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My boyfriend wants a threesome, he's willing to do it male/male/female; should I give him a male/female/female one with my sister?

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Question - (23 November 2007) 27 Answers - (Newest, 24 May 2008)
A female United States age 41-50, *appy9497 writes:

my bf of 9 years wants a threesome I told him if I give him one that I want a mfm which he is fine with, he is getting his best friend cuz he say he can trust him. should I give him a fmf with my sister? if anyone has tried this what should I expect and how can I make both a good experience

View related questions: best friend, threesome

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A reader, anonymous, writes (24 May 2008):

To the male poster from May 23, perhaps you did not see happy949's post where she said she did have the threesome with her sister and her boyfriend.

Also, there is no reason to feel guilty about what almost happened. Just because you almost had sex with her is no reason to feel bad about it. Instead, try and feel good that it didn't happen. Like tell yourself, "God, I am so glad I didn't have sex with my sister. I feel so good that it didn't happen."

But I found the near-sexual experience with your sister quite unusual, but also interesting. Since you said you almost had sex with your sister, what prevented it from happening? Also, when you kissed her, did she kiss you back? You also said your private parts touched each other. Does that mean you were both naked together? If so, how did that happen? Did you remove each other's clothes or did each of you remove your own clothes?

And how old are you and your sister? Have you and your sister talked about the fact that this almost happened? Does she feel the same way, relieved that it did not occur? If you have not talked about it with each other, I would suggest that you do so that there will be no future tension between you and her.

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A male reader, anonymous, writes (23 May 2008):

Don't do it, I have a twin sister and we where having a pillar fight and messing about while our parents were out. We had a friendly wrestle and I was on top of her when I kissed her, one thing led to another and we almost had sex. Our private parts touched but thank god I did not penitrate, I have still not got over what nearly happened and cannot forgive myself.

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A female reader, deejuliet United States +, writes (16 February 2008):

deejuliet agony auntSo, did you ever go through with the 3some with your BF and his friend?

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A male reader, anonymous, writes (16 February 2008):

You men here who had threesomes with your sister and girlfriend are really lucky guys!! Did you have a close relationship with your sister before, and do you find that having these threesomes with her and your girlfriend has brought you even closer to each other? For example, are you, your sister and your GF a "triple" instead of a couple, like most other people? Like, do you all three of you go out together and do other fun things as a triple?

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A male reader, anonymous, writes (14 February 2008):

I had a wonderful threesome with my sister and my gf. I have been intimate with my sister for ten years. I told my gf about it one day and she thought it was great and asked if she could join us. I asked my sister and she said yes. We had a gret time. it was erotic, sensual!!

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A male reader, anonymous, writes (26 January 2008):

To the last poster, was this the first sexual experience you ever had with your sister? Also, did she enjoy having sex with you as much as she enjoyed doing it with your girlfriend? How old are the three of you?

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A male reader, anonymous, writes (13 January 2008):

I had a threesome with my sister and my girlfriend. I wasn't supposed to have intercourse with my sister but we all were so drunk that I did. My sister is bisexual (as is my GF) and has never made it a secret she thought my GF was really hot. Before it started we agreed that my GF would eat out my sister and visa-versa. We also talked about my sister giving me a handjob and me eating her out but things got out of hand. So we sort of have an arrangement where we have this little "party" every couple of months when my sister flies into the state (she's a flight attendant). So far jealousy hasn't been an issue. My GF has just as much of a good time as I do, so as long as things are cool, I'm going to roll with it.

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A male reader, anonymous, writes (4 January 2008):

A fantasy is exactly what it is, fantasy. We all love sex and at mst times, fantacy is the greatest sex, but when you cross that line, will your boyfriend still want you or the third party. Love is great and if youre both into threesomes and are assured you can maintain your love for eachother, great. BUT there are too many complications that may arrise.

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A male reader, anonymous, writes (8 December 2007):

Do you believe your boyfriend will really let y ou have a male-female-male threesome with him and his friend? Also, are you looking forward to this kind of a threesome? Do you think you will enjoy it, and if so, what is it about such a threesome that you think you will enjoy?

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A female reader, happy9497 United States +, writes (6 December 2007):

happy9497 is verified as being by the original poster of the question

it will be a one time thing for me. as for my bf he prolly would like to once a month or so but thats not gonna happen. no I don't find his best friend sexually attractive. I asked my bf and sister both if they found each other sexually attractive they both said no, my sister told me she never looked at him that way. I don't think they would go behind my back and mess with each other onlytime will tell but if so all hell would break loose and she doesn't wanna rumble wit me she already know (know that im crazy and will go the hell off) she got sense

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A female reader, carebear United Kingdom +, writes (5 December 2007):

carebear agony auntDear poster

I am not remaining anon and please don't trake this personally but OMG I followed your post and can't believe that you actually went through with this with your sister!!!! I also know by reading some of the post here that quite a few mewn fantasise about siters in law but I would be extremely upset (not the word)if i thought my man was thinking this never mind actually playing it out. You my dear are playing with fire and it will come back one day and bite you on the bum not to mention you sister in all of this. Again just my opion on this these 3some things are some folks ideas if fantasy (myself included) role playing but NEVER to be played out for real, read some post on here to back my theory as it will all end in tears.

