My Girlfriend's Mom
This past weekend, I attended a birthday party for my girlfriend's cousin. It was a descent sized gathering, and the first time I met most of her family. I had met her Mom a few times prior but today was aunts and uncles, cousins, and some close friends too. My girlfriend walked me around arm-in-arm, introducing me to people, chatting, etc but whenever we were alone, she would usually give my butt a sweet grab, occasionally she'd whisper in my ear that she couldnt wait to fuck me later. If there's anything I've always wanted in a woman, it's that she would do and say things to make me hard in the most inappropriate settings - and Kate is the master of this. I sort of laugh at my choice of the word "master" because I was introduced to her with the intention of her being just that: my master, my mistress.
Briefly, my long-time girlfriend and mistress Molly decided to take a job in California. I tried to accommodate her and even took some time from work to go there with her...but I didnt like it, I love NYC. Yes, the bi scene is popular where she was moving to, but I didnt want it, my family still lives here on the East Coast and many a lover also resides here. I didnt want to move. And she didnt want to release me. So, she connected me to Kate, a woman who's a few years older than I and a somewhat newbie mistress, with the intention of her taking over. In my apartment where Molly introduced us, Kate did and said all the right things. It was settled, Kate would take me on. The first couple months, I earned my xhamster profile name: all I did was go down on her. She also arranged for five dates with men and me (and her, of course). Then she sat me down and told me that I was incredibly special to her. That I make her feel better than any man she'd ever been with. That she was incredibly happy and wanted us to be exclusive. So, I asked, you mean like boyfriend and girlfriend, we go to the movies and walk in the park and we fuck like lovers? Ah, sort of, she said. Everything you said is good except I really, I do not enjoy giving blowjobs or being on the bottom. I want, I dont know if this is even a thing, but I want a hybrid-relationship with you. I want you exclusively for myself. I want you to move in with me. I want us to be boyfriend and girlfriend and hang out with each other's family and friends and grow together and you know, maybe forever...and oh, dont worry, you're still going to be a panty-wearing boy. And now, here we are eight months later, and we are like a married couple: I never get blowjobs, I never get to fuck her, I go down on here multiple times a week, I sometimes get fucked in my ass before we leave for work, I run errands, I fix little broken things in her Mom's house, I grocery shop...and we go to movies and walk in the park, watch tv together, go to dinner with friends, etc. To the outside world, I dont imagine anyone knows how we are. At least I didnt think so, but Moms are smart.
So, here we are at this family's party in a catering hall in Brooklyn and it's getting late. We are sitting together and enjoying the dancefloor comedy of friends dancing when Kate's Mom sits down next to us. Hey, I have a favor to ask, the Mom says. If you asked me, I would say that her Mom is sweet but if you asked Kate, she'd say that her Mom is a pain in the ass at times but wants to help all the time because an appeased Mom is not so much a pain anymore. We ask Mom what's up and she says that Uncle Jimmy, the one who picked her up at her home in Staten Island has had a little too much to drink and she doesnt feel comfortable going home with him and asks if we could drive her. Immediately Kate objects. But Mom, that's the opposite direction we need to go and it's kind of late, and I think I already mentioned, I'm leaving tomorrow morning for a business trip to St Louis. I pulled Kate aside and asked if she'd be okay going home with Mary, another cousin. Mary lives in Manhattan like us. Mary tends to be a loner and came here alone. Kate asked why I was asking and I told her that if she was ok with Mary driving them then I would drive her Mom home and then head home to NYC thereafter. Probably wouldnt get home to around 2am and I knew that would be really late and affect her departure in the morning. Oh you're such a sweetie, that's a good idea. Mom, Cisco has suggested that he drive you home while I hitch a ride with Mary. You okay with that? Yes Katie, I told you he's a good boy for you. I know Mom, he is - you too. And we laughed.
