u/keep_it_Florida

I guess you can say I kept it in the family 🤷🏻‍♂️

I fucked my wife’s niece in a CVS parking lot. She hadn’t been 18 but a few weeks and she was constantly getting in trouble so my wife moved her in with us to help get her life together. She’s what you’d imagine, 18, single mom of one, etc. I took her to the local CVS to pick up her child’s medication and we ended up waiting on the prescription to be filled. We were in my wife’s Yukon and really wasn’t speaking much, I was scrolling around on Facebook and she was pretty much doing the same. I had the radio on “the highway” XM station when a song came on she liked. She randomly started singing and smiling completely shifting the mood. Once the song died down we were pretty chatty with one another, pleasant but nowhere I figured in the range of what happened.

She was wearing a pair of those little black shorts cheerleaders wear and me in a pair of gym shorts I hadn’t changed out of since being home from the gym. We sat there for a while just talking about life and how things can change, how she felt like she made mistakes, etc. I thought I was doing the right thing trying to console her that this msg would get better and how she has the perfect opportunity to turn it all around now since she’s staying with us rent free.

While during our conversation she fired her shot, talking about my physical appearance. I was trying to stay within the boundaries of addressing hers. She doesn’t look bad at all, small tits, thick little bubble butt and a small amount of weight left over from carrying a child but still very attractive. Things took a turn after that when she made the open statement that if I want married to her ain’t she’d give me a shot and I openly made the joke that everyone has secrets. She made the first move, placing her hand on my thigh near the head of my dick that honestly was showing since I was thinking of how good she would feel on my dick.

She didn’t take her eyes off my bulge and her hand shifted up to it, rubbing it softly while she talked about how no one could find out or she’d really be casted out of the family. I didn’t say much, honestly I was enjoying the light strokes she was giving me. This went on for a few mins until I reclined my seat back and slid my shorts and underwear down. My dick was so hard it sprung back up in place, standing straight on. I didn’t have to ask or motion her to suck it, she instantly leaned over to it and slid it in her mouth. It felt amazing, so amazing that as I write this I can’t stop thinking about it. She went about 3/4 of the way down my 7 1/2 inch dick before she hit her gag reflex. Sucking and stroking me slow, she knew what she was doing.

I couldn’t help but want to play with her, she’s only 18 and I knew the pussy has to be good so I told her to get in the back seat. She pulled my dick from her mouth leaving the drool and instantly hopped over the seat, past the middle row and was sitting in the 3rd row undressing. I pulled my shorts up the best I could before I opened the door to step out of the SUV and open the back door. By the time I got in and turned she was sitting there playing with her pussy, a few fingers buried deep inside of it and already moaning to it. While sitting in the middle row I already took my shorts off and waited till she was done then I hopped in the seat with her. She was rabid, her lips attached right back to my dick and she didn’t want to stop. While she sucked I couldn’t help but pull her and towards me and reach around to play with her pussy. She was soaking wet, so wet she was already dripping down her thighs.

I wasn’t shy and shoved two fingers in before pulling them out and giving her three. I went in deep, to the last knuckle and she moaned like I’d never heard before. Pulling her mouth away long enough to only tell me “more”. When I readjusted I had all 4 fingers inside of her and I could feel her stretched around them. By this time she was even sucking my dick anymore and jacking it the best she could while she screamed. She came so hard and just as soon after threw her leg over me and lowered on my dick. She felt amazing, covering my dick in her dripping wet pussy that I almost wanted to blow instantly. She rode and grinded, moaning loud and screaming out she was gonna cum…again. I pulled her in a sucked on her nipples while she rocked her hips on my dick. We fucked for a good 30/40 minutes before I finally built up the urge to cum. I moaned and told her I had to cum but she rocked harder.

Soon I painted her insides in my cum and she slowed her rocking while leaning her head back and laughing. Both of us now covered in sweat and each other’s juices all I could do was huff and how good it was. She climbed off slowly but my cum was leaking out of her. She sat in the second row, legs spread and I could see my cum oozing out of her. She wiped it up with her hand and didn’t waste it, sticking it in her mouth and letting out a “mmmm”. We sat in silence for a few minutes before she blurted out “think they have the medicine ready”? I couldn’t help but laugh and she joined in with me. We both got dressed and she suggested we go in for a plan b pill just to be on the safe side. While walking into the store she kept pulling her shorts away from your pussy making the statement numerous times that she was soaked.

