u/curioushusband2503

Several years ago I helped drop a friend off for a several months long work trip. I offered to go with him and his gf so she didn’t have to drive back a few hours at night by herself. We dropped him at a hotel the day before his colleagues arrived as they were to leave on the same flight. Before we left, he made some excuse about going over finances in his room with her. Everyone knew what has going to happen. Fucking instead of finances. But hey, it was the last time they were going to see each other for months. Eventually it’s time to go, they say their goodbyes and I drive her home.

I stayed in contact with her in case she needed anything. A couple weeks before he’s due home, she found out he cheated on the day after they said goodby and several time during the trip. She cuts ties but her and I remained friends. About a year later we kinda realize we could be a thing and I ask her out. After a couple of dates we realize it’s gonna work and start our relationship. The topic of each other’s pasts comes up. She tells me that she only uses condoms with a guy the first time and after that it’s all natural. She’s on birth control and pays close attention to cycle signs. Every guy she’s ever fucked has cum inside her at least once. I’m instantly tuned on. Harder than over ever been.

Then it hits me, I drove her home almost immediately after she fucked her ex. So I ask “did he cum in you that night?” The answer is of course yes. She can see this is hot for me and initiates the first of several rounds that night. She proceeds to tell me that she had his cum leaking into her panties while I drove her home that night. For a while I would just stare at her when she was wearing just panties wondering if that was the pair.

While I was deployed, she had sex twice with her ex bf. I never told her but I secretly wanted her to. Now I find out she did and I’m super happy for her. AMA.

My wife passed away after a brief, but intense battle with breast cancer. It was tough going from husband and lover to caretaker. We both had high sex drives and she knew that just because she was not feeling up to it didn’t mean that I suddenly stopped having that need too. Without me asking, she would suggest having sex on her good days. I could tell she really didn’t have it in her, but she insisted and I really needed the relief. Jerking off only feels does so much. It wasn’t the greatest, but it was the only spot of intimacy in an otherwise shitty situation for both of us. She was the only woman I had ever made love to.

About a month after her funeral, I was getting strong urges that masturbation wasn’t quenching. I needed something more. I needed to feel a woman’s skin in mine, feel her lips on mine, and her arms and legs wrapped around me. I had the “ah ha” moment that I was a single man. So I downloaded Tinder. I swiped right on a few profiles, but being a 30 year old man who isn’t trying to be a creeper on a dating app, the filters I set to show women my age cut the results down to a small number. But, one Thursday on my way to work, my phone dinged and the notification of a match made my heart jump and honestly I was a little ashamed. I had never done anything like this before and wasn’t really sure I could go through with it. But if nothing else, texting back and forth wouldn’t be so bad. So I opened the app saw it was your profile. I remembered swiping right because of your eyes. They pierced through the screen. The header said “down for anything.” Sweet, so I clicked message and dropped the best line ever:“hi”. About 3 minutes later, you responded. “And we’re off” is all I was thinking.

I sheepishly admitted that I didn’t know what to do as this was really not my thing. You laughed and ensured me that it was ok. After some light back and forth, I decided it was time to get down to business, or pleasure in this case. I asked if you would like to grab some dinner and see where things went. You agreed and we decided Friday night would be good for both of us. The next 24 hours was a mental struggle with myself on what I should do. On one hand. I wanted a good time. Even if nothing happened between us, it would be nice just to go out on a date. On the other, I felt guilty for even thinking about going out with another woman. But finally I adopted the fuck it method and decided to go ahead with it.

I showed up early to the place; good thing because in my waiting I realized I was still wearing my wedding ring. That could’ve been awkward. Out agreed upon time of 6:00 came and went and I was beginning to think I’d been stood up, even though I had texted you only an hour before to confirm. But finally, at 6:20 pm I get a text from you saying you’re parking now. My heart rate spikes to 200 beats per minute and I’m starting to freak out. What would happen if one of our friends or families sees me out with this other girl? While contemplating this, I see you walk up, no chance to run now. Especially after we locked eyes, those damn eyes again. After a super awkward side hug, a handshake seemed weird, I open the door and we he’d inside. Here we go.