Mary and Kate left at 10:45. Mom was busy talking to everyone and saying goodnight, so we started driving around 11:30pm. I was hopeful that the late departure would mean less cars on the road. Around midnight, we're in Staten Island about 5 miles from her house, when Mom turned in her seat to face me and simultaneously said "you really are sweet, and very cute while placing her hand on my leg. Mom is 58 and in my opinion, looks really good, but omg, she has her hand on my leg and she's moving it up. My cock starts stirring and I'm getting uncomfortable. You know Cisco, she says, Kate is really happy around you. Ive never seen her beam so much, never been with a guy as long as you either. What's it been, six months? Eight, I say. Her hand is on my thigh, kind of high up, about two hand-lengths from my cock. Im getting really hard but the tightness of my light blue panties are holding me snug. Im curious about you Cisco. What do you mean? I manage to say. Well, I know my daughter. She's not your typical girl, she's with a handsome boy like you but I dont imagine she sucks your cock much or bends over the kitchen table and offers herself to you. I mean, Im sure that's why the other guys have never stayed around. Mom, I dont think this is appropriate, I say. What's not Cisco? she asks as she places her hand on my cock. The conversation, I say, my timing misplaced as the thought was conceived before she moved her hand. Oh, so you're okay with my hand? she says coyly. No, you shouldnt be doing this, you're my girlfriend's Mom. I am, and you are too special to let go. I just told you how happy my daughter is around you. Ive seen her with others, you're different. She rubs my cock as she says this. I have just three miles to get her home, Im thinking, and then I can escape this craziness. That's right, Im your girlfriend's Mom, and soon, I'll be your fiancé's Mom and then your mother-in-law. What?! Sweetie, you offered to drive me home, you found a ride for Kate, you care, you're genuine, you're the kind of person I want around Kate forever...but if this is not taken care of [she gives my cock a squeeze] Im afraid you're going to leave her and that will break her heart - and I will do anything to ensure my daughter, my sweet Katie, is happy. Just then, the phone rings, she looks at her cell and it's Kate. Oh, look at that..
Hi honey, she says to Kate, what's up? She then puts the phone on speaker so we both can hear. I just wanted to let you know I got home, the drive with Mary was great, she is so nice. I didnt want to call Cisco's phone as I know he's driving. I wanted to see where you two are in the drive? Oh we're about 5 miles from my house [we were about one], we hit so much traffic on the approach to the bridge and then a little thereafter, you know how the Expressway is. Oh I do, that's why I wanted to check-in, see how Cisco is doing, is he tired, etc? Just then, Mom unzipped my fly and I let out an "oh wow" as she pushed my panties off my cock. Unfortunately, it was loud enough for Kate to hear. Is everything ok? she asked. Oh yes, her Mom responded, Cisco was just reacting to the idiot driver in front of us who for whatever reason, just swerved. All good here. Cisco is a good driver and he is very kind to me, we're getting along well just chatting away. Hey Mom, can you take me off speaker, I want to ask you something? Sure dear. Mom continued to stroke my cock. Obviously I cannot hear Kate but I hear Mom say, Oh, of course he can. That makes me feel better, I was so worried he would have to drive home and get home really late. Yeah, he can sleep on the couch. Oh, good idea, I'll ask him to take a look. Ok, great, have a good flight Katie and do well on your trip. Sure, here he is. She hands the cell phone to me and says that Katie wants to talk to you.
Hi Kate, what's up? Im so glad you enjoyed the trip home with Mary. Were you able to get all your stuff packed for the trip? Yes, yes all is good. Listen to me, dont say anything, I just asked Mom if you can sleep over because it's really late and I worry that you'll be too tired to drive home. But, I started to say. Shushh, listen to me, I want you to stay there. And also, I know Mom has an issue with the dining room light flickering, I told her you would look at it. Now, wait to I'm done and then repeat what Im about to say: Ok, I think that's a great idea, your Mom is so kind to offer this to me, I would feel better not having to drive and get home 2:30-3am. You're Mom is so kind for offering. Ok, now say this.
As I am repeating it, Mom is staring at me, stroking my cock, she has slid as close to me as the seats allow, and I cannot deny it, her hand feels really good. I think this is crazy, her Mom is stroking my cock. After I finished repeating Kate's message, I paused, then added, Oh, yes, Mom and I are getting along so well. I really enjoy her company. Mom licked my cock head, then stroked me some more. Good night Kate. Let me know when you arrive in St Louis. Cisco, I know my Mom can be nitpicky but please do your best to satisfy her whims, she may have you look at every creak in the house, just go along, do what you can. I will Kate, I'll do what I can. Now give the phone back to my Mom so I can say goodnight to her.
I hand the phone back to her and I hear them say goodnight to each other, then she hangs up.
Cisco, you know where I live, right? Yeah, we're less than a mile from there. Do me a favor, drive around, I wanna give you pleasure before getting home. She started sucking my cock and stroking it in between sucks. She's stroking me fast, Im gonna cum. Im feeling the energy and raise my hips. Fill my mouth sweetie, give me your cum. She launches downward and can feel all of me inside her when boom, I shoot my first spurt into her mouth. Then another and another. She raises up and is smiling so broadly at me. Gawd, you are such a beautiful boy, you taste so good. Your balls better recover quickly as you're gonna need to fuck me when we get home. Honey, you're not gonna sleep tonight. I dont care, I say, adding, I never answered your question: yeah, I like having my ass fucked but I also need a good sucking now and then. Dont worry, I got you. Your front is mine and your rear's is Kate's. I hope you can deal with it.