Since then I have fuck her multiple times while my wife has been gone. Every time giving her a cream pie and even creaming her ass. She has the sweetest tasting pussy and I don’t know if I’ll be able to stop.

reddit.com
u/keep_it_Florida — 4 days ago

41 [M4F] #Online

Hey,

41 year old relaxed, respectful and compassionate guy here. I’m currently seeking a younger female 18-25 years old to start an online based style relationship with. I love to chat so ideally be open to sharing about yourself, your hobbies, passions, goals, etc. We know this is going to turn sexual, so in that area I like submissive. I like you to share your likes and dislikes with that as well. Let’s both understand that I’m not looking for a quick sext session, I want something more. I am based out of the US and you can probably tell from my username where. So if you’re interested in starting something that will hopefully progress into something more then send me a message, include your age and location please, thanks.

reddit.com
u/keep_it_Florida — 6 days ago

41 [M4F] #Jacksonville, Florida and beyond.

Good morning,

It’s graduation season and a lot of you newly turned adult women want an older man to help guide you, so I’m a 41 year old seasoned, respectful and nurturing man here.I’m 6’2”, 230lbs, brown hair/beard with a hint of grey in both. I’m seeking a younger female old to build a relationship with, not a quick sext session. I love to chat so ideally be open to sharing about yourself, your hobbies, passions, goals, etc.

I’m not keen on brats but I do like a little back talk and sassiness with my submissive girl. Just like your hobbies you will share what you like sexually with me. I do not mind bashful/introverts as long as you’re ok progressing as our conversations do. I am Florida based but open to chatting with any female across the U.S. to build something with. If you’re interested in starting something lite and fun that will hopefully progress into something more then send me a message, include your age/race and location, thanks.

reddit.com
u/keep_it_Florida — 8 days ago

41 [M4F] #Florida Calling all prom queens.

It’s that time of the year where all I see is younger women getting ready to graduate and go out into the world, many of which will be folded up in some lucky older man’s bed getting their brains beat out by the head board, I want to be that older man. Get dressed, have your hair done, tell your mom and dad you’ll be careful and go have fun but after you’re done dancing with your friends then I’m gonna pump you full of daddy cum. 18+ only please.

reddit.com
u/keep_it_Florida — 9 days ago

41 [M4F] #Online

Good evening,

41 year old seasoned, respectful and caring guy here. I’m currently seeking a younger female 18-25 years old to start an online based style relationship with. I love to chat so ideally be open to sharing about yourself, your hobbies, passions, goals, etc. We know this is going to turn sexual, so in that area I like submissive. I like you to share your likes and dislikes with that as well. Let’s both understand that I’m not looking for a quick sext session, I want something more. I am based out of the US and you can probably tell from my username where. So if you’re interested in starting something that will hopefully progress into something more then send me a message, include your age and location please, thanks.

reddit.com
u/keep_it_Florida — 9 days ago

41 [M4F] #Online

I’m not going to come right out the gate lying to you, I’m married. I know that’s a lot to take in, specially when you’re just starting to talk to someone. I’m not perfect and you’ll never hear me say that I am but I am unhappy. I know the thought process is leave if you’re unhappy but as you get older the uncertainties become a little more scary than they seem when you’re younger. I don’t know maybe it’s stupid, maybe I’ll make this and it won’t go anywhere. I’ll tell myself to suck it up and deal with it, but if there’s a chance that you’re out there then I’ll take that chance.

Maybe it doesn’t become physical, maybe you become my muse and push me to be better. Push me to take more hiking trips or kayak more. Maybe you push me to be in the gym 5 days a week instead of 3. No I don’t want something strictly physical and I don’t want it to rush to being physical. I want to get to know you, not who you are when you’re around friends or co-works but the real you. Your passions, your goals and desires. I want to hear you talk about things that most people would find weird or look at you like you’re a bit nerdy.

