I am with Kevin. You might remember his parents, Jackie. They are Ken and Clarice (last name withheld). He is a very nice young man of twenty-two but still has some maturing to do and as you know I have always dated younger men.
The funny thing is that way back about six years ago, I met Kevin in this new phase for the first time when he came with his parents to our house party. We had known Ken and Clarice for almost twenty years but this time is when things would change.
Kevin and his parents came over for a celebration of a successful business deal that Charlie and his father Ken had put together for Tesla Motors.
I was fifty-seven then. I looked at Kevin politely once in a while and almost every time I looked at him, he was looking me over quite a bit.
Jackie, as you know, I have been teaching fitness and nutritional science for almost forty years at this point, so I’ve always kept myself in optimum condition. We have a swimming pool at our home, as you know, and it was a pool party also.
There were four couples and they had kids that they brought over. The kids, for the most part, were occupied with our recreation room that has a pool table, ping pong table and a couple of pinball machines.
At our pool area, we have a changing room, so our guests brought over their swimwear if they chose to go for a swim.
Well, I most always wear a pretty small bikini when adults are around for a pool party. I was wearing a Wicked Weasel thong bikini that didn’t leave much to the imagination.
As I was walking along the pool deck, here came Kevin and another boy from upstairs.
He ran down to ask his dad something but when he walked back to the stairway he shot me a glance that I still remember now. I was thinking that Kevin was sixteen then. Of course at that age, I guess that the hormones start to go crazy.
Also, it dawned on me what I was wearing. I just smiled at him but he looked me up and down a few times and his look was very bold.
He said, “Mrs.Bender, you look stunning in your bikini.”
I was kind of taken aback but I thanked him for the compliment.
So after the party Kevin’s dad, Ken and my husband Charlie came over to me, both smiling.
Ken said, “My son likes your bikini, Vera. Charlie, I know that Vera and are in the Swing LIfestyle and I was thinking that maybe one day Vera would be interested in possibly dating Kevin.”
Now before you say anything I know that I might be out of line here but we have always been honest with each other about everything, business dealings included. I just wanted to say that Kevin has a very big crush on you, Vera.”
I responded, “Charlie. Quit smiling like that! How do you know if that is even possible, Ken? Kevin is still in high school.”
Ken responded, “Yes but his maturation is moving very fast. Kevin is already six feet two inches tall and weighs 190 pounds. He is on the Galileo High School football team as well as the swim team. He’s turning into a real stud.”
Charlie interjected, “I’m sure that Vera would be interested as young is her favorite age and black is her favorite color (laughter followed). Vera, you’re blushing!”
Ken anxiously interrupted, “Hey, you two, the reason that I’m bringing all of this up is that Kevin and I have always talked freely about the Birds and the Bees a lot as father and son. Kevin has never been too shy about talking about sex and women with me.”
Two hours ago, when he saw Vera in that very sexy bikini, he came to me said that his fantasy was one day to be able to have sex with Mrs. Bender.”
Charlie then said, “What do you think about that, Vera? Would you entertain the idea of dating Kevin?”
I responded, “Well, this is all very flattering and all but you know that I could be Kevin’s grandmother.”
Ken quickly interjected, “Yes, of course, you are right, Vera (winking at Charlie). Has an age difference ever stopped you before? “
I answered a little indignantly. “Well, no but we are such close friends I’d hate to mix things up. Do you know what I mean?”
Ken replied, “So you know, I’ll give you some statistical information about Kevin, Vera. According to my estimation, and, excuse my boldness but Kevin has about a seven-inch-long penis when flaccid, so you can imagine how it grows when he gets erect.
Oh, by the way, I’m sure that Kevin would be thrilled to be able to park his cock of his in your garage. Charlie has mentioned to me that you have a strong attraction to MBC’s (Monster Black Cocks, laughs).”
I then said, “Okay, Ken. Charlie does know my weaknesses and desires. I would like to think about this and of course, as Charlie knows, it will be up to me to make this decision.”
Charlie said, “Of course, Baby. Just like we always approach these situations.”
