u/burner_acc92

▲ 16 r/Sissy_Stories+2 crossposts

More fun!

Last weekend I had one of my best Grindr hookups ever 3 guys one night.

Well the first guy I met up with texted me yesterday wanted to meet up today and I couldn’t pass it up. Called off sick and got did up today to have fun.

He was off today and said that he was free all day so we made plans for him to come over around 11.

I woke up showered, cleaned out and dressed up. I did my make up, put my long black wig on and put on my matching set garter belt, top and skirt.

He showed up right on time, invited him in and got to work. He stripped down, and was already hard so I started giving him head right there in the living room. Relaxing my throat I was able to deep throat all of him.

He fucked my face for a little while smearing my make up all over my face, we decided it was time for him to fuck me. Heading up to the bedroom he had me stop and bend over eating my ass. Fuck it felt so good, he got me hard and slowly stroked me.

Normally I am caged but I don’t have one at the moment but that’s changing soon.

After what felt like 20 minutes of heaven we finally make it into the room. I hop on the bed reach over grab lube and poppers. I take a big hit while he’s lubing up. He slides right in. Fucking me missionary he has me feeling so good.

He pulls my legs up over his shoulders, and proceeds to pound me. I could feel my cock rubbing against my stomach and could feel I was close but he didn’t stop. I paint the front of my stomach and chest.

This must have really been hot to him because he unloads in my ass. I feel rope after rope coat my insides.

He pulls out and I feel all his cum start to leak out.

I sit there and chat with him as cum continues to leak out of me. He wants a round 2 but needs a second. So talking I try and see if he’s got friends who want to come use me as well. He doesn’t but says he will find some for this weekend. I sure hope he does.

I get him ready for round two giving him more head as he fingers my hole. He’s hard again.

This time he bends me over and fucks me doggy style, fuck it feels so good. A good 20 minutes go by of fast hard pounding and he says he’s close. I tell him to cum where ever he wants. He pulls out and shoves his cock in my mouth and dumps his load.

His cum tasted so sweet I made sure not to miss a drop.

We chat a bit more about our weekend plans hopefully he finds some guys if not I’ll let him fuck me all he wants. He got dressed and I went back upstairs to lay in bed a wreck.

Will keep everyone updated. I’ll also be going to get a cage later today. Can be having sissy cummies unless I have a sissygasm.

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u/burner_acc92 — 16 hours ago
🔥 Hot ▲ 150 r/Sissy_Stories+2 crossposts

Best grindr hook up ever

Having the best weekend ever!

So since reflecting on my past I’ve decided to start up dressing and being a sissy slut. I’m really happy with how things have been going.

I’ve got a big selection of clothes and toys again along with a fucking machine.

This weekend has been the most fun I’ve had in a long time. It started yesterday and hasn’t slowed down yet. I downloaded Grindr and have had all of the best luck, no flakes no weirdos just dick and cum.

Friday morning I decided I was going to have fun this weekend even if it was just one guy. I down loaded Grindr in the morning and went about my day, messaging guys and seeing who was out there.

Right off the bat I saw a sexy top no far from where I live, I hit him up in the morning and chatted a bit and by the time I got off work a plan was set. I rushed home, shaved, cleaned out and popped my plug in. He said he would be free around 6 so I had a little bit of time to chat with more guys.

Guy number 2 also isn’t far from me and he was down to have some fun too. So we started to make plans for later in the night.

It’s about 5:45 and guy 1 says he’s on his way, I get dolled up, my makeup was done so I threw on a black g string, and a fishnet body suit with long sleeves, and my black straight hair wig. I thought I looked fucking hot.

Guy 1 shows up, I open the door and I greet him and lead him into the living room. He’s 6’2 ish and pretty fit younger guy, his profile said 28. I’m so excited I start unbuckling his pants and drop to my knees. As I pull down his boxers a nice semi hard cock flops out. I immediately take him in my mouth and start getting him hard. By the time he’s hard he’s 7-8 inches and stretching out my throat.

I have him sit down and continue to give him head. My tile floors start to hurt my knees so I tell him follow me and we go to the bed room. He’s grabbing my ass as we walk up the stairs and into the bed room. As we walk in he pushes me over the bed and spanks my ass and plays with my plug a little moving my g string to the side.

He says he wants to fuck me so I stand up and grab lube and condoms out of the night stand. I reach for his cock as I hand him the lube and condoms and ask if he’s clean, says he’s on prep and is clean so he grabs just the lube.

I turn around bend over the bed again and he lubes his cock up then pulls my plug out. He slides right in. I love being fucked raw. He gets a good rhythm going slapping my ass from time to time. He tells me get on the bed on my back so I do and he slides right back in no skipping a beat.

He’s thrusting hard and fast and i feel like he’s getting close so I tell him cum in me. A few minutes later he dumps a big load in me slowing down his strokes he stays in me as he gives me a big kiss.

I feel him start to slip out and as he steps back I reach down and grab my plug to keep that cum in me.

A few minutes of chatting we walk down stairs he gets dressed and we exchange numbers for more fun later. I let him out and check my phone.

Guy 2 had messaged me and he’s ready, I tell him I just got fucked and cramped and I’m super ready now. He messages back and asks for the address so I send it out.

Not 15 minutes go by and he’s here. I let him in he’s about 5’9, profile said he was 45 and decent shape but he has a monster cock. Just the photo he sent alone had me leaking.

We get to the living room and he drops his pants and underwear, takes his shirt off and tells me come get him hard. As he sits down I get on the couch and in between his legs and take him in my mouth. I start sucking and jacking him off working that massive cock. I want him hard and I want him in me.