I also want to be the person you can’t wait to tell about your day, the person you ask advice from when you’ve had a bad day. It would bring me satisfaction just knowing I’m there for you.

So if you want to test the waters, take it slow and see if we align then yes please feel free to message me. I am looking for 18-25 preferably but if you fall above 25 then message me anyway and let’s see how we click.

reddit.com
u/keep_it_Florida — 12 days ago

I started chatting with a married man on Grindr last Monday evening, slow at first but as the week went on it ramped up. He was super laid back at first, told me he was married but enjoyed time with a submissive bottom when he could find one, etc. As our conversations got later on into the week he really ramped up the strong dominant role. He told me Thursday afternoon that he was set to go with his wife out of town Friday evening but somehow he was to get out of it and asked if I had plans for Friday night and committed to hanging out that night. I pulled 7am-3pm Friday and skipped the gym to rush home to beat the heavy traffic. When I got to my apartment I didn’t waste time getting myself ready, a shower and fresh shave, then prepped. I got one of my anal plugs and inserted it, left the lube on the nightstand. I threw on my robe and sent him a message then waited.

To be honest I sent a few messages as the day went on, I was aggravated that I didn’t hear anything. Around 6pm I honestly felt like I was stood up and started browsing but didn’t see anything worth entertaining. Give that the messages between him and I were very spicy I did read back through them and ditch the anal plug for my pulsing dildo. I won’t lie it felt amazing!! Reading his messages about how strong and dominant he was while my toy thrust and pulsed into my ass…let say my bed sheets had a mess on them.

It was finally around 9pm when he messaged me, I was short at first which I’m assuming he picked up on right away cause he apologized, claiming he was waiting for his wife to leave. We chatted for a few before I broke and gave him my address.

It was a little after 10pm when he messaged me telling me he was here. By this time I done changed back into just my robe and waited at my door for him. He knocked lightly and I opened it pretty much immediately and greeted him at the door before he made his way inside my apartment which was dim and had candles lite. He’s in his 50’s, 6’1”ish, a little heavier than my normal guys but not much and he was wearing stretch shirts, basic t-shirt and flip flops. He made himself comfortable having a seat on my couch, I had the new predator movie on in the background and as I sat down on the opposite end of the couch that’s what we talked about lol. We made small talk for about 30 mins before anything really turned to the sex direction. He asked what I had on under my robe and I lifted it to show my ass then smiled and told him my plans were to get fucked tonight.

That was the ice breaker and he slid closer to me before pulling me into kiss him. We kissed for a few mins before he started kissing on my neck (I love that). While he was focusing on my neck my hand found his bulging dick and rubbed it through his shorts, this went on for a while, maybe 15 minutes. Finally he slid his shorts down while drawing away from my neck, he didn’t ask I instantly attached to it with my mouth. He’s uncut and the head on his dick was holding a large amount of pre cum, not to mention what was running down his shaft. He tasted so good and I was moaning from the taste. I was face down in his lap, gaffing slightly on his hard dick while he rubbed my ass and lightly my hole. He could feel the left over lube and pushed his finger in a few times which only made me suck him harder. By the time I was down his lap was soaked as was my face. I stroked his dick, hovering over his lap for only a few mins before he pushed my head back down on his dick. I was sucking him hard and stroking his dick while he fingered my ass. It wasn’t to long after that he pushed my head down and I felt his cum hit the back on my throat. It tasted so fucking good I made to get every drop out that I could. When I was done I sat up and was wiping my mouth as I got up to get him a towel. He cleaned up but didn’t put his shorts back on, instead he sat there naked and we picked up a conversation. I confessed that I’m not use to this, most of the time it’s cum and go but it’s nice and he didn’t hold back about how good it was and that he didn’t have anywhere to be.