Dinner goes fine, we have a few drinks. Unsure if this was a smart move or not, but at some point I did tell you about my late wife. You were kind of taken back by it, but quickly regained your composure and assured me that it was alright. After that, I needed another drink. Once we wrapped up there, you suggested going out to a cocktail bar because you had a babysitter for your kids and wanted to make the best of the night. At this point, I’m for it. You look good, I’m a few drinks in and I need a night like this. Let’s go. We order and get our drinks at a table. You sit facing me and I see you pull your skirt up a little higher to show more leg, but from my view, I see your white panties. I decide this is it, go for it. I put my hand on your inner thigh a little more than halfway up, look into those beautiful eyes and ask if you want to come home with me tonight. You grin and giggle a little. You reply: “of course, what took you so long to ask?” The car ride back to my house is a blur, I was freaking out at the thought that I had a woman I just met in my car, heading back to the house that my late wife and I built to have sex with her.

When we get inside, I make us another drink and but on Spotify to absorb the silence. A slow song some on and you say you love it. In a completely out of character move, I take your hand and motion to the open floor and pull you close to slow dance. You let out a little “mmm” as we hold each other close. Some sixth sense tells Ben that this is the time to shoot my next shot. I lean in for a kiss. You don’t stop me and we are now in the throws of a passionate, long slow kiss. After what seemed like hours but probably only a minute or two, I suggest we go upstairs. You nod and away we go. Once we are upstairs, the kissing starts again and I want to rip both of our clothes off, but embarrassingly, all the drinks from the night have decided they want to interrupt this moment. I tell you about that and you giggle and tell me to take care of it. As I’m coming out of the bathroom, right as I turn the light off I see something black on the floor. But I didn’t put it there and it wasn’t there a minute ago when we came in. And it clicks in my mind that you were wearing a short black dress and it’s now in my floor.

As I look up at my bed, I see you lying on your left side, completely naked. I can see the curves of your body silhouetted against the window. I can now feel my cock get fully hard against my pants. I unbutton and take off my shirt as I walk toward the bed. You are just watching me with a little smirk on your face, enjoying the moment. At the edge of the bed I unbuckle my belt and take my pants off. My cock is as hard as it’s ever been at this point. I can feel it creating a huge bundle against my boxer briefs. You let out a little moan and say “come here.” I climb onto the bed beside you, kiss your lips, and run my left hand down your body. I back up and move down on the bed and grab your legs to spread them apart. You help and raise them up showing me your gorgeous shaved pussy. I put my hands on your thighs and start licking your pussy. I make my tongue as wide as possible and start from the bottom and lick once straight up. You grab my head and let out a surprised moan. I feel your inner and outer lips all the way up until I get near your clit then point my tongue at it. When I feel it, I flick my tongue up. Your entire body feels
It as your quiver and let out a very satisfied “ooohhhh!”

One of the many sexual things my late wife taught me was how to eat her pussy. I perfected it over the years and I can tell that you appreciate her efforts. Your back arches with every stroke of my tongue. I take my time and trace down the left side, up the right side, and down and up the middle. I suck on your clit a little, move down tot your inner lips and suck on them as well. The thing I can tell you enjoy most is flicking my tongue against your clit and also when I stiffed my tongue out and push it inside of you. The only sounds you can manage are moans and “oh fuck!”You keep spreading your legs as wide and you can and pushing my head down into your pussy. You taste amazing and becoming extremely wet. My cock gets hard still and I can’t take it anymore. I look up at you and in between eye rolls you nod at me. It’s time to fuck you.

I slide my boxers down as I sit up. You keep your legs spread wide, waiting in wanting me. As I move back, you lick your fingers and touch your clit and spread your lips wide open. This is it, I’m going to fuck someone that isn’t my wife. It feels wrong, but it feels amazing. I’m as hard as I’ve ever been, you’re rubbing and touching your pussy wanting me inside of you, this is happening. I climb on top and in one stroke I slide all the way in to your tight, wet pussy. The gasp for air from you almost makes me cum immediately, but I manage to hold my composure and run my fingers through your hair and start slowly stroking. Your moans and hip motion are goddess-like. I lost track of time but at some point you tell me that you want to ride me. But as you are about to get on top, you look at me and say “I’m going to suck your cock first okay?” I just nod in agreement but you already have it in your hand your head is going down. It feels good at first and I can tell you are good at them. But then I hear a gagging sound and at the same time I feel your nose on my stomach and my cock in the back of your throat. Holy shit, you are deep throating me. My wife was okay the giving head. I had only had one prior to our marriage. Hers was better than the one in high school, but you were giving me something I had never felt. I instinctively reach down and put my hand of the back of your head and let out a loud “oh shit.” You come up and ask if you didn’t something wrong, and I just laugh. “No, I have just never experienced that before.” You laugh and come up and climb on top of me. As you slide down on my cock you lean in for a long slow kiss.

