Were Friends We Can Handle This

I prefer older women. Or to be politically correct, "mature" women. I'll take a "mature" woman in her 40s or 50s any day over someone who is younger.

Why?

My experience has been that mature women are more comfortable with their bodies. They are more open to receiving and giving sexual pleasure and are more open to sexually adventuresome activities like lots of oral, role playing, anal, and if you are lucky, you can find a mature women that is open to threesomes and more, if you know what I mean. They dress with class and they enjoy the finer things in life like a good bottle of wine over dinner at a nice restaurant, the theater, and travel to exotic places. Because of their experiences in life, they are just more interesting and fun to be around.

Mature women may be carrying a few extra pounds, but I get very excited lifting a big sagging breast to my mouth and listening to her moan as I suck her like a baby and I like to gently slap a slightly oversized ass as I give it to a mature lover from behind.

So I really do prefer older women. This is my story, and I'm sticking with it.

Yet about an hour ago, I was cupping the pert, firm, breasts of a woman who is 25 years younger than me, while she was riding my 60 year old cock and begging me to cum inside of her married pussy.

How can this be? This story started quite innocently two summers ago.

We moved to our neighborhood about five years ago. One of the main reasons we bought the house was because of its amazing back yard that came complete with a large in-ground swimming pool, an outdoor kitchen and an absolutely awesome outdoor dining and lounging area. My wife and I have always loved to entertain, especially during the hot and lazy days of summer and so this house is our dream place to live as we go into our retirement in a few years.

A little bit about me. I am very youthful at 60 in fact just yesterday; someone told me that they thought I was in my 40s. All of those years of exercise and clean living have paid off I suppose. I am in very good health and I'm decent looking for a man my age. I have most of my hair which thanks to Clairol Just for Men it is not showing my graying. I'm always well groomed and very polished in the way I speak and handle myself.

But perhaps the thing that gives me the most satisfaction about my health and youthfulness is that I don't need Viagra. I wake up every morning with an erection and I could keep up with a lover that wanted to have sex every day or even more. That is a good thing because I have always had a very high sex drive but a bad thing because I have never been in a relationship with a woman that could keep up with me sexually, including my marriage. So I have been sexually frustrated to one degree or another most of my life.

Lori and Grant are our neighbors. Grant is in his late 30s and as you may have figured out, Lori just turned 35 and is exactly 25 years younger than me. They have two beautiful daughters, one is seven and the other is nine. Lori is not a head turner but she is very cute and in some ways, pretty. She has shoulder length blonde hair, blue eyes, and cute lips that are almost always smiling. She has decent sized breasts and a cute butt, but she doesn't flaunt her looks. She dresses conservatively and tastefully wearing pant suits and long dresses to work. Around the house, she usually is in jeans and a tee shirt or in a pair of shorts that tastefully show off her fit legs and tummy. She was on the swim team in college and still has that lean and shapely look of an athlete. But when you get to know her, it is her inner beauty that really is so attractive.

We got to know this family during the first week we moved into our house. We had some conversations over the fence and we invited them over for a cook-out the following weekend. When they came over on Saturday afternoon, I couldn't help notice how they looked like the perfect family. The girls were well behaved and what really impressed me was how much Lori was into motherhood. I remember thinking that her girls were very lucky to have a mother like her. At 35, she still looked like a kid herself and I think this made her very relatable with her daughters. They played and splashed in the pool and she was giggling along with them just like one of the kids. It was so cute watching them enjoy each other and I was glad we could share our pool and amenities with this family.

Occasionally, one of them would wrap their arms around her back and she would lift them up and carry them around in the water while the girls would say, "Go horsey, go, and give me a ride". Then the other one would say, "My turn to ride the horsey, my turn"! Together, they would laugh and giggle. Like I said, she was a very loving mother and her kids adored her.

Lori is a lawyer and Grant is an accountant. They both work in the City but when they are home, you could always tell that they took the time to give the kids their undivided attention and quality time. Lori took the girls bike riding or played with them in the yard. Grant played soccer with them and they helped him with chores around the house. It was heart warming to see this well balanced and loving family.

However, I never saw any public displays of affection between Lori and Grant. It wasn't like there was any animosity between them; it was just that they never seemed to be that touchy-feely. No holding hands, no kissing, and if you saw them on the street together without the girls, you probably wouldn't even think they were a couple.

A couple of times, I caught Lori looking at me a bit too long. I brushed it off. Like I said, I'm not really into younger women and I never thought of Lori as anything more than a friend.

We hit it off with this family and so it just became the norm that they had a standing invitation to come over and use our pool and back yard oasis whenever they wanted. I decided to install a gate in the fence between our properties to make it easier for them to enjoy our place. We set up strict rules that the girls were free to come over whenever they wanted to, but they were never allowed to swim in the pool alone, unless an adult was actually in the pool with them. They were both such darlings and so well behaved that it was joy to have them around and we were having a very hot and humid summer so one of the adults was in the pool most of the time anyway.

