I’m sitting here, scrolling through my memories of the last 12 hours. My neutered male cat is staring at me while my unspayed female cat meows incessantly, in heat. Her cries are loud and some would say insufferable. But, this is my 7th month listening to this. If you’re wondering, she goes into heat every 7-10 days and meows like a lunatic for 7-10 days and the cycle just repeats. My male cat thinks she is insane. I’ve started hearing “fuck me, fuck me, fuck me”. Hmm… or is that just me?
…Anyway, back to the topic at hand. I was on Fetlife, scrolling away when I received a friend request from a Dom. 35M Exploring. Hmm. I clicked the link and checked out his profile. I smiled, appreciating that there was actually something to read. As I’m reading, I come to the understanding that likely he will not be a good Dom or Master for me. However, he does sound like he would be fun to have sex with. He speaks about how he loves romantic bubblebaths, massages and all things sensual. Ahh, what the heck, I’ll add him. If he messages me? Great. If not? Oh well. I went to bed.
When I got up, I had a message from him saying hello and thanking me for adding him as a friend. I decide to reply back (this being the first person I’ve responded to on Fetlife in a while). He tells me his name is B. We exchange information to chat on kik. It’s the usual small talk but quickly the questions and conversation turn to a more… sexual nature.
He asks me how available I am. I tell him my schedule is wide open and he says there is No way. It’s too rare to find someone like that. I laugh and assure him indeed my schedule IS quite open. – At this time I am chatting on discord leveling toons on WoW with M – He tells me he is available at 6:30pm, when his daughter leaves for a couple of hours. I agree to meet him.
Mmm, guys. I smell deliciously good sex in my future! I explain to M what is going on and wish her well, rushing off my computer to get ready. I have to make my way there. I glance down at my phone to see a message from B, “Be ready to leave at 5:30.” Hmm. Is this a command? Is he intending to pick me up? I decide not to ask, following along with the in place plan.
I head out the door at 5:30, umbrella in hand. This is the first time I’ve ever used this umbrella! It’s raining like crazy. I usually don’t bother with umbrellas because I usually don’t care about my appearance. But I’m also not usually (or ever) going out to meet someone to have sex. New life. Embrace it.
I realize it’s not going to take me as long to get where I need to go. I text B. Uh oh. I can’t be there earlier than 6:30. I get off the bus downtown and look around, thinking. I could go get something to eat or drink. But what? Poutine? No. You’re about to have sex. Oh. Right. Uhh… I look left and right. How about Tim Hortons? Okay… I could get a cold drink and a bagel to eat, use the WiFi and sit there until I need to catch the bus.
So… that’s exactly what I decide to do. I turn left and head down the street towards the Timmies. But as I’m walking I notice someone with Starbucks. Oooh. I could get a vanilla bean frappuccino! I haven’t had one of those in years… Deal. I head into the Starbucks, order my drink and grab a parfait for good measure. I haven’t eaten today afterall.
I head back to the bus stop and converse awkwardly with the man clearly hitting on me. He’s asking me if I have a boyfriend, where I live, what bus I’m getting on and so on and so forth. His face falls as he realizes I’m not getting on the same bus as him. I look around for the bus, wishing it would come quickly. I want to get away from this awkward situation as soon as possible!
But the bus does not come quickly. Thankfully, the man goes quiet and we stand in silence waiting for our respective buses. Mine finally comes nearly 15 minutes later than I expected but it’s not a big deal. I get on the bus and wait.
When I get to my stop, I get off the bus and look down at my phone. “Go to the bench.” I see the bench in front of me but I don’t walk right up to it. I look around, confused. I don’t see anyone that could be B. I check my phone again, he says he’s waiting. What? I look around again and notice a man in the distance sort of walking towards me. Okay, so maybe he thought I was getting off at the other bus stop?
I walk towards him but as I get closer I realize it’s not B. There’s no way it can be and I turn around and walk back toward the bench. There is a man sitting on a grassy hill brushing his dog right next to the bus stop. I keep wondering if this is him and he’s just fooling with me. He makes no move to show that he has any inkling of who I am. I’m getting more confused and a little frustrated at this point. Did I get stood up? Given the wrong address? I walk up to the bench and all of a sudden I see a man leaning out his back door from his apartment and waving at me.
Relief ripples through me and I walk towards him. He’s a little bit shorter than me. Nothing I’m not used to or even concerned about. As I enter into his apartment, he gives me a big hug. “You came!” I laugh and smile at him, “Of course I did!”. He tells me we don’t have too much time as his daughter will be back at 8 instead of 8:30. It’s 6:45. Alright. We should be okay.
We light up a joint and chat for a little while. He seems like a decent guy, friendly, charming. Attractive. We finish smoking and I follow him into his bedroom. He flops down onto the bed and I lay next to him. He cuddles me for a little bit, using his hands to explore my body. His hands moved into my shirt as he cupped my breasts, massaging them. It felt nice. I liked it. He slid his hands down my body and rubs me through my pants. I shiver and open my legs, pushing up into his hand.
