Losing virginity with a friend?

[Anonymous]

Is it okay if I have my first time with my best friend? I'm super comfortable with him but I just want to know if it's fine

[Lliam]

Yes. It's absolutely fine.

It's a great idea to lose your virginity to your best friend who knows you are a virgin and will make it a special experience. He'll be gentle, will listen to you and observe your body language to be sure you are comfortable, and you'll know that you can relax and trust him. You'll be happy that your first time was with your best friend and you will cherish the memory forever. Hopefully he will, too.

Have you two talked about it? Does he know you're a virgin and that you would like him, as your best friend, to usher you into womanhood? Does he know that you have no expectations beyond that? That you value his friendship more than anything, and don't want the sex to create any weirdness between you? Would you be okay if he was infatuated with you and wanted to continue the sexual relationship?

*Know that most friendships, including sexual relationships, eventually fade. People grow and drift apart in time even if they still remain friends. That's something that many young people don't realize. It's part of growing up. So don't even worry about that right now. At the same time, I remained good friends with several of my former girlfriends.

I would highly recommend that you get on the pill first so that you don't worry about pregnancy. Condoms detract from the sexual experience. Putting one on first makes things awkward. But there are other drawbacks. You might have latex allergy and develop irritation. You won't be able to feel his bare skin sliding against yours. And he won't be able to enjoy the feeling of your juices. You should experience the ecstasy of him cumming inside you. Sex is about juiciness.

Also, do you know him well enough to know that he doesn't have any STDs? If there is any uncertainty, offer to go with him to both get tested. It's easy.

I can only hope that he knows about gentle, erotic foreplay, so that he can get you stimulated, wet, and craving the pièce de résistance.

[Asker]

Thank you so much for your time and concern

[TheorionMage]

You'll be moving from 'friends' to 'friends with benefits' (at least once!)
Hopefully this friend is experienced and realizes what an honor you're according to him to be the first to experience you so intimately. I'm jealous!
(You NEVER get a 'second chance' to make a 'first impression'
Place a towel beneath you, (there MAY be bleeding from the Hymen) ;)

Should your copulation by some chance, go poorly... keep in mind it can only get better with time and experience!

Words to the wise... MUCH foreplay, possibly involving a vibrator to aid getting 'wet'; proceed SLOWLY and do not be afraid to lube.

Goes without saying, protection against unintended conception and sexually-transmitted diseases. Some might advise light alcohol like wine to calm your inhibitions and relax you both. MUCH post-intercourse cuddling!

Possibly a 'first night' round two or marathon with YOU riding him.
That YOU might feel you're in control and setting the tempo.
Don't be afraid to experiment with the sensations of various positions.
( I personally love 'the electric slide' )

The next day, you WILL be sore from using unaccustomed muscles
(you have SEVEN concentric sets! Asian professionals with practice, can actually 'milk' a man. "Look Mah, NO hands!" )

Best wishes to you BOTH! <3 ;)

[Asker]

This is so helpful! Thank u so much 🥰

[TheorionMage]

May this be among your life's BEST memories! <3

[Anonymous]

Who am I to opine about this? You should not do it just because you dont seem to be so sure of doing it. asking opinion here to strangers make it looks like you dont even know what you want. And we all will give opinions based in pur own perspective. I would say only do it if you are in love. But looks like it doesn't matter to you.

[JuliaStyles]

That's up to you but sex and friends don't usually mix well as the friendship can suffer from jealousy, if one catches feeling. At that point you may as well call it Friends With Benefits, which in my opinion, differs from true friendship.

[Asker]

That's true

[PrettyPriya]

There is nothing wrong with that. It is your choice who you lose it to and if that was the way you chose, that’s fine. ❤️

[Asker]

You're right but I'm scared that things might get awkward because we don't want a relationship

[Asker]

Or I just end up falling for him and ruining the friendship

[Explorer91]

You do need to be able to be aroused, not just “relaxed”. So if your friend you view in a sexual way and not just a brother type way then sure...
but I wouldn’t do it just because you feel comfortable with this person. Emotionally you may, but physically if you can’t get turned on enough it will be like trying to stick a hose through a crack in a dry rough wall even with lube.

[SnakeBoop]

Yes it's fine save the probably ruined friendship afterwards. So hope the sex is worth more than the friendship

[Asker]

Haha you're right! I will try my best to keep the friendship normal and honestly the friendship is more important to me

[SnakeBoop]

Then I'd say don't do it if you value the friendship more. It will never be "normal" if you do have sex with him.

[Asker]

I get it ! You're right

[ChrisMaster69]

Yeah it’s fine, put some rules in first about just being friends.

Both me and my best friend took our oral ‘virginity’ and sex virginity.

and are still be friends

[Asker]

That's great! Your comment was really cheerful and encouraging thanks !

[ChrisMaster69]

It’s sex, it should be fun, both relax. Just make sure both tested for sex health. Also get on BC

[Asker]

Thank u!

[ChrisMaster69]

@ asker no problem, just be safe

[ohshee]

This is the bad part about doing that with your best friend is somebody's going to get attached or if you both get attached and your break up there goes your best friend I have a best friend we had talked about it we both said no we're not going to do it and that was almost 25 years ago them to this day we're still best friends

[summiter]

If you feel it is the right guy at the right time in your life go for it. Have tons of condoms handy. Have you fooled around with him at all?

[spartan55]

Bad idea.

[ZackBan]

I'll tell you why it's ok and you will not believe me now but you'll remember I was right later.

There is no such thing as a guy best friend.