Over time, Lori and I really hit it off in a special way. We both were raised in farm country and had similar backgrounds and interests and so you could say we were kindred spirits. We just always seemed to be on the same page and always had a lot to talk about. We also both liked to take on handyman projects around our houses and Grant was one of those guys who didn't know the difference between a hammer and a screwdriver and so he was glad to have me take care of his honey-do lists.

She and I both enjoyed working together and so I was glad the list of projects was long because it gave us more time to spend together. She would call me on Friday night and tell me what projects she wanted to work on over the weekend. We would meet up on Saturday morning before the girls got up and we would head out for breakfast and then to Home Depot to pick up supplies. Then the two of us would work together all morning and usually by mid afternoon, we were ready to meet with our families at the pool and just chill out. We did this almost every weekend and the two of us became close friends. It just seemed perfectly normal and neither of our spouses would suspect that there was anything going on between us because nothing was going on, at least not yet.

I'm proud of the way I kept my emotions in check with this friendship. I made a decision to just not let my mind go places where it had no business going. No coveting my neighbor's wife, no father-daughter, brother-sister weird shit. It was liberating because the more I got to know her, she just became the BFF that I never had and I really started to cherish the friendship. She would text me during the day sometimes if she wanted to run something by me about work or about the kids and she would stop by and say hi on her way home from work. It got to the point where hardly a day would go by without us having some kind of contact. It was just so natural and fun to have a close platonic friendship like this.

But the platonic part of our relationship was about to change.

One Saturday, we were predicted to have real scorcher of a day. It was 90 degrees and rising at 9:00 in the morning and I knew that it was going to be too hot to work on projects. Lori came over around 11:00 and asked if it was OK to chill out at the pool. Apparently, the girls wanted to go to the zoo and she wanted Grant to have some quality time with them without her. She said she wanted to take a dip in the pool and chill out and read a book in our shaded lounging area. She said she had a long week at work and she needed some R&R.

My wife had just left the house for her monthly day trip at the spa and she told us she would see us later for our usual Saturday evening cook out. I told Lori that I would catch up with her later. I had to get a haircut and then I had an appointment to get new brake pads for my car and I would be back no earlier than 3:00.

There was no line at the barber shop and so I got in and out in a few minutes. When I got to the car repair shop, there was a sign on the door that said they had a power failure and were closed for the day. So I headed back to the house to spend some time with my buddy Lori. We had been working hard lately and we both needed some time off and there was no one I would rather spend time with than her.

When I got to the house, I left my car in the driveway and went through the house to the back door to let her know I was home. But when I got to the back door, I froze as I looked at something that would change my life forever.

Lori was lying on her back, facing away from me. The very modest black, one piece swim suit that she always wore was lying on the deck beside her. With one hand, she was massaging her breasts and tweaking her nipples. Her other hand was fingering her clit.

I was instantly mesmerized and as I continued to watch my best friend masturbate, I found myself getting an erection. At first I tried to resist it but it was just too hot and for the first time, I started to see her as sexually attractive. It was a weird emotion but it was strong and getting stronger as I watched her rock her pelvis up and down, faster, and harder.

At some point I took out my cock and started to stroke in time with her rocking pelvis. I grabbed a towel off the counter because I knew I was going to have a happy ending.

She kept it going and it really was a beautiful, sensual sight, just to watch my friend having this much pleasure and at the same time, it was having an effect on me. I knew I wasn't going to last much longer. At that moment, she lifted her pelvis high and froze and I could tell that she was getting off. I did the same and we came together for the first of many times. In a couple of minutes, she pulled her suit back on and she got up like nothing had happened and got into the pool to cool off.

I waited a few minutes and then put my trunks on and went out and joined her. At first, she was startled when she saw me. I told her about the situation at the car repair shop and she said "Oh, did you just get here?" I lied and said yes. She said "Good, I mean, I'm glad you are here, come on in, the water is so fine."

So we swam for a while and I acted like nothing happened but for the first time in our friendship, I started to check out her body and I have to admit that I liked what I saw and what I saw was making me sexually aroused. When we got out, I opened a bottle of Sauvignon Blanc and we kicked back on the chaise lounges and had one of our usual BFF conversations about work, kids, spouses, and life in general.

After her second glass of wine, she looked at me and said, "Can I ask you something personal?" I said, "How personal?" She said, "Well, I want to ask you something personal because there is something about men that I need to know. We're friends so I think we can handle this." So I said, "OK, fire away."

She said, "OK, here goes. You are a guy, and you are older than Grant. When did you start to lose your sex drive?"

I said "God Lori where did that come from?" She said, "Like I said, we're friends, I think we can handle this. I just want to know when you started to lose your sex drive."

I looked at her, my best friend and the woman who I had just watched finger herself to an orgasm and I said, "Lori, I'm not sure how to answer this and I'm not sure why you are asking me this but I have to be honest with you, I have never lost my sex drive in fact, I think in some ways, my sex drive is higher now than it was when I was younger. Back then, I was always working two jobs to make ends meet and I was too tired for sex at times. I still had the drive but just didn't feel the need to act on it like I do now."

She came right back and said, "What do you mean by having the need to act on it like you do now?"

