My family flew out of NYC back to Miami on Wednesday (including my punk-ass brother). They sunk a lot of money into furnishings for my condo here -for which I'm grateful for of course. They all even (including mom) made it through the Times Square celebrations New Year’s eve and we got there hours early -so I was really proud of their commitment. I don't ever want to go through that hell again though. Even though I was mostly sad to see them leave -my cock and balls were rather relieved at their departure being quite painfully full in anticipation of the planned duties ahead for this weekend.
My mother's social set in Miami -or rather Coral Gables- has become very reality TV like in the past 2 years. She has a vast number of women friends who are just crazy, rich, horny, MILF bitches. Most all are in their mid 40's like her and are actually pretty nice and interesting people (though there are exceptions) so when I say "bitches" I mean that in a really positive way of knowing what they want and how to get it. All of them have either rich husbands or rich dead husbands, have never scrubbed a floor in their lives, and all seem to me to be as constantly horny as any Frat guy I ever knew.
I only had any type of "encounter" with just one of those women, but she (Mrs. Iquerra) was in a slightly different class -since she had been a close neighbor and friend of the family for years. She finally decided to move out to California (San Diego-where all of her family is) last November-although she still promises she'll make it to NYC soon. Not that it really matters since one of Mom's closest friends (Sanchez) has more than made up for the Iguerra departure. So much so that she's in New York City right now -for me. I only even met her in person briefly when I was home last Christmas in the days before the bike team arrived for our training camp (we left on Boxing Day). I was back home for just one day (Jan. 5) before I flew back to school the day after. I remember vividly Ms. S showing up at the house while I was there and mentioning that her Birthday was the next day (since she was leaving on a cruise to celebrate that one and was telling mom all about it). I thought the looks she started giving me then were a little strange - but put it out of my head. I mean sure she has a killer bod for her age -but her age would have to be twice mine.
I was pretty surprised when she started emailing me as school, not very often but first just to tell me about her cruise and updates on my family (which I rarely get from them!). I was even more surprised when (on about the 4th email) she finally mentioned that she happened to see me get out of the pool during one of my naked swims (during those days right before Christmas). Which certainly is possible given that it can easily be 80-85 degrees in Miami then. She said that right away she developed a “tiny obsession” since what she saw certainly took her by surprise (as well as turned her on apparently) but that she was also sure my mom would be absolutely furious at the thought of her making any kind of advances towards me. I had a hell of a lot going on last year so unfortunately stopped replying at some point, mainly because I was so busy and preoccupied with landing a job. Her emails continued, becoming a little more forward and sexually suggestive each time. At some point my father phoned me (this was during the summer) and mentioned that apparently I wasn’t being courteous to one of my mom’s friends.
So I emailed Ms. S back and sent a pic of me in my underwear and promised to make things up to her one day. Well –what had been a tiny obsession grew into something quite more almost immediately. As it turns out Ms. S is one hell of a fuck fiend for someone her age. She has quite a collection of nude photos of herself and pics of her with younger guys-that she manhandles quite well I must say. She was thrilled when I landed a job in NYC since she has family here and travels here so frequently. For 4 months now she’d been mentioning that she’d be turning 45 this year and was wanting me to contribute to the festivities. I would have kindly had to say no were it not for her nude pics-which are absolutely stunning! She’s obviously had work done on her tits (and probably quite a few other places as well) – but goddamn- she wears the Milf label proudly. With that body alone she’d be a sweet fuck but on top of it she’s an admitted “cumm” freak. She has a real hunger for the stuff and loves to swallow and or have as much of it land on her as possible. Who knew?
So yeah – (and I agreed some time ago actually to do this) – I’m going to let her have what she’s been so desperately wanting (apparently) for just over a year now. She is in New York (since New Year’s Eve) staying at one of the luxury locations near central park (The Mandarin). She even had lunch with my mom on New Year’s Day, but I doubt her intended fuck plans with me made it into the discussion. Technically her birthday is Sunday but I’m having dinner with her Saturday (tomorrow) night-and we’ll just take it from there. I posted a collage pic of her on my tumblr site. That pic contains a good view of her bod as well as a tiny cropped photo of her unsuccessfully attempting to guzzle a humongous cumm fountain release from some young guy (whose cock is about only 60% as large as mine). I have no idea what the largest cock is she’s been with of course, but since she’s only seen me in underwear or just out of the pool I don’t think she has any fucking idea what she’s in for. Plus –it will have been 3 full weeks since the Sorority girl. Just the way I like it.
After all, older women are their own special kind of pleasure. They usually don’t have to struggle as much to take me inside them initially and they really do have more endurance (or enjoy longer sex more). I’ve actually been going through some pretty intense “edging” sessions lately in anticipation. In the shower while my brother was here, but now on my bed combined with some new deep stroke techniques I’ve been working on. I’d love to hit bottom and go balls deep inside her if only for a moment. Yeah-let’s start the New Year out right.