I then added, “Ken, I will tell you that I would be glad to do this only if Clarice is on board. Of course, you know that she and I are the best of friends and I wouldn’t want to risk our friendship because her son is going to be fucking one of her best friends.”
“Also, does Kevin have any sexual experience?”
Ken responded with a broad smile. “That sounds perfect. And yes, Kevin has had two girlfriends that he has told me about and of course he has always used condoms with his sexual activity.”
I responded, “That’s good and important to know. I would just say that Kevin wouldn’t need a condom with me as I am past menopause but if he chooses to wear one that would be his decision.”
“Charlie and I have always insisted that condoms be used by most of my partners except for our closest and trusted friends but I’m sure that Kevin would appreciate the experience it if he was unfettered by a condom.”
“I would ask you one huge favor Ken. Please do not let Kevin know of this as Charlie and I are going to be going out of town for two weeks on a vacation. When we return you, Clarice and Kevin are invited over to a pool party.”
“I want to reiterate, Ken, that this will only happen if Clarice is onboard with this.”
Ken responded, “Absolutely!”
So three weeks later in July of twenty thirteen we were going to have our pool party. Just the five of us. Ken, Clarice, Charlie, Kevin and me.
We had Ken and Clarice over a couple of days before the pool party to talk about what would be the limits on what could happen between Kevin and me.
I agreed with what Ken and Charlie were talking about, that being that I was on my own with how far that I wanted to take it with Kevin.
My concern was Kevin’s mother and my close friend Clarice. Clarice and I went into our living room while Ken and Charlie were chatting in the den.
I said, “Okay, Clarice, tell me your concerns about Kevin and me. What have Ken and you been talking about for the upcoming party?”
Clarice then said, “Well, Vera, Ken has told me what Charlie and he have been planning. I have to tell you that Ken and I have known you and Charlie for quite a while and I want to tell you that Kevin has had a huge crush on you for quite a long time. Ken told me that at your last party about three weeks ago that when Kevin saw you in your bikini, he told Ken that one day he’d like to have sex with you. I must say that I always knew that Kevin had the eye for you but thought that he is in that stage of his life where his hormones run wild and that this was just a phase, as they say. I have to say that as a friend and a woman and as Kevin’s mom, I was a little embarrassed about this. You know that Ken and I are very liberal about sex, and that includes Kevin’s activity. I also know that Charlie and you have been swingers for a very long time and are very smart and mentally strong about this. Ken has told me that he mentioned to you about Kevin’s history of sexual activity. I will say that he does have some experience. “
I then said, “Great! It looks as if you’re completely on board with this and I appreciate your concerns and input very much. I told both Ken and Charlie that I would not do this unless you were absolutely on board with it. My other concern is that I want you and Ken to set any parameters. Charlie has left everything up to me as we always respect each other’s wants and needs.”
Clarice then said, “Vera, I was very apprehensive about saying this as this situation is somewhat unconventional. However, as your friend and Kevin’s mother, I just wanted to tell you here that I am very much in favor and am very happy that you are willing to give Kevin probably the best experience of his life. I feel confident to say to you that Kevin is a very sexually aware young man. I will say that Kevin has come up to me and said that he wished that he could be alone with you for a week. Kevin sometimes doesn’t have a filter. He takes after his father. I was very surprised and we had a talk about that but I didn’t take it much farther. I also wanted to mention that we are both fine with the possibility that this may work out to be more than a one-time meeting.”
I then responded, “I am now completely as ease with this, Clarice. I will be totally honest with you. I think that Kevin was a very attractive young man. I told Charlie a few years back that one day Kevin is going to be a real stud. I remember that Charlie said that one day Kevin might come knocking on my bedroom door. Ken, as you must know, filled Charlie and me in on Kevin’s physical attributes. It sounds very exciting, Clarice. Charlie, Ken and now you, It’s up to Kevin and me on how far we can go. I just want to tell you upfront that I am perfectly comfortable with putting no limits on what unfolds. I’m sure that Kevin will bring a smile to my face and also give me all that I can handle.”
So two days before the party, we got together at our place to discuss the upcoming pool party. It was about three in the afternoon and just about that time Ken, Charlie and Clarice came walking into the living room. Charlie was the first to break the ice.