Stay tuned for part 2.

Part 1

My wife passed away after a brief, but intense battle with breast cancer. It was tough going from husband and lover to caretaker. We both had high sex drives and she knew that just because she was not feeling up to it didn’t mean that I suddenly stopped having that need too. Without me asking, she would suggest having sex on her good days. I could tell she really didn’t have it in her, but she insisted and I really needed the relief. Jerking off only feels does so much. It wasn’t the greatest, but it was the only spot of intimacy in an otherwise shitty situation for both of us. She was the only woman I had ever made love to.

About a month after her funeral, I was getting strong urges that masturbation wasn’t quenching. I needed something more. I needed to feel a woman’s skin in mine, feel her lips on mine, and her arms and legs wrapped around me. I had the “ah ha” moment that I was a single man. So I downloaded Tinder. I swiped right on a few profiles, but being a 30 year old man who isn’t trying to be a creeper on a dating app, the filters I set to show women my age cut the results down to a small number. But, one Thursday on my way to work, my phone dinged and the notification of a match made my heart jump and honestly I was a little ashamed. I had never done anything like this before and wasn’t really sure I could go through with it. But if nothing else, texting back and forth wouldn’t be so bad. So I opened the app saw it was your profile. I remembered swiping right because of your eyes. They pierced through the screen. The header said “down for anything.” Sweet, so I clicked message and dropped the best line ever:“hi”. About 3 minutes later, you responded. “And we’re off” is all I was thinking.

I sheepishly admitted that I didn’t know what to do as this was really not my thing. You laughed and ensured me that it was ok. After some light back and forth, I decided it was time to get down to business, or pleasure in this case. I asked if you would like to grab some dinner and see where things went. You agreed and we decided Friday night would be good for both of us. The next 24 hours was a mental struggle with myself on what I should do. On one hand. I wanted a good time. Even if nothing happened between us, it would be nice just to go out on a date. On the other, I felt guilty for even thinking about going out with another woman. But finally I adopted the fuck it method and decided to go ahead with it.

I showed up early to the place; good thing because in my waiting I realized I was still wearing my wedding ring. That could’ve been awkward. Out agreed upon time of 6:00 came and went and I was beginning to think I’d been stood up, even though I had texted you only an hour before to confirm. But finally, at 6:20 pm I get a text from you saying you’re parking now. My heart rate spikes to 200 beats per minute and I’m starting to freak out. What would happen if one of our friends or families sees me out with this other girl? While contemplating this, I see you walk up, no chance to run now. Especially after we locked eyes, those damn eyes again. After a super awkward side hug, a handshake seemed weird, I open the door and we he’d inside. Here we go.

Dinner goes fine, we have a few drinks. Unsure if this was a smart move or not, but at some point I did tell you about my late wife. You were kind of taken back by it, but quickly regained your composure and assured me that it was alright. After that, I needed another drink. Once we wrapped up there, you suggested going out to a cocktail bar because you had a babysitter for your kids and wanted to make the best of the night. At this point, I’m for it. You look good, I’m a few drinks in and I need a night like this. Let’s go. We order and get our drinks at a table. You sit facing me and I see you pull your skirt up a little higher to show more leg, but from my view, I see your white panties. I decide this is it, go for it. I put my hand on your inner thigh a little more than halfway up, look into those beautiful eyes and ask if you want to come home with me tonight. You grin and giggle a little. You reply: “of course, what took you so long to ask?” The car ride back to my house is a blur, I was freaking out at the thought that I had a woman I just met in my car, heading back to the house that my late wife and I built to have sex with her.

