I’m a pretty straight guy living in a strong long term MF relationship. But I’m also bi-curious, and have permission to occasionally play with others via contact made thru Gaydar and similar sites.
What follows in this post is a fictional story I’ve written and am sending to a bi-curious guy who I found through gaydar and who I hope to meet soon. I split into “chapters” for easier chunks to send him via kik.
For extra context: I don’t have much bi/gay experience, but it seems I have more than him. I’m adept at anal play; and he has never played down there. He seems interested in me guiding him along.
I hope someone enjoys ……
Chapter 1 – Hello There
I check into the hotel room first and send you a message with the room number. You leave your car and come to the door, which I’ve left open.
Inside the room, it’s awkward. We’re both shy and unsure what to do. I suggest that we undress and take a shower together.
You think that’s a good idea, so we take turns taking the other’s clothes off, one item at a time. We’re both feeling very self conscious and embarrassed.
We watch the other person, and then eventually we see their tool for the first time. Both tools are slowly starting to stir, no longer soft. You notice that mine is also cut.
The shower is cramped, so we’re forced to touch each other for the first time. My hands are soft on your skin as I feel up and down your back and chest.
We soap each other up and our tools get harder, particularly when the other person gently strokes it for us.
My tool feels even harder in your hand when your other finger brushes between my bum cheeks.
We dry each other off and head to the bed.
Chapter 2 – Oral Fun
We caress each other’s tool and they get harder. We both still feel awkward.
After a few minutes, I sink to my knees and take yours in my mouth. It feels wet and warm to you, and I love the fresh, clean, hardness. You slowly pump it in and out, being careful not to go too far or too fast.
After a few minutes, I lie on my back on the bed, and you kneel next to me taking your turn with me in your mouth. You control the depth and speed, never going deeper or faster than you are conformable with.
You have had enough and want your tool back in my mouth. I stay lying down, but with my head now hanging over the side of the bed. You stand next to the bed and slowly push yourself all the way in. I struggle to breath, and I gag a bit. But I moan with pleasure.
You enjoy this, and start to pump in and out, still quite slowly, but very deeply every time. You hold my head so you have control.
I signal for you to slow down or stop a couple of times so I can get my breath back. But you restart each time, gradually getting faster and faster, and a little bit rougher.
We are both getting better with this practise…
Chapter 3 – Fucking Nicely
After a few minutes, you are going crazy and want more than just oral. You ask if you can fuck my arse. I like the idea and say yes.
While you roll on a condom, I lubricate around and inside my hole.
I don’t mind which position we do it in, so you decide that we start in doggy style. Your tool slowly enters. You have to stop and go back out a few times, but you continue further and further, until you are eventually all the way in.
You start going in and out and we both moan with pleasure.
Because fucking a man is still a new experience for you, you want to see what other positions feel like. I agree, so we try three more positions, each for several minutes at a time.
I end up on my back with my legs in the air. You get faster and faster, and groan more loudly, before eventually coming in my arse, all the while my own tool is insanely hard.
I love the feeling as your tool twitches with the last few drops filling the condom.
We twist around so that you are still inside me, but it allows you to collapse on the bed.
We’re both sweating. Your tool softens, so he gets taken out and the condom is taken off.
I take your tool in my hand and gently touch it to say thank you.
Chapter 4 – A Chance To Relax
I tell you that I’ve had some basic massage training, and ask you to lay on your front. You are relieved that the massage oil doesn’t have any fragrance and it will wash off in the shower after: you don’t want to take any signs of it home.
I rub the oil in, and massage up and down your back, your buttocks, thighs and calves. This takes a while and you and your muscles and your tool feel very relaxed. Almost sleepy.
Before you fall asleep, I start to focus a bit more around your buttocks, and occasionally brush against your hole.
I then show you a butt plug. It’s very small, about the size of a finger. You’ve not seen one before, but you notice how soft and smooth it looks.