Charlie said, “Well, Clarice, it looks like you and Ken aren’t going to be the only ones having fun at our party this weekend (all laughs).”
Clarice interjected, “I will wear my bikini but I don’t have the body and courage that you have Vera to wear those very skimpy bikinis that you wear. Mine will be somewhat more conservative. I also have to be careful as I am his mom.”
I then said, “Clarice! You have an excellent body! You could get away with wearing the same bikinis that I do with no problem.”
“I think that it would be a good idea not to say anything to Kevin. I think that it would be a confidence builder for Kevin to just let things play out. I will rely on Kevin’s instincts and his courage as I am hoping that Kevin will initiate any activity. Also, I will say that I assume that you all understand that Kevin and I will follow our instincts and that I will not limit Kevin on where he wants to take this. Also, I wanted to bring up the possibility that Kevin might want to continue with a sexual relationship after the party is over. Charlie and I felt that this is the time to bring this up.”
Clarice then responded, “Both Ken and I are aware of this and are ok with the fact that this one time might not be enough of each other for you or Kevin.”
Charlie then added, “Vera and I have had our open marriage for over thirty-five years and both her and I have posited that if this was to continue that I am confident in her Judgment on how this goes and I’ll give her all of the latitudes that she needs. If I know Vera, she will be very happy with this upcoming workout with Kevin and of course, both of you know that Vera will not only give Kevin a great time but she will use her maturity and knowledge of the reality of this. For me, it’s a real turn-on for me to know that Vera is enjoying herself and she will make sure that Kevin enjoys himself too and if this continues for days, weeks months or longer, that is fine with both of us.”
Clarice then said, “It’s kind of strange but Kevin is our son and we just want him to experience the good things in life. Also, you and Charlie have been our friends for almost twenty years and you two also remember when Kevin was born. I remember Vera changing his diapers a couple of times (laughs). Vera, you’re going to give Kevin a great experience and Ken and I understand perfectly that if you and Kevin were to develop a relationship out of this, we won’t stand in the way.”
Ken excitedly added, “Hey Guys, I just realized this. Kevin’s in high school and Vera is fifty-seven but looks thirty! By the way, Vera, what are your statistics (snickering)?”
I smiled flirting and said, “Well, last time I checked. I am five feet three inches tall. My bust is thirty-four D. My waist is twenty-three and a half inches and my butt is thirty-four inches. As of this morning, I weigh 118 pounds.”
Ken quickly added, “Hey Charlie, you might not get Vera back after Kevin has his way with her.”
I jumped in, “I may be tied up for a week or so, but like a pigeon, I always come back home (all laughs). I just wanted to add to the conversation a bit. I’m glad that we are all in sync with the upcoming party.”
“I will say that most of today’s young men and I will take the liberty to assume that Kevin is one those young men that like their ladies clean-shaven so I’ll make sure that I am as smooth as silk.”
So we all finished up the conversation and dinner they left for home. Then came the day of the party. Everyone arrived at our home at around three-thirty pm.
Since Kevin’s birthday had just happened about two weeks earlier, I had Charlie bring out a couple of bottles of wine to celebrate a toast. So Charlie poured a glass of wine for all of us. I stood up and proposed a toast.
I then said, “Here’s to one of the greatest athletes that San Francisco has offered to us in years! And a very, very happy birthday to you, Kevin. I know that I speak for all of us here that we are all very confident that you will get the birthday present that you want.”
Kevin appeared to be a little embarrassed as he looked at his dad with a puzzled look on his face. I was hoping that that would trigger Kevin’s mind a little. Ken looked over at me and winked.
Kevin smiled sheepishly. He didn’t have any idea of what could happen today but he did give me an extra-long look after the toast.
So we all finished dinner and had some small talk. Just then, Charlie, as planned asked if we would all like to take a swim in the pool.
We all were looking forward to going for a swim. I asked Kevin if he brought his swimsuit and he said that he did. So Ken, Charlie, and Kevin went into the shower room and changed into their swimsuits.
I must say that Kevin looked very good wearing his Speedo. The guys came out of the shower room.
