Reaching Railed Rapid Fire: Facials, Threesomes, & Swallowing. Oh my!

Your burning questions, answered.

Hello friends. The date is November 6th. You know who got elected you know what. I need a brain break from the excruciating existential dread. So instead of doom-scrolling, we are going to indulge in a little lighthearted sex talk! All you lovely Railed readers write in the most fantastic, juicy couture questions to my Reaching Railed form, so how about we answer a few?

Let’s get right into it.

My boyfriend wants to finish on my face. Is this just a pornographic fantasy for him or is it something I could learn to be into?

Oooh, this is a great one. I don’t ~personally~ feel called to have someone jizz on my face, mainly because I’m a clean freak and the logistics of that have always felt unsexy to me (Should I make eye contact? Do I open my mouth? Will you tell me when it’s over?). But as someone who does enjoy being lightly dominated, I can totally see the appeal and understand how a little facial could be fun for both parties involved. 

I would recommend asking yourself, do I like being submissive? Do I enjoy taking orders in a sexual setting? Does having my BF finish on my face sound hot, or would I only be doing it to fulfill his fantasy? Remember, you should never feel pressured to try anything in the bedroom that doesn’t feel or sound pleasurable to you. I will say, the great thing about a facial is that the stakes are pretty low (waaaay lower than having someone cum inside you), so if you’re cautiously interested, you can always give it a try and never repeat the act again. IMPORTANT NOTE: Keep your eyes closed whilst it’s happening! I once had someone cum on my face and stupidly kept my eyes open (I love myself, but WHY). I had to give myself a makeshift eye wash in a dorm room sink. Oh, how I love being a woman!

My GF and I want to have a threesome, but how do you find someone in a big city without a creepy Craigslist ad?

Create a dating app profile, specifically on platforms more geared towards hooking up! I would recommend looking into Feeld, a very kink-friendly dating app with users who would certainly welcome any threesome opportunities. You can include pictures of both of you, with prompts subtly communicating that you are looking for a third.

If you are feeling particularly bold, try flirting with individuals at a club or bar! In an effort to be less intimidating, either you or your girlfriend could approach alone, sense if there is a connection, and pop the cheeky question (i.e. “Sooo I actually have a boyfriend…but we are trying to mix things up tonight…would you be interested?). The worst that could happen is that they say no!

I’m almost 25 and have literally never swallowed before. I have a BF and still haven’t…any advice? It’s just gross but I love him and I think it makes him self-conscious.

You’re so real for this question. It is totally kind of gross! My personal take on swallowing, though, is that it’s no more obscene than sucking on someone’s penis. You’re already down there, you’ve already put that person’s genitals in your mouth, you may as well swallow their children, too. When you say that you have never swallowed, are you spitting out the cum, or are you just letting it find a different destination? Let me know! If you are spitting, then I think you’ve already done the unpleasant part and may as well swallow. But if you simply have no interest in having someone’s cum enter your mouth, then no need!

I could honestly understand why it may make your BF feel a little insecure — I often feel self-conscious about my vagina when someone is going down on me. Does it taste bad? Does it smell weird? Does it look cute? These questions are constantly running through my head, and the last thing you want while receiving head is for someone to be grossed out. So, what’s most important isn’t that you swallow — it’s that you make sure he knows you’re turned on and having a good time while giving head! Maybe there’s a different way to mark that finale that feels sexy for both of you. Is there a body part you’d like him to cum on? Make it a moment!

I recently went out with a man with very effeminate qualities, but claimed he was straight. He was attracted to me, as his penis very much worked. However, he’d make sexual comments about male coworkers and it had me all sorts of confused. Help me with this!

Okay wow, the comments about male coworkers really threw me off! As much as it’s tempting to speculate what gender he is attracted to at his core, I think all you really need to figure out is whether or not you are into him. It sounds like he — and his penis — have made his feelings clear. He can get hard for you, which is a clear, physical sign that he’s down to have a girlie in his bed (though, gay men, plz correct me if I’m wrong here! Can you still get hard with a woman if you use your imagination?).

The ball is in your court to decide is if these effeminate qualities and confusing signals are a turn off for you. It’s okay if they are! You are allowed to have a type! IMO, it sounds like you hit the jackpot. Who doesn’t want a little gay straight boyfriend?

And on that note, that’s all for now. Thank you all so much for writing in! Stay sane and have safe sex <3 xoxox