I ask for permission to insert it. You agree, and feel it go in slowly. Being so small, you don’t notice it very much. It just feels different.
I resume the massage, up and down your back and buttocks and thighs. Every now and then I will bump against the plug, which reminds you that it’s in there.
I ask if it feels ok, and you sleepily say that everything is great.
That’s when I show you a second butt plug. This one is a bit thicker and longer. Not as thick or long as a tool. Again, I ask for permission. I tell you that I will go more slowly, and I will immediately stop any time you ask. You are curious, and also feel comfortable so you agree for me to continue.
I take out the first plug, and slowly and gently insert the second. I use lots of lubrication, so it goes in very smoothly.
You feel this one stretch you out more than the first. Because you’re very relaxed, and it’s happening so slowly, you don’t feel any pain. But you do feel something besides the gentle stretch.
You feel a bit full, and your tool is happy: he starts to wake up.
I spend a few more minutes massaging your back before asking you to turn over.
Your whole front, except for the tool, gets messaged. I often get very close to your tool, and it gets a little bit harder each time that I do.
Occasionally, I reach under to tweak the plug, to remind you that it’s there. Your tool continues to harden and I continue the massage.
Before he gets fully hard, I take your tool into my mouth. We both love the feeling of him getting fully hard in my wet warmth.
With your tool in my mouth, I carefully remove the plug a centimetre or two and let it slide back in. That feeling against your bottom causes you to arch your back and groan with pleasure. I do it again, several times, and it comes out a little further each time, before going back in.
Eventually, I take it all the way out. You’re disappointed because you were beginning to really enjoy the sensations.
Chapter 5 – It Seems Impossible
I then remove your tool from my mouth and ask if you’d like to try having my tool in your butt. You say you’re unsure, that you’re a bit scared. I remind you that you can tell me to go more slowly, or to stop entirely at ANY point.
Your tool is so hard, and you’re beginning to miss the butt sensations from the second plug. You remember that it wasn’t a big deal going from the first to the second plug. And you also remember how you enjoyed that feeling of being full. So you agree.
I put on a condom, and cover it and your hole with a generous amount of lube.
You ask if you can go on top, so that you have full control. Of course, I agree.
With you on top, I guide my tool towards your hole. Just the tip is inside, but it feels too much, so you back off. This happens a couple of more times, and you can’t seem to get past that point.
You feel frustrated.
I say that’s OK, we should stop. I get you to lay on your belly again.
I resume massaging your back and gently play around your hole. You ask for the second plug again, so it goes slowly back in.
I reach around and hold your tool, sliding my lubricated hand up and down. You start to squirm with pleasure when I slowly begin pulling the plug out and in again.
Chapter 6 – Success
You need more than this. You know it. You know you’re ready again for my tool, and ask that I try again.
We decide to lay in the spooning position, with me behind you. You still get to control everything, but I also have some control too.
The plug is taken out. I’m hard and freshly lubricated.
You push back onto me. Again, it’s just the tip. Again, it’s too much and you pull away. I reach around to hold your tool as you try again. This time, you’re calmer and more relaxed because you’re breathing is deeper and your eyes are closed. It stays in.
So you push back further. And further. Only a centimetre at a time. And further again.
But you accidentally tense up and have to pull away again. All the way off.
I lube up again, on my tool and around your hole.
You close your eyes again, and breathe deeply to relax. And you push back. Further and stop. Further and stop. Each time is still only a centimetre. I let you know that you’re over half way. You stop again, to feel the stretch and the fullness.
You notice it’s not painful, just overwhelming fullness. And a strange intense pleasure.
After a few moments, you continue this pattern until we realise that I’m all the way in.
Chapter 7 – Intense Bliss
You start to rock back and forward. Just a little bit each time. I don’t move, initially. But after a few minutes, I start to move with you. I come out a little further each time. It’s getting harder for me to hold your tool, so you ask for us to change positions.