Clarice said, “Wow, Vera look at those three handsome Gentlemen. Don’t they look healthy? Ok, Vera, our turn to change. Go ahead and jump right in, guys!”
I then told Clarice that she should go ahead and change first then go ahead and get into the pool with the guys. I told her to go over and ask Kevin if he would go into the changing room and bring her a towel.
So I saw him walking over to the shower and I have already removed all of my clothing. Kevin walked in and saw me standing by the mirror fully exposed. To this day I still tease Kevin about this incident. He saw me and his eyes and something else got very big.
Kevin said, “Oh! Mrs. Bender! I’m so sorry! I didn’t know that you were changing.”
I wrapped the towel around me and I interrupted him.
I said, “Oh, Kevin it’s ok. I’m not embarrassed, it’s just a coincidence that I was changing when you came in. It happens to people. please don’t be embarrassed.”
Kevin continued, “Oh man, you are built! I’m sorry, I didn’t mean to say that. Mom and dad are in the pool with Charlie. What will they say?”
I then added, “They are occupied at poolside, don’t worry, Honey. I’m sure that a good looking well-built man like you has seen a woman without clothes before. We’d better get back to the pool but before we go back I have to put on my swimsuit.”
Kevin said, “I’ll go out now so you can change.”
I said, “Wait, Kevin. I’d like your opinion on my swimsuit.”
I then set my towel on the bench and I just stood there facing him for about fifteen seconds to let him get a good look.
Then he noticed that his penis was stone-cold erected. I returned the stare and smiled. He put his hands over his crotch and was embarrassed.
Kevin blurted out, “Damn! Mrs. Bender, what a killer body you have! I’m sorry. I didn’t mean to say.”
I interjected, “Kevin, if you like what you see, it’s ok. I like compliments and please, from now on calling me, Vera. By the way, Happy Birthday!”
Then, fully nude I took the three steps over to him put my arms around him and gave him a long hug. He poked me with his penis as his body came into contact with mine.
He stood there and watched me very intently as I slowly pulled the top over my breasts. I turned my back to him then pulled up my thong. I pulled it up slow enough for Kevin to see it get buried in my crack.
I then turned back to face him and pulled my thong up tight around my vagina which more than highlighted my camel toe.
I then asked, “How do you like my bikini, Kevin?”
‘
Kevin said, “That’s not the one that you wore at the pool party. This one shows everything! Wow! You’re beautiful!”
I then said, “That’s why I wore this one. I was told that you liked the bikini that I was wearing at the party a few weeks ago. So I thought that for your birthday that I’d wear a special one for you. You sure know how to compliment a woman, Kevin.”
Kevin was visually stimulated and he didn’t seem to care anymore that his cock was about to break the stitches on his Speedo. I found it very hard to resist looking at his monstrous bulge.
Kevin then asked noticing that my eyes were on his bulge, “Mrs.Bender, may I ask your age? I mean that you look so young and hot, I mean, I’m being honest. The way that you look in your bikini you look like a centerfold.”
I looked back up at his face and he was looking me over. His face beet red. I guess then that his hormones/testosterone got the best of him as he then pulled down his Speedo.
My God, Jackie! I immediately flushed and Kevin saw that and he started to sweat. I let out a small yelp. I lost my composure somewhat.
I quickly responded, “Kevin! That’s almost the BIGGEST cock that I’ve ever seen. I hope that it’s for me. Come close to me. Please.”
We simultaneously hugged each other. His erect cock smashed up against my lower stomach. I noticed he just happened to let his hands slip down over my butt, my breasts pressed against his chest.
I felt his cock pulsating against my stomach. This time Kevin didn’t flinch or apologize. I suddenly came to my senses somewhat but Kevin was driven. I’ll never forget the look in his eyes. I didn’t react very quickly as I wanted to see how far Kevin would go.
Then his hand almost unconsciously went down to my thong, I still didn’t stop him or protest. He slid my thong down to my knees.
I said, “Kevin, what are you doing?”
He didn’t answer but then he backed off a little and our body language all of sudden synchronized. He slowly backed me up against the wall and started to kiss me, I didn’t protest.
I suddenly said, “Kevin. Your parents and Charlie are at the poolside.”