Updated: @1:00 a.m.
jesus -I just finished an "edging" session that I prolonged to about 40 minutes. But that was because I spent 20 minutes practically destroying a Barbara Dare realistic vagina one of my co-workers got me as a joke for Christmas. I took it pretty damn seriously however. Unfortunately I was just way too thick for it -not to mention over twice as long.
My mother's social set in Miami -or rather Coral Gables- has become very reality TV like in the past 2 years. She has a vast number of women friends who are just crazy, rich, horny, MILF bitches. Most all are in their mid 40's like her and are actually pretty nice and interesting people (though there are exceptions) so when I say "bitches" I mean that in a really positive way of knowing what they want and how to get it. All of them have either rich husbands or rich dead husbands, have never scrubbed a floor in their lives, and all seem to me to be as constantly horny as any Frat guy I ever knew.
I only had any type of "encounter" with just one of those women, but she (Mrs. Iquerra) was in a slightly different class -since she had been a close neighbor and friend of the family for years. She finally decided to move out to California (San Diego-where all of her family is) last November-although she still promises she'll make it to NYC soon. Not that it really matters since one of Mom's closest friends (Sanchez) has more than made up for the Iguerra departure. So much so that she's in New York City right now -for me. I only even met her in person briefly when I was home last Christmas in the days before the bike team arrived for our training camp (we left on Boxing Day). I was back home for just one day (Jan. 5) before I flew back to school the day after. I remember vividly Ms. S showing up at the house while I was there and mentioning that her Birthday was the next day (since she was leaving on a cruise to celebrate that one and was telling mom all about it). I thought the looks she started giving me then were a little strange - but put it out of my head. I mean sure she has a killer bod for her age -but her age would have to be twice mine.
I was pretty surprised when she started emailing me as school, not very often but first just to tell me about her cruise and updates on my family (which I rarely get from them!). I was even more surprised when (on about the 4th email) she finally mentioned that she happened to see me get out of the pool during one of my naked swims (during those days right before Christmas). Which certainly is possible given that it can easily be 80-85 degrees in Miami then. She said that right away she developed a “tiny obsession” since what she saw certainly took her by surprise (as well as turned her on apparently) but that she was also sure my mom would be absolutely furious at the thought of her making any kind of advances towards me. I had a hell of a lot going on last year so unfortunately stopped replying at some point, mainly because I was so busy and preoccupied with landing a job. Her emails continued, becoming a little more forward and sexually suggestive each time. At some point my father phoned me (this was during the summer) and mentioned that apparently I wasn’t being courteous to one of my mom’s friends.
So I emailed Ms. S back and sent a pic of me in my underwear and promised to make things up to her one day. Well –what had been a tiny obsession grew into something quite more almost immediately. As it turns out Ms. S is one hell of a fuck fiend for someone her age. She has quite a collection of nude photos of herself and pics of her with younger guys-that she manhandles quite well I must say. She was thrilled when I landed a job in NYC since she has family here and travels here so frequently. For 4 months now she’d been mentioning that she’d be turning 45 this year and was wanting me to contribute to the festivities. I would have kindly had to say no were it not for her nude pics-which are absolutely stunning! She’s obviously had work done on her tits (and probably quite a few other places as well) – but goddamn- she wears the Milf label proudly. With that body alone she’d be a sweet fuck but on top of it she’s an admitted “cumm” freak. She has a real hunger for the stuff and loves to swallow and or have as much of it land on her as possible. Who knew?
So yeah – (and I agreed some time ago actually to do this) – I’m going to let her have what she’s been so desperately wanting (apparently) for just over a year now. She is in New York (since New Year’s Eve) staying at one of the luxury locations near central park (The Mandarin). She even had lunch with my mom on New Year’s Day, but I doubt her intended fuck plans with me made it into the discussion. Technically her birthday is Sunday but I’m having dinner with her Saturday (tomorrow) night-and we’ll just take it from there. I posted a collage pic of her on my tumblr site. That pic contains a good view of her bod as well as a tiny cropped photo of her unsuccessfully attempting to guzzle a humongous cumm fountain release from some young guy (whose cock is about only 60% as large as mine). I have no idea what the largest cock is she’s been with of course, but since she’s only seen me in underwear or just out of the pool I don’t think she has any fucking idea what she’s in for. Plus –it will have been 3 full weeks since the Sorority girl. Just the way I like it.
After all, older women are their own special kind of pleasure. They usually don’t have to struggle as much to take me inside them initially and they really do have more endurance (or enjoy longer sex more). I’ve actually been going through some pretty intense “edging” sessions lately in anticipation. In the shower while my brother was here, but now on my bed combined with some new deep stroke techniques I’ve been working on. I’d love to hit bottom and go balls deep inside her if only for a moment. Yeah-let’s start the New Year out right.
Updated: @1:00 a.m.
jesus -I just finished an "edging" session that I prolonged to about 40 minutes. But that was because I spent 20 minutes practically destroying a Barbara Dare realistic vagina one of my co-workers got me as a joke for Christmas. I took it pretty damn seriously however. Unfortunately I was just way too thick for it -not to mention over twice as long.