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A male reader, anonymous, writes (5 December 2007):

Are these threesomes supposed to be a one-time thing, or are they something that you and your BF will do periodically, like once a month or so? Also, are you OK with him penetrating your sister? Does she find your BF sexually attractive and does she like the idea of having sex with him?

What about you? Do you find your BF's friend sexually attractive? Is a mfm threesome something you want to do only once, or do you think you would like to do it regularly, like once a month or so?

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A female reader, happy9497 United States +, writes (2 December 2007):

happy9497 is verified as being by the original poster of the question

I wanted to thank you all for your help. I did go through with it I can say that I did have fun it full of bs though cuz he payed her a lil bit more attention then we wasn't suppose to do anything dat we do together u kno certain things, but he did it anyway intentional I can't say for sure but he asked me after if that made me mad but hell if it did it was already done we didn't do any penetration of vag but he wants a do over cuz that didn't get to happen alcohol started getting to him but I don't kno thought bout when I do mine do same ignore a lil bit well (he tried but he coulda tried harder)I thought not doing mine but I want to show him how it feels a little when u the girlfriend/boyfriend doesnt give u enough attention, what should I do are say I suppose to get mine today but Im gonna c if it really happens oh and he has been getting double bj as well from me like 4times ova last couple years thats y I believe he talks a good one but I seriously dont think he's gonna go through with his part but keeps saying oh u gonna get yours since youve been doing it for me

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A male reader, anonymous, writes (2 December 2007):

As long as there is some kind of sexual activity between involving all three people, it is a threesome. Your BF doesn't necessarily have to penetrate your sister for it to be a threesome, he can just eat her out and she can give him a blowjob, and you can be the only one whose vagina he penetrates.

So, are you going to go ahead and do both threesomes?

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A female reader, happy9497 United States +, writes (30 November 2007):

happy9497 is verified as being by the original poster of the question

anonymous - with my bf and his best friend it will only be vagina/oral no anus action my bf suggested that I go first or do both same day but I don't know if I want to thats a bit much but to be honest I prolly would rather do his first to work up nerve cuz mfmis a fantasy of mine but not something I gotta do it can stay just tha is it really a 3sum if u don't penetrate both females

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A male reader, anonymous, writes (30 November 2007):

If you are worried about hearing your BF and sister moan, then do the threesome so that you are moaning at the same time or making your BF moan. For example, you and your sister could be on top of your BF at the same time, one riding his cock and the other sitting on his face so that he can do oral sex on one of you. So if your sister is moaning because your BF's doing oral on her, you will be moaning because his cock is inside you. You can work it so that you and your sister are both getting pleasure from you at the same time.

Please post back to let us know if you have decided to do the threesome, and if you do it, how it turns out.

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A male reader, anonymous, writes (28 November 2007):

Well, if this is your sister's fantasy as well, it looks like everyone is agreeable, so I would go ahead and do it. You don't have to do it more than once if you don't want to. If you are worried you won't like hearing them moan, then insist that your boyfriend do the mfm threesome with you and his friend, so that you can have an enjoyable threesome experience first. That should make it easier for you to see your BF enjoying the threesome with you and your sister.

And are you looking forward to doing the mfm threesome with your boyfriend and his friend? Is it going to be a double-penetration threesome, with your BF in your vagina and his friend in your anus? Or is it going to be a vaginal/oral threesome? Does the idea of a threesome with two guys get you sexually aroused and excited?

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A female reader, happy9497 United States +, writes (27 November 2007):

happy9497 is verified as being by the original poster of the question

to answer some questions it was my idea to ask my sister she seem to be ok with it because a fmf is her fantasy and she would be able to try it out first with someone she trust. I wanna try it but don't want a negative outcome I prolly would not like hearing either one moan when they are interacting but I think no matter who the chick is I wouldn't so I'm still debating if I am,our anniversary is this week so I have to make a decision by the weekend

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A male reader, anonymous, writes (27 November 2007):

It sounds like you are both willing to give each other the kind of threesome that you both want, so I say go ahead and do it and see if you like it. You might want to have a few drinks beforehand so you will be less nervous and more relaxed when it happens.