I said, "OK, we're friends and I think we can handle this. My wife has never had a strong sex drive and so we only have sex once a month if that often. But I enjoy it every day so let's just say I take things in my own hands." She said, "Really, you too?"

I looked at her and said "Yes, I guess we both have found a way to take care of this but why are you asking me this?"

So she looked at me with her blue eyes and her very young looking, pouting face and told me that she and Grant had not had sex for years. He told her that men start to lose their sex drives when they were in their 30s and he was just normal.

So I said "Have you been to counseling about this?" She said he refuses because he doesn't think there is anything wrong with him.

So I said, "How do you feel about this?" and she started to cry. "You know, at first it was OK, especially when the girls were younger. There was always something that needed to be done...diapers, feeding, and reading bedtime stories. But as the girls got older and I guess as I get older, I just think about sex more and it is something that I really need at times." "It is not like I think about it all of the time, but I think about it every day or so and the feeling is really strong." "I usually try to get Grant interested but I gave up on that a long time ago and so I take care of it myself, but it is not the same."

I said, "I know what you mean. Masturbation is not the same as the real thing. Sometimes, you want and need the real thing." She sighed and said, "Yes, but for me, the real thing is just wishful thinking."

Then she said, "I have a confession to make. I got those feelings a while ago when you were gone and I masturbated right here on this chaise lounge." I said "Lori, I have a confession to make. I saw you playing with yourself through the back door. I didn't want to interrupt you because frankly, it was so beautiful, watching someone that I care about like you, doing something so natural. I didn't want to make something dirty out of it and so I just watched."

"Just watched?" she asked. "Well actually, I did more than just watch, I masturbated also and when you came, I couldn't hold back and I also came."

"Wow" she said. "Talk about pushing the limits on a friendship but I think we can handle this. We're friends, right?"

As I was getting ready to answer, my wife came out the door with an empty wine glass and said "hey, I see you started the party without me, can I join?"

For a few weeks after that, Lori and I continued our friendship like nothing had happened. We did have a lot more personal discussions about our sexuality. She shared with me that Grant was the first and only man she had ever been with. They were high school sweethearts and dated during their college years and got married right after graduation. Grant went to grad school to prepare for his CPA and she went on to law school and the girls were born during the first few years after they finished grad school. She said that their sex life had never been great and she never had an orgasm during sex with Grant. He got hard, put it into her, came, and then rolled over and fell asleep. Over the course of a few weeks, we had a lot of these conversations and our relationship slowing started to change.

I think we both knew we had crossed a line emotionally. The question was what would we do about this? For the moment, I think we both just wanted to incubate this emotion and not rush into anything. We were friends and we could handle this, at least that what I kept telling myself.

About a month later, fate stepped in and changed everything.

My wife had to go out of town for a week for business. Lori and Grant had planned to take the girls camping for a week. I drove to the airport and put my wife on the plane on Friday morning. On the way home, I got a text from Lori. She said she had just found out that one of her cases was going to trial next week, and she wouldn't be able to go with Grant and the kids. She said it was really OK because Grant and the girls were really close and they always cherished their one on one time with their dad.

She also said that the case was a slam dunk and she really didn't need to do anything to prepare, but she just needed to be at the trial to represent her client. She also said that Grant had just left with the girls and their camping gear and so her weekend was wide open.

So I knew that for the weekend and most of the next week, it was going to be just Lori and me and I was scared and excited at the same time. I didn't know if I could trust my ability to deal with my sexual desire that was building for her and somehow, I think I knew she was feeling the same way.

On Friday night as usual, she called me and talked about the projects she wanted to work on that weekend and as usual, we met for breakfast on Saturday morning, went to Home Depot and came home and went to work.

She wanted to get some painting done and so we got out the drop clothes, brushes, and rollers and went to work. But it was different. One time, she was up on a ladder and I was bracing it for her and her cute tight butt was in my face. I allowed my head to rest on her back and she sighed a little, but kept painting. A little later, I was on a ladder and I felt her put her hand on my thigh. The sexual tension was building between us and I think we both knew that our friendship was about to get more friendly.

Later in the afternoon, we decided to call it a day and I went to my place, took a shower and put on my trunks. She came over a few minutes later wearing a robe and when we got on the pool deck, she took it off and I was shocked. She had on a very skimpy bikini that barely covered her private parts. I could see most of her tits and her nipples were hard and trying their best to poke through the fabric. Her bottom was not more than a g-string that showed off her camel toe.

I said, "God Lori, I have never seen you dressed, or should I say, undressed like this". She said, "You know, Grant and the girls are out of town and for once in my life, I want to let my hair down a bit and be a bit naughty. Besides, we're friends and I think we can handle this."

I opened a bottle of wine and we went into the pool with our glasses and started to chat, just like old times. About 2 glasses later, she floored me.

"Do you know what I really want to do right now", she said? I said, "What do you have in mind?" She said, "I would like to go skinny dipping with my best friend!"

I said "God Lori, I don't know." She said, "Let's go into the deep end, take off our suits and just enjoy the freedom of being naked together. We're friends and I think we can handle this." I wasn't so sure.