I finally get him there and he’s probably 8-9 inches, has a nice head but the shaft in the middle is thicc, I can only get my mouth open enough to get to the middle of his cock.

I tell him I want him to fuck me, he said let’s do it, but he wants to use a condom. I run upstairs grab the lube and condoms as well as my bottle of poppers and run back down. He’s sitting there stroking his cock, I rip the wrapper open and roll the condom onto his dick.

I have him sit back on the couch I pull my plug out and a little cum dribbles out onto the floor, I have him lube up as I take a big hit off my poppers and proceed to straddle him. He positioned himself and I slid onto his cock he’s stretching me out as the rush of my poppers give me that warm feeling all over.

I slide all the way down and start grinding slowly working his cock. We get into a good motion and I can feel myself building a nice orgasm. My knees are starting to hurt so I take another big hit off my bottle and bring my feet up so I can bounce on his cock. The rush hits me again and I start slamming my ass onto his cock. He has his hands under my ass helping me bounce up and down.

Im moaning as I can feel him stretching me out and deep in me. He tells me he’s close so I continue and work that cum out of him. I wish he would have filled me up but he grunts and groans and shoots his load into the condom his hands grab my hips and push me down balls deep in grinding on his cock. I feel my orgasm pass as we slowed down and I climb off him.

He pulls his condom off, I put my plug back in that barely stays in now, the tiny piece of fabric from my g string holds it in place barely. He gets dressed and tells me hit him up again but we don’t exchange numbers. And he leaves.

It’s still pretty early in the night so I’m back in Grindr hoping to find at least one more, so I’m sending messages and hoping someone wants to have some fun.

A few not interested and no replies later I get a message from a blank profile asking if I’m still looking for some fun. I don’t ever have faith in blank profiles but I tell him yes and send him a few pics of me dressed up, my freshly fucked hole and I get back an album. I open it to see a bbc, and a few body pics. He’s on the husky side but that cock looks amazing. We chat for a little and I tell him come over but he can’t he’s not mobile. Lol I ask if he can host with zero thought of him actually being able to and he replies he can but he’s got buddies over. I was more than surprised. He tells me once they leave to come over.

So we continue to chat it’s getting later I’m still horny I ask when they will leave he said should be soon. I then ask would any of them want to join? He sent the laughing emoji and said nope. Bummer but it was worth a shot, I sent a few more pics to tease him and hope he would rush them out. It may have worked as the next message was alright come over. I put some pjs on and a hoodie and head that way.

When I get there he opens the door and I walk in, there was some white guy in the kitchen of his apartment and I turn and say I thought everyone was straight he tells me it’s his roommate, a little embarrassed I walk quickly to his room as he pointed down the hall and is right behind me. We get in there and he strips down his cock is just hanging there. I take off the hoodie, adjust my wig and drop my bottoms.

He’s on me so fast, I reach down to take his cock in my hand as he’s kissing my neck and feeling me all over. I can feel him growing in my hand as I’m stroking him. He’s playing with my hole and plug grabbing and squeezing my ass. I slide down to start giving him head and wow his cock is long and thick. 9 ish inches maybe more so I do my best to deep throat him. He’s enjoying as I feel his hand in the back of my head. I come up for air and now I want him to fuck me.

I get into his bed, laying on my back I ask if he wants to fuck me raw or with a condom and lucky for ne he wants it raw. He pops my plug out adds some lube to his cock and my hole and slowly guides his cock in me. I feel every inch slide in and he’s stretching me out. I’m moaning but trying to keep it down as he starts to pump into me.

I’m in pure pleasure I feel my orgasm build again and hard this time. He’s got my legs pinned to my chest and is giving me all the slow strokes. He’s telling me I’m a dirty nasty slut and this get me closer and closer to cumming. His slow strokes are hitting all the right spots. I am trying to keep it down but the way he was fucking me had me moaning louder and louder. And then bingo he picked up the pace a little and I cum I tell him I’m cumming and he keeps at that same pace full body orgasm takes over I shoot my load up the front of my chest and it hits me in the face a little. He’s got me pinned down so my convulsions are contained and he doesn’t stop pumping me. God I came so hard, as I started to come down he’s still going and I tell him I need to make him cum he tells me no I’m his little slut for a little longer and keeps me pinned down.

His cock felt so good his strokes were long and deep. As he continued to fuck me I wiped up as much of my cum and started to lick it off my hand. He kept degrading me telling me I’ll be his cum dumpster and he’s going to make me his little slut. I fucking love every word.

After what felt like forever he flips me over and starts to really fuck me. He is going to pound town not being quiet lol in between strokes I ask what about his roommate and he tells me don’t worry I’m just some slut over to get fucked.

He would pick up the pace and then slow back down every time he would pick up the pace he would slam his cock in me but when he slowed down it was nice deep thrusts. I’m laying on my stomach and have nowhere to go so he has total control over the tempo but he growled he’s ready to cum and he picked up the pace again slamming my asshole till he slammed and buried his cock in me I felt my insides flood with his cum.

He grunted and kept there for a second till he was done, it felt like he dumped a massive load in me. He pulled out I sucked his cock clean and got dressed plugged back up and hurried out the door. The plug was not staying in at all now so when I got to my car I pulled it out and felt a bunch of cum soak my pjs. The drive home was not fun lol trying not to let all the cum out but every little bump I felt more dribble out.

I got home undressed showered and cleaned up. In the shower I pushed out all his cum into my hand and it filled the whole palm of my hand lol.

I slept so good last night but now I’m ready for more. Hopefully my weekends continue to be this fun.

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u/burner_acc92 — 3 days ago