Kevin then said, “I’m sorry, I couldn’t help myself.”
I then said, “Kevin, I take responsibility as I was teasing you unmercifully. You were only following your instincts. I let myself get carried away. You are a very attractive and desirable young man.”
Kevin added, “Mrs. Bender, I’m very embarrassed but I can’t help myself. I want you to know that you are very desirable and sexy. I know that if everyone found out how I feel about you that it would be very complicated.”
I continued, “Kevin, I feel the same way about you. We are both standing here naked and we are both energized and turned on. We have been gone for about ten minutes. I think that they wouldn’t notice five more minutes.”
Kevin excitedly, “What are you saying, Mrs. Bender? “
I then removed my top and finished removing my thong. Kevin, on cue removed his Speedo Jackie, I lost almost all of my self-control.
I then said to Kevin, “Come here and finish what you were going to do. Quick, we only have about five minutes.”
Jackie, I was so turned on. He didn’t say a word. I was sweating as was Kevin. His cock was like a steel rod. I approached him and he eased me back against the wall, I spread my legs slightly, still standing and he entered me.
I was so lubricated that all of his ten inches bottomed out inside me.
I whispered to Kevin, “Finish quickly as we have to get back to the poolside. Don’t stop until you cum.”
Kevin said, “Vera, I can’t stop.”
He had me against the wall and he was banging me very hard. I was in Heaven. I pulled his head down a bit into my tits and he started to lick and caress them. His cock is so big that he could kiss and fondle my tits and fuck me at the same time.
I was starting to Orgasm very hard and very fast. I was starting to scream and I’m sure that they could hear me on deck but I didn’t care. Kevin started to cum at the same time. Oh, did he fill me up!
We quickly kissed passionately and we scurried to get back outside.
Kevin said, “Oh my God. Vera, what are we going to do?”
I said, “Just enjoy the moment and let’s go. Just walk out with me. Then, when we get to the poolside, you dive in and swim towards everyone. Then get out of the pool and lay on the outside towel. Lay a towel out for me next to you. When I get out of the pool to watch my swimsuit, You’ll be able to see some magic. “
Kevin added, “Vera, I have to say that this is the best birthday present ever! This was my fantasy. I never thought that it would come true.”
I then added, “I wanted to truly make it your best birthday and it’s not over yet.”
Kevin’s parents and Charlie were smiling as they looked at us walking towards them as something had happened. Kevin had just climbed out of the pool and went to his towel.
As I exited the pool, everyone saw that my bikini was showing it all and Kevin was oblivious as he watched my every step to my towel and smiled at me as I sat down.
Ken then said, “What took you so long (smiling)?”
I said, “I had Kevin look for a towel for Clarice. So I told him to where they were and then as I finished changing, Kevin came back from the towel closet and I had to make sure that he approved of my bikini.”
Clarice chimed in, “Kevin, do you approve of Vera’s bikini?”
Kevin said, “Mom!”
Kevin was a little embarrassed that his mom asked him that. He was still trying to gather himself. The group could see that something had happened. So Ken, taking the lead.
Ken then said, “Charlie, Kevin. Let’s take a dip.”
So they all got into the pool.
Clarice then said, “Vera, how did it go in the changing room?”
I said “Well, I feel so bad that I teased that poor guy so much. Poor Kevin had left the door open to the shower. I had taken off my clothes and when he walked by, he was fumbling profusely.”
Clarice then said, “Oh, Vera, you’re such a tease. How did Kevin react.? Oh, Crap. Tell me everything. It’s all Ok. Don’t mince words (laughs).”
I then said, “Ok, Clarice. After I set my towel down, I stood face to face with Kevin for about fifteen seconds or so. I could see that his penis was rock hard as he was looking at me. I have to say that I lost some juice(laughs). I then slowly put my bikini top on, what there is of it. I then turned away from him with my butt just inches away and slowly pulled up my thong so he could see it get lost in my crack. I then turned back to face him. I then pulled up the front of my thong so he could see the material wedge itself in between my vagina making for a perfect camel toe. Clarice, Kevin’s penis was about to break his Speedo wide open. I also must tell you that I was wetting myself and I think that he sensed my heat. The reason that it took us so long is that we stood there for about fifteen or twenty more seconds facing each other then Kevin caught me staring at his huge bulge. When my eyes met back up with his, I must tell you that he did something that I never thought that he would do at this point. Looking straight into my eyes, he dropped his Speedo down to his ankles. Clarice, his penis has to be almost ten inches long fully erect. I then lost it, Clarice. I removed my bikini and Kevin kicked aside his Speedo, he eased me up against the wall and he entered me.”
