He was blushing. He was obviously very nervous and shy. You hadn't noticed at first, but he was dressed very smartly and was kind of cute.., for a shy tech nerd...
He had a dark green button down, dark black jeans, leather dark brown ankle boots and matching belt. And he had a classic polo dark blue jacket on. His cologne even smelled good.
You smiled as he fumbled over his words.
You look back at the keg guy and he was gone.. You whisper damn! ... as you look to see where he went..
" Is everything... ok..? " he asks
You turn your attention away from the keg guy and reply. " yeah... yeah, uh.. I just looked at the line to the bathroom and it's all the way back to the kitchen. "
He says " Hey I've been here before, there's a private bathroom in a bedroom at back of house. The bedroom door is locked, but I use it and no one knows about it...
Want me to show you?"
"Oh sure .. that would be great.. "
You follow him back to the bedroom, and you actually started checking his butt out and it looked nice. He was skinny enough, he probably had those cute dimples on his butt. You quickly check yourself and tell yourself nooo , he's too nice.
He unlocked the door and y'all both go inside.
He walks back to the bathroom and turns light on and says here it is, and he walks back. You go inside and go to bathroom.
As you exit, he is leaning on a dresser.
The outside noise and music is booming. You say "it's kind of nice to get away from the music and noise." And you lean against dresser next to him.
As your hand is on the dresser, you feel his hand touch yours... it's quiet ... you look down and kind of smile.
He says, "you're the prettiest girl here and you're way out of my league, but if you leave and I don't ask, I will
always regret... cuz I'm always .. too shy.... but I have to ask , may I kiss you. ?
You look at him, you are still grinning.. and he is blushing red. You think that is very sweet and cute, and what harm can it be..
You say, "since he asked so nicely, , yes you may"
He leans closer in and says close your eyes, and you do.
Then as you are expecting to feel his lips on yours, you feel his breath on your cheek. His cheek is up to yours but not touching, but you feel him. He gently , so softly, brushes his dry lips against your cheek, his breath on your ear. , he continues to dry kiss your cheek, and it's
totally unexpected, but you start to get butterflies in your stomach and it's the most sensual kiss ever...and you begin to really enjoy it and he continues it for it seems like forever... and you feel like you've had a spell cast on you ...
Then his hand comes up to your cheek, cusps your cheek so gently and warmly and his lips move to your lips and then they touch, and he gently brushes his lips against yours... you are enthralled... lips tickling ever so slightly.. And then he moves in front of you. But you don't even realize it. His hand goes to the back of your neck, his fingers go up into your hair and he presses his lips against yours
Both of your lips smush together and what was once dry, slowly becomes wet. Your breath starts to stutter a bit.. and then he moves in closer and both of his hands wrap around you and he pulls you in.
And then you feel it.. He feels it
Your shaft is pressing against his thigh
your eyes open just as his does
he pulls his lips away, his head draws back
Then you do t know what comes over you, you grab him
You grab his face with both your hands
And pull his face back in, and you begin kissing him
You drive your tongue into his mouth
You pull him in
But as his arms were warmly around you before, they are coldly pressed against your hips, stale not moving
His neck is tight, as you swirl your tongue in his mouth , you feel he tries to withdraw his head
But you pull him in even more
Your tongue swirling all over his tongue
Your hand drops down to his ass and you squeeze it pulling him in, you feel your shaft press into your body.
But he presses his hands gently against you, letting you know he wants to pull back
You stop kissing and realesse his head, he's panting for air.
You step out and twirl him around against the dresser .
His eyes widen.
You grab his head with both hands and you begin to run your tongue all over his mouth . You are forcing your tongue into all of his mouth, in and out...
His hands on your shoulders trying to push you away.
You press harder. Your body against his, your tongue in his mouth.
His back arches as he tries to get his head away from your tongue.
As he arches back, he begins to slide down against the dresser. As he slides down, you feel your fake cock pressed against his body and against yours. You feel your erection . You release your tongue , from his mouth, and your hands aid him in sliding down. Then you put your hands on his his shoulders and push him down until he is almost on his knees , his head right in front of your crotch . You press your hips against his face. His face gets lost in the ruffles of your skirt.
But you feel your cock pressed against his face.
You look into the dresser mirror, you feel guilty at first. He's such a nice guy, but you see his head in your crotch and it invigorates your animal passion even more, you grit your teeth and purr into the mirror. As your hands hold his face against your strapon bulge, you pull your skirt away and throw it. You reach into your yoga pants and you pull your cock out and force it against his face .
A real looking cock with a head and throbbing veins. And it's big. His eyes grow wide.