You trust me, and you are feeling really horny. You ask me to go on top while you lay on your back. I like being on my knees between your legs, because I can also easily hold your tool. My hand starts to slide up and down your tool, while I slide my tool in and out of your hole. We put a pillow under your bottom to make it easier for both of us.
You’ve never felt anything like this before. I’m being very gentle, very slow. You soon ask me to speed up a little, but not too fast. As I do this, you take my hand off your tool, and begin to furiously pump it yourself.
I tell you to cum again.
You clench your arse more tightly, which I can feel. Then you begin to cum.
Even though you had cum only an hour earlier, this is the biggest orgasm of your life. You moan very loudly, your hips buck up and down in synch with me, and long shots of cum reach the pillow next to your head. Most of it lands on your chest.
I slow my movements right down and lean forward onto you.
You’re breathing eventually slows down. Your tool and arse continue to twitch for some minutes.
I massage your chest as I slowly pull my tool out.
Your eyes are glazed as you can’t believe what just happened.
Chapter 8 – The Deepest Invasion
You continue to recover, and I lightly massage your tool and chest and thighs.
You eventually notice that I’m still rock hard and ask what you can do to help. I reply that I’d like you to play with my hole; to start with a finger.
Knowing that I had cleaned myself in there beforehand, you don’t mind.
I lay on my side with my bottom leg stretched out and my top leg bent forward. You lube up and caress outside the hole, and just inside. Your finger then goes deeper. My breathing gets a little fast and I ask for more.
You add a second finger and continue. You press a little more firmly and go deeper still. I moan and ask for more.
A third finger joins the first two. And then a fourth. My moaning gets a little louder as you work the fingers deeper and deeper. Most of your hand is inside me now, and you are pushed all the way up to the base of your thumb.
I need a little rest and ask you to remove your hand and reapply lube, including on your thumb and the whole front and back of your hand. I use this time to shift around a little, and rub my tool.
Starting with three fingers you begin to insert again. I ask for more, and finger number four goes in too. I shift position and am now on my back. You push harder and gently twist your hand, and then pull out a little to let you thumb join your fingers.
You notice that your hand feels streamlined, almost like the beak on a duck.
I need you to slow down as I try to relax more. To let my butt slide over your hand. It takes several minutes, which feels like an eternity, but it slowly creeps further in.
I’m still stroking my tool, with my eyes shut. You must think my face looks really weird as I cope with the intense sensations and try to concentrate on my breathing.
You reach the widest point: the tops of your knuckles. I’m really struggling to remain relaxed; but a few seconds later, it sort of pops in, and my body almost sucks your hand inside.
This totally overwhelms me. I pump at my tool until it explodes, and the cum sprays out. My butt squeezes your wrist and I wriggle and moan. The feeling is amazing.
Pretty soon, your invasion is too much for me and I need you out. But you have to do it very gently and slowly. Not quite as slow as on the way in. I guide the speed and we are soon done.
I’m exhausted and you’re wondering what on earth just happened.
You can’t believe that such things are possible, and that you were part of it.
A gentle tingle in your bottom reminds you that your own personal barriers had been breached; that we had each explored our bi-curious fantasies.
We clean up with a shower together.
We get dressed.
We say goodbye.
Chapter 9 – Bi-Reflections
On your way home, you’re feeling on a high and are absolutely sure that you want to explore with me again. However, in the following days, you’re not so sure. You need time to think about it, and to decide whether you’re still bi-curious.
In the weeks that follow, you may or may not contact me again. I’m fine either way. I wouldn’t want to push you or make you uncomfortable.
You wonder what’s next. If anything at all.
Do you want to do the same thing again with me? Something different with me?
Try for the same thing with a different person? Or something entirely different with a different person.
You ask yourself would it be arousing to try something, but with two guys at the same time. Would any of the guys you’ve previously met want to join you and I?
The decisions are yours alone.
The end.
Or is it just the beginning?
Source: reddit.com/r/sexystories/comments/7o9fjz/bicurious_playdate_mmfirst_person