When we get inside, I make us another drink and but on Spotify to absorb the silence. A slow song some on and you say you love it. In a completely out of character move, I take your hand and motion to the open floor and pull you close to slow dance. You let out a little “mmm” as we hold each other close. Some sixth sense tells Ben that this is the time to shoot my next shot. I lean in for a kiss. You don’t stop me and we are now in the throws of a passionate, long slow kiss. After what seemed like hours but probably only a minute or two, I suggest we go upstairs. You nod and away we go. Once we are upstairs, the kissing starts again and I want to rip both of our clothes off, but embarrassingly, all the drinks from the night have decided they want to interrupt this moment. I tell you about that and you giggle and tell me to take care of it. As I’m coming out of the bathroom, right as I turn the light off I see something black on the floor. But I didn’t put it there and it wasn’t there a minute ago when we came in. And it clicks in my mind that you were wearing a short black dress and it’s now in my floor.

As I look up at my bed, I see you lying on your left side, completely naked. I can see the curves of your body silhouetted against the window. I can now feel my cock get fully hard against my pants. I unbutton and take off my shirt as I walk toward the bed. You are just watching me with a little smirk on your face, enjoying the moment. At the edge of the bed I unbuckle my belt and take my pants off. My cock is as hard as it’s ever been at this point. I can feel it creating a huge bundle against my boxer briefs. You let out a little moan and say “come here.” I climb onto the bed beside you, kiss your lips, and run my left hand down your body. I back up and move down on the bed and grab your legs to spread them apart. You help and raise them up showing me your gorgeous shaved pussy. I put my hands on your thighs and start licking your pussy. I make my tongue as wide as possible and start from the bottom and lick once straight up. You grab my head and let out a surprised moan. I feel your inner and outer lips all the way up until I get near your clit then point my tongue at it. When I feel it, I flick my tongue up. Your entire body feels
It as your quiver and let out a very satisfied “ooohhhh!”

One of the many sexual things my late wife taught me was how to eat her pussy. I perfected it over the years and I can tell that you appreciate her efforts. Your back arches with every stroke of my tongue. I take my time and trace down the left side, up the right side, and down and up the middle. I suck on your clit a little, move down tot your inner lips and suck on them as well. The thing I can tell you enjoy most is flicking my tongue against your clit and also when I stiffed my tongue out and push it inside of you. The only sounds you can manage are moans and “oh fuck!”You keep spreading your legs as wide and you can and pushing my head down into your pussy. You taste amazing and becoming extremely wet. My cock gets hard still and I can’t take it anymore. I look up at you and in between eye rolls you nod at me. It’s time to fuck you.

I slide my boxers down as I sit up. You keep your legs spread wide, waiting in wanting me. As I move back, you lick your fingers and touch your clit and spread your lips wide open. This is it, I’m going to fuck someone that isn’t my wife. It feels wrong, but it feels amazing. I’m as hard as I’ve ever been, you’re rubbing and touching your pussy wanting me inside of you, this is happening. I climb on top and in one stroke I slide all the way in to your tight, wet pussy. The gasp for air from you almost makes me cum immediately, but I manage to hold my composure and run my fingers through your hair and start slowly stroking. Your moans and hip motion are goddess-like. I lost track of time but at some point you tell me that you want to ride me. But as you are about to get on top, you look at me and say “I’m going to suck your cock first okay?” I just nod in agreement but you already have it in your hand your head is going down. It feels good at first and I can tell you are good at them. But then I hear a gagging sound and at the same time I feel your nose on my stomach and my cock in the back of your throat. Holy shit, you are deep throating me. My wife was okay the giving head. I had only had one prior to our marriage. Hers was better than the one in high school, but you were giving me something I had never felt. I instinctively reach down and put my hand of the back of your head and let out a loud “oh shit.” You come up and ask if you didn’t something wrong, and I just laugh. “No, I have just never experienced that before.” You laugh and come up and climb on top of me. As you slide down on my cock you lean in for a long slow kiss.

Stay tuned for part 2.

I’ll try this again with recommendations from other redditors.

1. She lost her virginity to a 9” BBC.

2. She once fucked two black guys at a party and the whole place knew what they were doing and watched them walk out of the bedroom together afterward.

3. Body count was 13. 6 black guys, 7 white guys. No women.

4. Every guy she fucked came inside her. She would use condoms, but let them all bareback her and cum inside her at least once.

5. She was hairy. She would shave the front pubic area, but never around her lips.

Feel free to ask more below.

She shaves her pussy everyday

She has fake tits, but not large enough to make it obvious

She doesn’t give oral and only sometimes likes to receive

She did an FFM in college, didn’t touch the other girl

Her favorite position is missionary and she moves her hips the entire time. Never gives me a chance lol