Shy so I’m wanting to dip my toes in anonymously,need advice/criticism

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Shy so I’m wanting to dip my toes in anonymously,need advice/criticism

Unread postby Tommyboi » 11 January 2021, 14:34

I’ve had an account with A4A now for a couple weeks, my bio explains that I’m extremely shy with my bisexuality, I want to be known by my family and peers as straight still. I also believe I will wish to eventually maintain a straight relationship after I explore some of my bisexual fantasies, but I am also open to the possibility that I may find out I’m actually gay? I list what I wish to explore sexually, which I’ll share soon, much of which I’m sure I’m not ready to rush into and that I’m open for text conversation which may lead us into my gradual journey into my sexuality. Long story short, I just want to go slow and only those that respect that, will help guide me.


I forgot to mention that I’m 23 right now and am actually a virgin, although holding strong friendships with some girls in the past and whom a couple I was very attracted to. I shared my feelings with both of them at one point(separately lol probly a good 4 months apart) and they didnt share the same feelings towards a relationship as myself. The first I opened up to, offered to take my virginity but I declined because it wouldn’t have been any personal attachment to the sex.

I did have male friends, but don’t get and romantic attraction towards them or any men. As far as physical attraction goes towards men, I dont find myself thinking any certain guy is cute or handsome the way I can see a female and say I find them pretty or gorgeous. That’s why I believe I’ll always be straight and am just wanting to act on my bisexual thoughts while I’m young instead of shut them out. Without exerting too much thought, I figure it will take a full year or even two before I’m “fully trained” in being able to act out my fantasy as second nature. I plan on a strong commitment of being VERY (bi)sexually active until I reach 30.

Taking a moment to say sorry, if I may be running on but I want to make sure I explain everything.

I’ll now explain the sexual deviant my fantasy has impregnated me with that wouldn’t reach maturity until my body had been shot, swallow and injected with trillions of potential children from too many different men to count on both hands or feet.

I have zero interest in younger guys, I would only wish to please men old enough to be my father, maybe 50 and older at minimum. The older while also performing, the better. For whatever reason I feel like older guys would appreciate what I do for them more and are just more gentlemen like.

I am always fully shaven except for my head and at 5’3” 125lbs I’m a short boy with enough flab on my butt to consider it a bubble butt. I aim to take on a very submissive role, almost feminine possibly even being fem. I enjoy wearing lingerie already have many garter belts and stocking sets but haven’t worn them for anyone yet. I could see myself in full lingerie, cosmetics and a wig being dressed like daddies life like Barbie just for him to use me like a whore fuck doll.

Because I will be submissive, I will need to get a lot of experience with giving oral and used to being topped. I’ve decided I’m going to wear masks that atleast cover my eyes when I begin giving oral and maybe not stop. I already find the anonymity very arousing when using sites such as A4A, the mask feels very erotic on top. Leaves room for maybe even recording my encounters if my older friends I’m servicing want to as well.

I have chatted up a couple guys I may meet as early as this week or weekend about letting me give a handjob atleast to guarantee and maybe give my mouth a try.

While I’m not going to want to top men much at all, I have been speaking with a guy who bottoms and said he is willing to let me come and fuck him and leave with probably zero words spoken. I’m curious to feel what it’s like to give penetrative sex as I’ve never to a man or woman. He claims he is on prep, wouldn’t care if I bareback or wear a rubber. Is bareback risky as a top?

Should I rush into giving a first blowjob attempt or just give a handy just to break the ice?

I am always going to either wear a COVID mask or just a facial covering for the foreseeable future, how many here have experience going to strangers homes to give oral or whatever?

I’m a small guy, is there much of a worry of a larger guy overpowering me and sexually assaulting me if we met from a reputable site?
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Re: Shy so I’m wanting to dip my toes in anonymously,need advice/criti

Unread postby jamessemaj » 11 January 2021, 15:41

I'm not convinced I'm a good person to comment on a lot of this, but whatever you do DEFFO wear a condom (unless you're staying home alone)

The 'reputable site' is meaningless, people are people.
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Re: Shy so I’m wanting to dip my toes in anonymously,need advice/criti

Unread postby Marmaduke » 11 January 2021, 18:22

No way you’re 23. You’re in your 50s. Minimum.
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Re: Shy so I’m wanting to dip my toes in anonymously,need advice/criti

Unread postby Jzone » 13 January 2021, 02:54

Tommyboi, you are giving this waayyyy too much thought. Thinking ahead and planning is ok, as long as it doesn't get in the way. Sex should ideally develop a little more naturally, imho. Slow is fine, but your parameters seem unreasonably constrained. Your post is begging for Freudian psychoanalysis, but I'm not going to touch that.

As james said, a "reputable" site will not protect you from dangerous individuals. You have to go by your gut feelings after some interaction via text or otherwise. Likewise, a mask will offer little protection while you are breathing heavily within inches of someone else breathing heavily in an enclosed room. I have no experience with anonymous hookups during the pandemic, so good luck with that.

Few things turn my stomach more than imagining myself with a young man in "cosmetics and a wig being dressed like daddies life like Barbie," but that is just me. You may find your perfect match to groom you as you progress from a hand job to taking multiple loads in your ass and learning exactly what he wants.

I strongly support your idea of exploring your sexuality while you are young instead of shutting them out. For your sake, I hope you do not stop being very sexually active once you hit 30 (though that may seem distant and ancient to you now).
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