We must’ve spent an hour and a half just chatting, him still naked from the waist down, every now and then he’d pull at his dick. He confessed a lot about his marriage, his lack of sex, etc and how he needed this weekend to relax away from his wife. Shortly after his confession to me I was straddling him and we were making out again, this time much slower and longer. When he finally went back to my neck I reached back and he was almost fully hard again. I asked if he wanted to wear a condom and he stopped kissing my neck long to leave it up to me. I didn’t hesitate grabbing his dick and sliding down on it. He went nuts and loved it as he stretched me out slightly and I was moaning. It was passionate as I fucked what I could of his dick from the angle we were at, him kissing me while I did. It wasn’t long and he came again, this time just on the inside on my ass to where when I pulled him out his cum was oozing from my ass. I got straight up and went to grab a bottle of water and he cleaned his dick off. I went back over and reached back just to feel his cum between my ass cheeks. He stated sitting and by now it was a little after 2am. It might’ve been cause I was sleepy but I asked if he was coming to bed or leaving. He didn’t hesitate to say bed. We got in my bed, naked and talked for a little while. I told him he could use me if he wanted to, even if I was asleep just to wake me and he did. I didn’t know what time it was when I felt him straddle my ass that morning. All I know is I had to stop him cause I needed lube.

Once he applied lube (more than needed) I was literally on my stomach and he had one hand on the back of my neck and the other on the bed and he was FUCKING me, hard. I took it and moaned as he fucked me with no worries of me saying stop. After a few he came deep in my ass and pulled out slow then rolled me over to kiss me. He didn’t leave but instead we stayed in bed talking all day and he fucked me 4 more times before I finally showered. He left but came back Sunday morning and fucked me 2 more times before he had to go back home. I miss him.

reddit.com
u/keep_it_Florida — 19 days ago

I’m not going to come right out the gate lying to you, I’m married. I know that’s a lot to take in, specially when you’re just starting to talk to someone. I’m not perfect and you’ll never hear me say that I am but I am unhappy. I know the thought process is leave if you’re unhappy but as you get older the uncertainties become a little more scary than they seem when you’re younger. I don’t know maybe it’s stupid, maybe I’ll make this and it won’t go anywhere. I’ll tell myself to suck it up and deal with it, but if there’s a chance that you’re out there then I’ll take that chance.

Maybe it doesn’t become physical, maybe you become my muse and push me to be better. Push me to take more hiking trips or kayak more. Maybe you push me to be in the gym 5 days a week instead of 3. No I don’t want something strictly physical and I don’t want it to rush to being physical. I want to get to know you, not who you are when you’re around friends or co-works but the real you. Your passions, your goals and desires. I want to hear you talk about things that most people would find weird or look at you like you’re a bit nerdy.

I also want to be the person you can’t wait to tell about your day, the person you ask advice from when you’ve had a bad day. It would bring me satisfaction just knowing I’m there for you.

So if you want to test the waters, take it slow and see if we align then yes please feel free to message me. I am looking for 18-25 preferably but if you fall above 25 then message me anyway and let’s see how we click.

reddit.com
u/keep_it_Florida — 24 days ago

I’m not going to come right out the gate lying to you, I’m married. I know that’s a lot to take in, specially when you’re just starting to talk to someone. I’m not perfect and you’ll never hear me say that I am but I am unhappy. I know the thought process is leave if you’re unhappy but as you get older the uncertainties become a little more scary than they seem when you’re younger. I don’t know maybe it’s stupid, maybe I’ll make this and it won’t go anywhere. I’ll tell myself to suck it up and deal with it, but if there’s a chance that you’re out there then I’ll take that chance.

Maybe it doesn’t become physical, maybe you become my muse and push me to be better. Push me to take more hiking trips or kayak more. Maybe you push me to be in the gym 5 days a week instead of 3. No I don’t want something strictly physical and I don’t want it to rush to being physical. I want to get to know you, not who you are when you’re around friends or co-works but the real you. Your passions, your goals and desires. I want to hear you talk about things that most people would find weird or look at you like you’re a bit nerdy.

I also want to be the person you can’t wait to tell about your day, the person you ask advice from when you’ve had a bad day. It would bring me satisfaction just knowing I’m there for you.

So if you want to test the waters, take it slow and see if we align then yes please feel free to message me. I am looking for 18-25 preferably but if you fall above 25 then message me anyway and let’s see how we click.

reddit.com
u/keep_it_Florida — 24 days ago