Just curious, did youu boyfriend ask that your sister be the other woman in the fmf threesome or is it your idea? Again, I don't see anything wrong with that, as long as she is willing to do it too. So go ahead and try it and post back here after you have done it to let us know how it went and if you enjoyed the threesomes.

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A female reader, charli 1603 United Kingdom +, writes (26 November 2007):

charli 1603 agony auntnot with your sister

its wrong

and his best friend?

nope

choose someone out of the circle if your gonna do it.

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A male reader, anonymous, writes (25 November 2007):

Does your sister want to do a fmf with you & your boyfriend? Have you talked to her about this, and is your boyfriend comfortable having sex with your sister? How do you feel about doing the threesome with your sister? If you are all OK with this, then I would say go for it and see how you feel afterwards. If you have fun doing it, then I say there is nothing wrong with it. Do what you enjoy doing and don't worry about what other people think or say.

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A female reader, anonymous, writes (24 November 2007):

your sister? you cannot be serious!! please, not your sister!! it's just wrong!!

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A male reader, Frank B Kermit Canada +, writes (24 November 2007):

Frank B Kermit agony auntThreesomes, sure.

With your sister, No.

With his best friend, No.

Those that I know that tried it ALWAYS had long term negative results. Everything from an affair starting with the sister, to having to end it becuase of akwardness when family and friends find out...and people always talk to much.

Visit a swingers club, and keep that part of your life separate from the rest...at least until you are sure you want to make it a regular part.

Are you and your sister already lovers? The incest angle is not something you will ever be able to get away from.

-Frank B Kermit

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A male reader, anonymous, writes (24 November 2007):

If you trully feel comfortable with a threesome... don't choose your sister.

This is one realm that should stay in a man's mind. And believe me there isn't a man alive (straight or gay) that hasn't fantasised about making sweaty monkey love to twins or sisters... and indeed if some porn I've seen is any indication, some have fulfilled that.

But in the real world (where the couple doesn't get paid for an incestuous union) it will just make things awkward.

So by all mean have you threesomes - with a call girl, or someone from a bar, but make sure the call girl is from a reputable business... just be sure you are both ready to face any consequences that may arise (many of which are allayed by using a qualified sex worker as she/he will knwo and treat the event as just another business deal).

Flynn 24

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A reader, anonymous, writes (24 November 2007):

Sorry, dont do it. Nothing good comes out of roleplaying a fantasy, just jelousy, loss of trust and 'was he/she better than me?' Are you sure that you could see your sister with your boyfriend and be okay with it? And he would be okay with you having sex with his best friend?.... No this is going to cause massive ruptions and you will regret it.

If you go ahead, find someone not so close to home that you never have to see again.

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A female reader, howcomehoney France +, writes (24 November 2007):

howcomehoney agony auntUmm... how do you feel about your sister, exactly? If you're sure about the idea of a threesome, wouldn't it be better to have someone outside the circle? Someone it won't be embarrassing to see again? A threesome is one thing; an incestuous threesome is another. That's kind of strange.

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A male reader, anon_e_mouse United Kingdom +, writes (24 November 2007):

anon_e_mouse agony auntHaha I can't believe this is a serious question. I've never had a threesome and not really that fussed to be honest. But then for me sex is at it's best when there's a lot of emotions there... being intimate, loving and caring makes the sex a million times better.

A sloppy-one-night-stand-shag is never as good.

Personally, one girl is enough for me and if my girlfriend wanted a threesome, whether fmf or mfm I would have to say NO WAY and question our relationship.

A threesome could lead to all sorts of problems... You could find yourself getting extremely jealous, in this case of your very own sister, or find him extremely jealous.

I feel THIS COULD JEOPARDISE YOUR ENTIRE RELATIONSHIP AS YOU KNOW IT. Whislt I've had no experience with this, I do have a friend who has and the issues that came about as a result ruined everything. In his case, his girlfirend started seeing the other guy on the side.

A threesome, like any fantasy, is best kept that way but that's only MY opinion. I think it can lead to trust issues and potentially cheating later on. If it's ok to have a threesome then someone might see it as ok to carry on on the side?

Personally, if I saw anyone having sex with my girlfriend right there in front of me I would knock him out. I'm sure I'd be constantly woried he was better than me... Or she was different with him... Or my girlfriend now feels insecure as I seemed to enjoy having her sister more than her etc.

Can of worms. Having said that I've read stories about married swingers swapping wives etc and for some it seems to be fine. At the end of the day, you know who you can trust and who you can't better than we do.

THINK CAREFULLY BEFORE YOU DO IT THOUGH and remeber YOU might be putting your entire 9 year relationship at RISK.

Nothing more I can say... Not sure if this helps answer your question but I'm sure there's a few points to consider there :)

Andy

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