I'm not sure I ever thought about marriage but then again I never thought about my girlfriend's Mom sucking my cock or bending over and giving me her wanting pussy. I also dont know if I can ever deal with not sucking off another man. I dont know, maybe Kate will still arrange this? Oh man, what did I get myself into?
Briefly, my long-time girlfriend and mistress Molly decided to take a job in California. I tried to accommodate her and even took some time from work to go there with her...but I didnt like it, I love NYC. Yes, the bi scene is popular where she was moving to, but I didnt want it, my family still lives here on the East Coast and many a lover also resides here. I didnt want to move. And she didnt want to release me. So, she connected me to Kate, a woman who's a few years older than I and a somewhat newbie mistress, with the intention of her taking over. In my apartment where Molly introduced us, Kate did and said all the right things. It was settled, Kate would take me on. The first couple months, I earned my xhamster profile name: all I did was go down on her. She also arranged for five dates with men and me (and her, of course). Then she sat me down and told me that I was incredibly special to her. That I make her feel better than any man she'd ever been with. That she was incredibly happy and wanted us to be exclusive. So, I asked, you mean like boyfriend and girlfriend, we go to the movies and walk in the park and we fuck like lovers? Ah, sort of, she said. Everything you said is good except I really, I do not enjoy giving blowjobs or being on the bottom. I want, I dont know if this is even a thing, but I want a hybrid-relationship with you. I want you exclusively for myself. I want you to move in with me. I want us to be boyfriend and girlfriend and hang out with each other's family and friends and grow together and you know, maybe forever...and oh, dont worry, you're still going to be a panty-wearing boy. And now, here we are eight months later, and we are like a married couple: I never get blowjobs, I never get to fuck her, I go down on here multiple times a week, I sometimes get fucked in my ass before we leave for work, I run errands, I fix little broken things in her Mom's house, I grocery shop...and we go to movies and walk in the park, watch tv together, go to dinner with friends, etc. To the outside world, I dont imagine anyone knows how we are. At least I didnt think so, but Moms are smart.
So, here we are at this family's party in a catering hall in Brooklyn and it's getting late. We are sitting together and enjoying the dancefloor comedy of friends dancing when Kate's Mom sits down next to us. Hey, I have a favor to ask, the Mom says. If you asked me, I would say that her Mom is sweet but if you asked Kate, she'd say that her Mom is a pain in the ass at times but wants to help all the time because an appeased Mom is not so much a pain anymore. We ask Mom what's up and she says that Uncle Jimmy, the one who picked her up at her home in Staten Island has had a little too much to drink and she doesnt feel comfortable going home with him and asks if we could drive her. Immediately Kate objects. But Mom, that's the opposite direction we need to go and it's kind of late, and I think I already mentioned, I'm leaving tomorrow morning for a business trip to St Louis. I pulled Kate aside and asked if she'd be okay going home with Mary, another cousin. Mary lives in Manhattan like us. Mary tends to be a loner and came here alone. Kate asked why I was asking and I told her that if she was ok with Mary driving them then I would drive her Mom home and then head home to NYC thereafter. Probably wouldnt get home to around 2am and I knew that would be really late and affect her departure in the morning. Oh you're such a sweetie, that's a good idea. Mom, Cisco has suggested that he drive you home while I hitch a ride with Mary. You okay with that? Yes Katie, I told you he's a good boy for you. I know Mom, he is - you too. And we laughed.
Mary and Kate left at 10:45. Mom was busy talking to everyone and saying goodnight, so we started driving around 11:30pm. I was hopeful that the late departure would mean less cars on the road. Around midnight, we're in Staten Island about 5 miles from her house, when Mom turned in her seat to face me and simultaneously said "you really are sweet, and very cute while placing her hand on my leg. Mom is 58 and in my opinion, looks really good, but omg, she has her hand on my leg and she's moving it up. My cock starts stirring and I'm getting uncomfortable. You know Cisco, she says, Kate is really happy around you. Ive never seen her beam so much, never been with a guy as long as you either. What's it been, six months? Eight, I say. Her hand is on my thigh, kind of high up, about two hand-lengths from my cock. Im getting really hard but the tightness of my light blue panties are holding me snug. Im curious about you Cisco. What do you mean? I manage to say. Well, I know my daughter. She's not your typical girl, she's with a handsome boy like you but I dont imagine she sucks your cock much or bends over the kitchen table and offers herself to you. I mean, Im sure that's why the other guys have never stayed around. Mom, I dont think this is appropriate, I say. What's not Cisco? she asks as she places her hand on my cock. The conversation, I say, my timing misplaced as the thought was conceived before she moved her hand. Oh, so you're okay with my hand? she says coyly. No, you shouldnt be doing this, you're my girlfriend's Mom. I am, and you are too special to let go. I just told you how happy my daughter is around you. Ive seen her with others, you're different. She rubs my cock as she says this. I have just three miles to get her home, Im thinking, and then I can escape this craziness. That's right, Im your girlfriend's Mom, and soon, I'll be your fiancé's Mom and then your mother-in-law. What?! Sweetie, you offered to drive me home, you found a ride for Kate, you care, you're genuine, you're the kind of person I want around Kate forever...but if this is not taken care of [she gives my cock a squeeze] Im afraid you're going to leave her and that will break her heart - and I will do anything to ensure my daughter, my sweet Katie, is happy. Just then, the phone rings, she looks at her cell and it's Kate. Oh, look at that..
