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How can I show my boss a hot kinky time?

Tagged as: Sex<< Previous question   Next question >>
Question - (12 April 2010) 17 Answers - (Newest, 14 April 2010)
A male United Kingdom age 30-35, *an-of-questions writes:

I posted on here a few days ago regarding my casual sex relationship with my 33 year old boss. Today, she expressed an interest to visit me one night. So far we have only been having sex around hers but she wanted to spice it up a little. My parents are out tomorrow night, and so we have decided to make it a really raunchy night. We've already dicussed the usual ways to make it kinky night- sex in the parents' bed etc- but I really wanna make this so kinky and hot for her and me.

Bearing in mind she's 33 and I'm 19, I have to make this really kinky as she requested from me. I was just wondering what ideas you guys all have as to how I can make this night the steamiest yet?

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A male reader, Man-of-questions United Kingdom +, writes (14 April 2010):

Man-of-questions is verified as being by the original poster of the question

Let's just say it involved novel use of a coffee table, a tiny bit of dress up and a bit of cream. Let's leave it at that, don't wanna reveal it all! =P

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A male reader, Man-of-questions United Kingdom +, writes (14 April 2010):

Man-of-questions is verified as being by the original poster of the question

Just a quick post to thank you all for your advice, and to let you all know that i went brilliantly. I won't go into details unless you want them but it was a great night, and I kept in mind what you all said. She went home about an hour ago, no doubt a happy woman =)

If anyone wants to know the juciy details then ask away but I won't post them here if they're not needed!

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A male reader, Man-of-questions United Kingdom +, writes (14 April 2010):

Man-of-questions is verified as being by the original poster of the question

Just a quick post to thank you all for your advice, and to let you all know that i went brilliantly. I won't go into details unless you want them but it was a great night, and I kept in mind what you all said. She went home about an hour ago, no doubt a happy woman =)

If anyone wants to know the juciy details then ask away but I won't post them here if they're not needed!

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A female reader, Not My Name Australia +, writes (13 April 2010):

Not My Name agony aunt...and as for your coffee table question, it really depends what it is made of on top, and how well made/solid it is at the joins.

You could get her on all fours on the coffee table and remain standing yourself if you don't want to test the tables strength limits too much.

Don't go there if it is glass. Not even toughened glass - I have a couple of decent scars on my upper thigh and lower butt from going through a glass coffee table, ... lol, ..and that was actually a completely innocent situation. Action on it would be a disaster I'm sure.

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A female reader, Not My Name Australia +, writes (13 April 2010):

Not My Name agony auntRofl - hardly.

The clincher in leaving my partner of 18 years was coz he did not want to have sex anymore, ...so I've done my prudish and tame days, plently of them, and I'll be damned if I am not just gunna make up for lost time and have a go at just about everything before I run out of steam lol.

Lucky for me I now have a deep emotional bond with an absolute hotty and am comfortable enough that just about anything goes.

He will laugh at this tho coz he has never had a partner as fwd as 'the new me' and is always calling me, 'you dirrrrttty woman' - but he loves it and we are both having fun, so ahhh, why not lol.

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A male reader, Man-of-questions United Kingdom +, writes (13 April 2010):

Man-of-questions is verified as being by the original poster of the question

Thanks Not my Name! You're like a sex guru or something. Well...tonight it is. I'll make sure I let you all know how it goes. You know, if you're at all interested. I shouldn't be so eager, should I? =p

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A female reader, Not My Name Australia +, writes (13 April 2010):

Not My Name agony auntYou don't have to lift her against a wall. You can lift just one leg. Like wise if you bend her over a bit and go from behind - just give her something to be able to hang on to so she does not fall fwd. You are not going to want too much height differnce tho if both standing so take any footwear (if on) in to account.

Go have a look at http://www.sexinfo101.com/sp_index.shtml for more positions than you can poke a stick at.

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A male reader, Man-of-questions United Kingdom +, writes (13 April 2010):

Man-of-questions is verified as being by the original poster of the question

She was the one who suggested that sex in my parents' bed would be hot but I guess that's just something she likes. I would try Not My Name's suggestion, and take her up against a wall, but I'm not that strong. She isn't heavy or anything of the sort but I'm just not that strong. I wouldn't wanna make a fool of myself by not being able to lift her- that could be a real mood killer.

I told her that I'm up for anything and that she's in charge, which made her suggest light bondage. I guess everything is worth a try once. What positions are worth trying to make it really interesting and do you think a coffee table would support two people? =P

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A male reader, Man-of-questions United Kingdom +, writes (13 April 2010):

Man-of-questions is verified as being by the original poster of the question

Thanks guys, the advice is greatly appreciated. I discussed what she'd find kinky with her earlier today, and she herself suggested that sex in my parents bed would be quite hot. I'd love to try what Not My Name suggested, and try it up against the wall or in a doorway. The problem is that I'm not the strongest. She's not heavy or anything but I don't want to embarass myself by not being able to lift her, cos that could be a turnoff =P. Perhaps there's a few positions we could try that are different?

She's suggested light use of bondage, and since getting your advice I have told her I'm open to try anything and that she's in charge for tomorrow night. Any more advice from you guys?

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A male reader, Starmonster888 United Kingdom +, writes (12 April 2010):

Starmonster888 agony auntWashing machine.It's not really kinky, just sounds cool.

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A female reader, Not My Name Australia +, writes (12 April 2010):

Not My Name agony auntHas she actually said she would find sex in your parents bed a turn on?

Just thought I'd mention it coz I would find that a major turn off, so if you have not asked her, maybe you should incase the idea of doing it where your oldies do grosses her out.

Sex somewhere different to a bed -any bed - (or couch for that matter) would probably be a bigger turn on. Dining table, bench, desk, shower, bail her up in the doorway, pin her against a wall... umm, anywhere but the usual places will probably get you brownie points.

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A male reader, TimmD United States +, writes (12 April 2010):

TimmD agony auntI agree with Yos. She's with you because of your youth, your stamina, and because you most likely haven't picked up any bad habits. Basically - be up for anything she wants. If she really wants suggestions, some lighter forms of bondage is a good way to get kinky. Nothing major unless she really wants it.

My own personal advice - Be more interested in her pleasure above all else. Don't worry about getting off or yourself in general.... unless she forces the issue.

Have fun, man....

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A reader, anonymous, writes (12 April 2010):

Try handcuffing one of you guys to the bed or to a chair use whip cream and stuff like that maybe try roleplaying if shes into it and get outfits for you guys or try visiting a sex shop. Just be creative and put in effort and im sure shel like it.

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A male reader, anonymous, writes (12 April 2010):

Blindfolds, rope and whips, works everytime ;)

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A male reader, Yos Netherlands +, writes (12 April 2010):

Yos agony auntSince she is 33 and you are only 19, I think she's in a better place to be coming up with the kinky ideas. In your shoes I'd just tell her you're up for trying things, and tell her to take the lead

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A female reader, hpoco Switzerland +, writes (12 April 2010):

hpoco agony auntTry researching "free erotic stories" online. There are loads about having sex with your boss, and other kinky stuff. Happy reading :-)

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A female reader, anonymous, writes (12 April 2010):

Having sex in your parents' bed is just creepy in my book.

What are the both of you into? Take it a step farther, whether that's whips and handcuffs or whipped cream and strawberries.

Have fun :)

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