You press the shaft pressed up against his face.
His hands pressing against your thighs . Your black stretch panties below the strapon and the words escape your mouth.... "Suck it!" You put the head of your cock on his lips... "Suck it!!" His lips are sealed shut... He's mumbling mmmpphh... One hand holding the shaft, a fist wrapped around it, the other hand holding the back of his head.. Your hand slips to his nose to pinch it closed. He tries to wriggle away... Then he gasps for air... And you immediately shove the head and shaft of your cock into his cute little mouth.
His eyes wide open. You thrust. You thrust so hard, it jams his head against the dresser. The entire shaft goes into his mouth. So far, His mouth pressed against your panties.
You slowly withdraw.
You say suck it again and ram your large cock in his mouth. The cock slams against the back of his throat, conversely ramming it against your soft pussy. You fist grab it again and you
You press it against his cheek to watch your head bulge against his cheek. He's is trying to get away and push you, he's gagging and mmpphhing... It's turning you on so much. Holding your cock in your fist and spanking his face with it and jamming it in his mouth, and ramming it against his cheeks.
He finally squirms away , he's on his hands and knees and coughing and gagging.
That's it, he's it. He's the one. Tonight's the night.
You're going to rape him.
Your heart is pounding. Your teeth are clinched. Your pussy is on fire and your cock is in your hand and you even feel like you have an erection.
You pull your yoga pants off , you pull your leopard shirt off. You stand there in your black bra and panties. Your kitten ears on your head. Cat woman, strong and fit and muscular. He finally starts trying to get up.
He exclaims WTF!! He stands up, you backhand him. He falls on the bed. He has a scared look in his eyes now. He begins to crawl away across the bed.
You jump on him.
You reach around his waist and undo his belt, you undo his button and zippers.
You begin to pull his jeans down. But he is holding them on . You yank on them and they pull down.
You yank his shoes off, next his pants. He's clawing to get away.
Your cock is swinging in the air .
He's wearing tight black boy shorts. He has a perfect ass. you slap it and grab it.
He's trying to pull his underwear up, but you kneel behind him you begin to squeeze his ass through his soft spandex athletic boy shorts. You rub your cock against his underwear, in between his ass cheeks.
He looks behind him.... "no... what what are you doing!!!"
as he's looking, as he's trying to crawl away, you put your fingers in the waistband of his underwear and you yank them down below his ass.
His nice little ass, .
You put your knees in between his. You spread his legs.
You grab his hips and pull them up in the air.
You grab your cock with your fist and you put it right between his ass cheeks. He looks up, right into the dresser mirror. Looking at you behind him. In your bra .
He shakes his head, please no... he begs
then you insert the tip of the head.
His eyes widen
You force it in
His eyes widen
You begin to push
His fists clinch the bedsheets
You do it
You take him
You rape him
You thrust your cock all the way in
You hear him gulp a big breath of air, his back arches , an electric rush shivers your whole body
Your fingers claw his hips
and bam you thrust hard again
The force slams each thrust into his ass and against your clit.
You slam so hard, it knocks him forward.
You fall on him
Laying on him
You wrap your arm around his neck
You bite his ear
And you even growl
As you rhythmically pump your cock into ass
You just started, but you are already about to orgasm
Each thrust sends shock waves into your pussy
You begin to release high pitched moans
You begin to squeeze your arm around his neck even more, his hands are trying to pry your arm away as you continue to thrust harder and harder
And then you can't hold it anymore
Your pussy explodes, you can't even thrust anymore
You orgasm like never before your wet juices are exploding all between your legs.
You are quivering...
Your begin to release him
You go limp on his body
You look into the mirror and he rolls you off your body
you roll over and lay prostrate on the bed.
Your erect cock pointing straight up.
You are spent.
Then you see him pulling off his underwear, he crawls back in bed..... and then you notice... he's fully erect...
it dawns on you... you came so fast... he didn't...
Then ... He begins to climb on top
He... oh shit... he straddles you
He grabs his stiff cock with his fist, and he lays it on your face... He says Suck it! Your eyes go big....and he jams it in ..... mmmpphhhh....
Blaine woke the next morning with a serious case of dry-mouth and little recollection of what had happened the night before. He remembered playing the gig, and that it went well. He remembered applause and a decent sized crowd. Despite that, he knew he still didn’t want to join the band full time, no matter how many times Sam asked. (Okay good he remembered Sam asking again last night.) He remembered drinking a lot (too much), and his friends putting him into an Uber. He didn’t get sick in the car (but wasn’t so lucky once he got home).