Hi honey, she says to Kate, what's up? She then puts the phone on speaker so we both can hear. I just wanted to let you know I got home, the drive with Mary was great, she is so nice. I didnt want to call Cisco's phone as I know he's driving. I wanted to see where you two are in the drive? Oh we're about 5 miles from my house [we were about one], we hit so much traffic on the approach to the bridge and then a little thereafter, you know how the Expressway is. Oh I do, that's why I wanted to check-in, see how Cisco is doing, is he tired, etc? Just then, Mom unzipped my fly and I let out an "oh wow" as she pushed my panties off my cock. Unfortunately, it was loud enough for Kate to hear. Is everything ok? she asked. Oh yes, her Mom responded, Cisco was just reacting to the idiot driver in front of us who for whatever reason, just swerved. All good here. Cisco is a good driver and he is very kind to me, we're getting along well just chatting away. Hey Mom, can you take me off speaker, I want to ask you something? Sure dear. Mom continued to stroke my cock. Obviously I cannot hear Kate but I hear Mom say, Oh, of course he can. That makes me feel better, I was so worried he would have to drive home and get home really late. Yeah, he can sleep on the couch. Oh, good idea, I'll ask him to take a look. Ok, great, have a good flight Katie and do well on your trip. Sure, here he is. She hands the cell phone to me and says that Katie wants to talk to you.
Hi Kate, what's up? Im so glad you enjoyed the trip home with Mary. Were you able to get all your stuff packed for the trip? Yes, yes all is good. Listen to me, dont say anything, I just asked Mom if you can sleep over because it's really late and I worry that you'll be too tired to drive home. But, I started to say. Shushh, listen to me, I want you to stay there. And also, I know Mom has an issue with the dining room light flickering, I told her you would look at it. Now, wait to I'm done and then repeat what Im about to say: Ok, I think that's a great idea, your Mom is so kind to offer this to me, I would feel better not having to drive and get home 2:30-3am. You're Mom is so kind for offering. Ok, now say this.
As I am repeating it, Mom is staring at me, stroking my cock, she has slid as close to me as the seats allow, and I cannot deny it, her hand feels really good. I think this is crazy, her Mom is stroking my cock. After I finished repeating Kate's message, I paused, then added, Oh, yes, Mom and I are getting along so well. I really enjoy her company. Mom licked my cock head, then stroked me some more. Good night Kate. Let me know when you arrive in St Louis. Cisco, I know my Mom can be nitpicky but please do your best to satisfy her whims, she may have you look at every creak in the house, just go along, do what you can. I will Kate, I'll do what I can. Now give the phone back to my Mom so I can say goodnight to her.
I hand the phone back to her and I hear them say goodnight to each other, then she hangs up.
Cisco, you know where I live, right? Yeah, we're less than a mile from there. Do me a favor, drive around, I wanna give you pleasure before getting home. She started sucking my cock and stroking it in between sucks. She's stroking me fast, Im gonna cum. Im feeling the energy and raise my hips. Fill my mouth sweetie, give me your cum. She launches downward and can feel all of me inside her when boom, I shoot my first spurt into her mouth. Then another and another. She raises up and is smiling so broadly at me. Gawd, you are such a beautiful boy, you taste so good. Your balls better recover quickly as you're gonna need to fuck me when we get home. Honey, you're not gonna sleep tonight. I dont care, I say, adding, I never answered your question: yeah, I like having my ass fucked but I also need a good sucking now and then. Dont worry, I got you. Your front is mine and your rear's is Kate's. I hope you can deal with it.
I'm not sure I ever thought about marriage but then again I never thought about my girlfriend's Mom sucking my cock or bending over and giving me her wanting pussy. I also dont know if I can ever deal with not sucking off another man. I dont know, maybe Kate will still arrange this? Oh man, what did I get myself into?
4 months ago
