This audio was commissioned by Manny, who generously gave his blessing for it to be shared here. Thank you Manny! He wanted a safe, gentle and positive 'first time' audio for the boys, similar to an M4F audio I posted a while back. A lot of queer men have to deal with isolation and may not experience their first time for quite a while, or else may experience it far too young. All too many men have a negative experience as their first time, and so I wanted to make a second version to give you a 'do over' where you can start afresh, becoming a 'virgin' again and having a proper first time where your safety, comfort and consent are valued and you're made to feel good with someone who loves and respects you. Besides the introduction, these two versions are the same, the only difference is how the sexual experience is framed as a 'new' first time.

This audio is all about respect, gentleness and care. I call you affectionate petnames like love, baby, handsome, (my) good boy, my boyfriend, sweetheart, darling, and I describe you as gorgeous, handsome, cute and sexy. There's lots of praise and I repeatedly call you a good boy.

I use the terms 'cock' and 'hole' to refer to your anatomy. For trans fellas, you can interpret the fingering to be whichever hole you prefer. There's a reference to me hitting the 'right spot' but that may just be an area that feels nice, not a specific anatomic region. The penetrative sex starts out very slow and gentle with an emphasis on relaxation, pushing out and taking me. It's geared more towards anal, but could be interpreted as your front hole if you prefer.

In this audio, we're winding down after dinner at my place and after some gentle flirting I ask if we can make out (no pressure to do anything else, I just want to kiss you). We kiss for a while, with me appreciating how lovely you are, and then you start to get a little handsy which takes me by surprise. I thought you wanted to take things slow. You think you might be ready to have sex. I ask you a few times if you're sure, telling you that I love you and accept you for who you are, including your boundaries and limits. If you want to take it slow, I want to take it slow. You're more important to me than sex, and I want you to only do it if you feel ready. You reassure me that you do indeed want to, and feel ready, so I tell you that we can, but ask you to let me know if you want to slow down or stop (making you repeat the safeword 'red light') and then encourage you to keep feeling my cock and slip your hand into my pants, rubbing my wetness into my cock. I continue kissing your neck as I moan. I'm particularly sensitive because I'm pent up and I've been trying to wait for you. After a little while, I respectfully ask if you'd be comfortable sucking my cock, and you eagerly agree. I also ask (respectfully) if you'd feel ready for me to finger you, and again, you jump at the chance. You've been really wanting me to finger you, and I confess I've been wanting the same thing. I take some lube from my bedside table and start rubbing it on my fingers as you take off your pants and spread your legs for me. You then suck my cock as I finger you, and we both enjoy that for a good while.

Eventually I ask if you'd feel ready to take my cock, though it's absolutely okay if you don't, we can take it slow and leave that for another day. Even though you're nervous, you really want to get fucked, and so we agree to try it, but I'm going to go very slow and gentle. I tell you to hop up on the bed, on your back, and I put a pillow underneath you to make you comfortable and help things go easier. I use some more lube too, teasing the outside of your hole with little circles and taking my time. I tell you that I love you, I want to make this a special time, and I thank you for trusting me with this and with your body. You tell me you're ready and I tell you to take a couple of breaths, nice and deep, and push out with your muscles, spreading yourself nice and wide for me as you take the tip of my cock. I encourage you to keep breathing, reassuring you that I'm not going to push or do anything until you're ready, and that it's not going to hurt. I praise and encourage you, reminding you that we can stop at any time, and then I ask if you're ready for a little bit more, which you are. I slide a little further inside you, taking another pause and letting you adjust to my size. There's one more push until you're able to take my entire length.

Once you've taken all of me, there's lots of praise and appreciation and I stay inside you like that for a little bit, letting you enjoy the sensation of fullness, of feeling me stretching you out. Then I slide out just a little bit, with both of us enjoying the sensation, pulling out gradually more and more. I playfully tease you with sympathy over how empty you feel now, and ask if you want me to fill you back up, which you very much do. I slowly fuck you, moaning and praising you until eventually you're ready for me to speed up. I encourage you to moan for me and let it all out. We kiss together while I fuck you for a bit, and then I suggest we try a different position.

I tell you to flip over onto your stomach and stick your butt up in the air, then I mount you and fuck you nice and deep from behind. I check in on you, asking how you're doing and I reach around to 'take care of you' with my hand. Things speed up and get a little bit dirtier (though still nice and loving) and I play with your cock as I thrust myself balls deep into you, encouraging you to fuck my hand while I fuck you. There's grunting and moaning and my voice gets a little more growly as we both get into it and I speed up, fucking you deeper and harder. Eventually I tell you that I really want to cum inside you, I ask you if you're going to be a good boy and take my cum, and you respond eagerly. I encourage you to cum for me while I cum inside you, and we both cum together with lots of "good boy"s and praise.

As we wind down, there's a lot more praise, good boys, appreciation for how well you took it for me, etc. and thanking you for letting me be your first, for making you feel good, for making me feel good too. You're a natural and a very good boy. My good boy. I tell you I love you and I kiss you as we cuddle together, I check in with you and ask if it was all okay, that you liked it and I didn't go too fast. I tell you how much I enjoyed it too. We have so many wonderful experiences to look forward to together, but right now I want nothing more than to cuddle you. There's lots of affection, telling you that you're lovely, you're safe in my arms, that I love you. The audio fades out with my contented breathing.

You can listen to the two versions here:

Your First Time - virginity version

Your First Time (Again) - do over version

Thank you again to Manny for his patience and generous support. If you enjoyed this audio or it resonated with you, I'd love to hear from you! Please write me a comment or private message letting me know what you thought. Feedback is very much appreciated, it means a lot to me!

If you'd like to hear more of my audios, you can find them organised on my subreddit /r/msa_andeh.