The reason it's ok is because this guy has been in the firndzone playing the long game and if you do sleep with him you'll make all his dreams come true. I definitely encourage it if you feel comfortable with him because it's a win win no matter how you put it.

[TonyV]

That's what I would have preferred. Got to be willing to loose that friend tho cause you never know, stuff might get weird, someone may get attached

[Asker]

You're right, thanks

[weeee]

Lol wtf. As long as you're up front with your friend that you don't want a relationship and just wanna fuck. If you dont that will make you the most awful person ever

[Asker]

Soo the thing is! We love eachother but he is going through some family issues because of his parents so he is not into relationships and all and scared of it. And we're not friends with benefits I just feel comfortable with him and honestly love him.

[Asker]

Ik it sounds crazy! Guess what it's crazier for me lol

[Asker]

Does this make sense to you? Or you think he's just using me?

[weeee]

Well you're the one who knows him at the end of the day so i can't judge him. But still it doesn't make sense to me. Having sex without the burden of a relationship is exactly what a friends with benefits dynamic is all about. Also just wondering, has your friend dated anyone else before? And would you be willing to enter a serious relationship with him in the future? Or are you also looking for just sex? Because in a way, at this ppint in time, you both are just "using" eachother anyways isn't it?

[Asker]

Absolutely! Let me clear this up! I'm not looking for just sex and for me the friendship matters to me more. We are very close and comfortable with eachother. I am ready for a relationship with him but he's not and I'm afraid of getting used

[weeee]

Give it time then perhaps? Cause look at it this way, if you have sex right now while he's actively not looking for a relationship, its like you're asking to be used isn't it? But who knows. If you guys are really that close and honest with each other it could work out. I just think it would be kind of fucked up if you guys had sex and then he went on to not have a serious relationship with you in the future. But again, its your friend, you know him. Just be aware of what you're going to get yourself into if you do end up going through with this.

[Asker]

Thank you!

[TommyMountainFigure]

That's is a personal choice. Nobody on here can decide for you

[AndyOh]

It is a good idea.
Things to consider... what about the next day?
What about when he is horny again? Or you are horny again?
What about if you two fall in love?
Remember also, this one time will be the one sexual encounter you will remember for ever. All the other guys you meet will be a blur years from now, except for this one.
Have fun.

[Mofunfour20]

You shouldn't do ot because he hasn't committed anything to you. Can he protect and provide for you? Comfort is your only qualification for a guy to have sex with you? Ask your dad what he thinks because you're about to make a poor choice. I doubt youd want the consequences

[slatyb]

Ok? No one besides you gets a vote on your sex life. If you want to and they are willing, go ahead.

[buddysboy16]

It's fine to do that but just be aware things might get awkward afterwards and can definitely cause you to lose a friendship

[Jazquee]

I lost line to my best friend over 20 years ago.
We both went our own ways for 10 years and now together for last 7.

[Robert_]

There is nothing wrong with it. I might even be better then with a first boyfriend. You don't have the nerves of trying to appeal to that boyfriend.

The only thing is that it might change your relationship. You could risk loosing your friendship or changing it.

[Asker]

Yeah exactly! You're right.. and that is what I'm afraid of.. I might get attracted to him and ruin the friendship

[Asker]

Attached*

[Robert_]

Have you ever discussed this or even discussed sex?

[Asker]

Yes I have ! He just says he loves me a lot and is not into relationship bcoz he is going through some family drama rn ! And doesn't wants to lose me. He says if I get a boyf he will stop getting intimate with me and there's no force

[Robert_]

Sounds like he wants the friends with benefits kind of relationship.

[Robert_]

Do you know if he has any experience?

[Asker]

No he doesn't has any experience

[Robert_]

Have you guys done anything together, like kissing?

[Asker]

Yes we've kissed once

[Robert_]

Was it good? And would you want to try more?

[Asker]

He is really patient with it and isn't forcing me tho! We just talk like best friends and make fun of eachother majority of the times

[Asker]

I wouldn't mind as im comfortable with him and love him

[Robert_]

It sounds like he would be great to experiment with. But you will not know how your relationship will change. Either of you could get feeling and it could get weird.

[Asker]

Yeahh you're right! That is what I am afraid of

[Robert_]

Could you see yourself dating him?

[Asker]

Yes I can but he has made it sure that he doesn't wants a relationship as his perspective has changed due to his parents'issues and past relationships.. he feels like all relationships are just bad and he gets bored of it and doesn't wants to complicate things with me and lose me for just a tag of relationship

[Robert_]

I would say go for it. I think you'll find the experience amazing. But look out that you do not become clingy or needy.

[Asker]

That is what I'm afraid of! But I think I should really keep it in

[Dargil]

If you are both consenting adults, yes. That is what a Friends With Benefits becomes.

[Asker]

We are not friends with benefits but we just love each other but can't afford a relationship right now because of certain personal things

[Dargil]

Having sex with him adds "benefits" to the relationship.

[Asker]

I think you're right! I really need help because he portrayed me this situation as we're close and super comfortable and sex is something he wants to do to just because he loves me . Does this make sense? Please share your opinion

[Dargil]

It is a relationship. Friendship, fondness and sexuality. You just have to know when to step it up.

[Asker]

Yeah you're right

[Gwenhwyfar]

Totally fine. Don’t forget to suck him first.

[Asker]

Haha thanks lol!! I'm just too shy and I don't know how to suck dick lolll but I hope I learn haha

[Gwenhwyfar]

Let him do you with his tongue first too 😊. A good orgasm will literally loosen you up. Good luck 😊

[Asker]

Thank you!

[exitseven]

If you think it's fine and he think it's fine and you are both over 18 and use protection than it is all that matters.