He grins at me and pulls my pants and my panties off, now rubbing the bare skin. I moaned and closed my eyes, arching a bit. I felt a finger slip into my wet pussy and I trembled. He pushed it into me deeply, adding a second finger. I groaned and pulsed a little as he thrust them into me, rubbing my clit with his other hand.
I reached over and grabbed his dick, wrapping my hand all the way around it and jerking it up and down. He groaned and tensed then started pushing his fingers in and out of me faster. He even added a third finger! I thrashed a little, my head flipping from side to side and my free hand clenching the sheets. My hips thrust upward and I moved back and forth to match his thrusting fingers. It felt so fucking good. I jerked every time his finger passed across my clit, pleasure exploding behind my eyes.
My right hand continued to jerk him and he moaned and groaned, almost as though he was actually fucking me. I’ve never had an experience with a man where he moaned and seemed to be enjoying himself as much as myself when he was barely getting anything. He was genuinely enjoying finger fucking me, it was turning him on beyond reason! It thrilled me. I loved it. And I wanted more.
B tells me to make him cum because he wants to fuck me and he’ll last longer if he cums first. This seems reasonable to me so I do as he says, jerking my hand up and down quickly and using a variety of different grips. As B starts to orgasm, he thrusted his fingers in and out of me even faster. He rubbed my clit furiously and I moaned loudly, loving every second. I could feel it coming, building in the edge of my awareness. I could almost taste it. So, so close… This is going to be it! The pleasure rises to an intense crescendo and I gasp. Suddenly I notice my hand is soaked in cum and B stops.
And that was it. He jumped off me and went to wash his hand. I laid there, breathing heavily. It was kinda hazy but one thing was crystal clear: I had not orgasmed. Again! sigh I sat up and looked around. B was back and putting his clothes back on. I looked at him, confused. We weren’t supposed to be finished. Maybe he just wanted to change places? I pulled my shirt and panties on but left my pants off and followed him into the living room.
We talked for a while and as time passed I became increasingly confused. We weren’t supposed to be finished. I would not be happy going home like this. Surely this wasn’t it? But it appeared it most certainly was. I checked the time. 7:40. I joined B at the back door as he smoked a cigarette.
He glanced at me, at his phone and outside. The bus had just gone by and he was telling me it would be back around in 5 minutes and I should go catch it. I agree and go to get my stuff but then he says, “Damn, I really want to fuck you. If only we had 10-15 more minutes…” I looked over at him and told him I could catch the next bus. His eyes lit up and he put out his cigarette and motioned for me to follow him back to his bedroom. “C’mon, we have to be quick!”
I followed and pulled my pants down, starting to take them off. B came up behind me and told me not to take them off, to just leave them as is. “Get on the bed, on your knees with your face down.” I shiver and do exactly as he says. “Come closer to the edge of the bed.” I move and then his dick is in me and pleasure explodes inside me again. He grabs my hips and pulls me back against him, sinking his dick further into my pussy. I moan and then he starts slamming into me, thrusting forward and yanking me back against him at the same time.
This man knew how to use his dick. Ohhhh lord. He felt sooooo good inside of me. He increased the rate of his thrusting and I moaned more, clenching around his dick. He thrust into me deep and hard, varying his tempo. He took me through highs and lows, making me quiver.
I could hear him moaning in pleasure as well and then I hear him say, “Can I cum in your ass?” My thoughts flash, I’m really new to anal. I’ve never had a dick back there. I’ve played with toys and have experimented a little with butt plugs. But it is something I have wanted to try. B doesn’t know I’m new to this at all, and I hear myself saying yes before I can consider the cons. He tells me to move forward on the bed so I do and his hands spread my ass cheeks open, examining my asshole. He tells me to get my ass in the air, so I push it up and suddenly his dick is in my ass.
My eyes widen and I claw at the sheets, pain registering in my brain and the word stop slipped onto my tongue and hovered at the tip. But it was too late, he plunged passed the pain spot and deeper. It hurt so bad. My body jerked forward automatically, trying to escape the pain. I hear B growl, “Come back” and I squeeze my eyes closed and will my body to move backwards, getting B’s dick further into my ass. I grit my teeth and I hear him say come back again. And I do. He’s not forcing me, and his hands aren’t on my hips dragging me back to him like he could be doing.
I want to enjoy this so I concentrate on turning off the pain but it’s intense and not enough pleasure mixed with it. But I would take it and not complain. I clenched the sheets again, feeling him thrust into me and I jerked forward again. Pain exploded and I gasped. I hear B say, “Do you want it in your pussy again?” Relief crashes over me and I say enthusiastically, “Yes!”
Suddenly his dick is out of my ass and thrusting into my pussy again, making pleasure signals explode in my body again. He thrust into me as hard as he could as I moaned and shuddered. I felt his body tense and grip me harder as he came. He lingered with his dick inside me for a second and then pulled out, running to pull his clothes back on. I had to leave. His daughter would be home any minute.
I pulled my clothes on quickly and rushed out the door. I sat at the bus stop, thinking about the encounter. It left me wanting more. I would definitely see him again given the opportunity. But now I was left in the same predicament as before; turned on, horny as hell, almost given an orgasm but left with just the smell of it. I groaned internally, knowing what this would lead to later…
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