Clarice interjected, “Oh, Vera! Did it happen? I have to say that we heard you screaming.”
I then said, “Yes and more is going to happen. Kevin is very knowledgable and very instinctive. You and Ken have raised a real lover. Hew brought me to an orgasm that I haven’t had for quite a while. The guys are coming back towards the towels but I will tell you that you should do everything that you can to hurry the boys off and go get those pizzas. I can see and I have had many experiences, Clarice, and Kevin is about to bust loose. At his age with all of the pent up testosterone, he needs to gid rid of that build up. One thing for sure is that you and Ken have superior genetics when it came to putting Kevin together (laughing).”
Clarice then said, “You are right. I will speed the process up. It’s somewhat unorthodox but I know that from both of your reactions that you’ll make a man out of my son and he’ll make a woman out of you (both laughing).”
I added, “Clarice, Kevin owns me (laughs).”
Clarice excused herself to use the restroom as Kevin was still swimming. He was trying to calm himself down.
Ken and Charlie took the opportunity to tease me a bit with a little nasty talk. I knew that Charlie was behind this and just trying to increase the intensity. My sheer swimsuit was still wet from the pool and everything was showing through.
Ken says, “Hey, Vera. We heard the racket in the shower room. I was telling Charlie that I can imagine that Kevin had you against the wall and banging the hell out of you. We were going to take bets on whether or not you could take all of Kevin’s cock.”
Charlie jumped in, “I put down fifty bucks on you that you took it all with no problem. That goes for every hole that Kevin puts it in. Kevin is also going to know what a first-class blowjob is for sure. Vera doesn’t spill a single drop and doesn’t miss a stroke. “
I then interject, “Ok guys, who put the camera in the shower room. You guys called that one! He’s only explored my pussy so far but the day is young. I just hope that Kevin has enough testosterone to fuck me into next week. He’s already had his hands all over my body but I want to road test that ten-inch cock some more. Jeez, Ken, I think that you missed that measurement of his cock size though. He bottomed out. You said it yourself, Charlie, you once said that I was a foot deep. Clarice will fill you guys in about our shower room meeting. Ken! why are you staring at my tits and my pussy? Am I showing through (laughing wickedly)?”
Ken then said, “My Gawd, woman, those tits are as firm as a high school girl.”
I then put forth, “Kevin already knows his way around my body. He couldn’t leave my tits alone. I’m hoping that he will tit fuck me at some time tonight. Maybe he’ll tell you about it someday, Ken (both guys laughing).”
There was about an hour of sunlight left so I asked Kevin to exit the pool and to come to lay next to me. I had briefly jumped back into the pool to rewet my bikini. I told Ken and Charlie to observe.
As we all laid on our towels, my nipples were rock hard and my vagina was pulsating. Kevin walked over by me to lay next to me and he took the extra time to look me over very carefully.
After about five minutes, Kevin kept looking over at me and I knew it took all of his energy to keep from making some kind of move. Ken and Charlie saw that my bathing suit was pulsating in certain areas. They were getting a little antsy.
Jackie, Kevin’s gaze was immovable and my nipples were elevating the triangle-shaped nipple covers on my swimsuit. I’ve had enough experience that I can tell when a man is about to pop. Kevin then leaned over and whispered into my ear.
Kevin whispered, “Vera, I can’t take this anymore. I want to have sex with you.”
Jackie, then something happened that I didn’t expect. Kevin scooted towards me puts his hand on my breast and gave me a big kiss on the lips right in front of everyone.
It was then that Ken said, “I think that this is our cue to leave.”
I told the three of them that they had better get going now as Kevin was on the verge. I told Clarice that every man has his limits and that I thought that Kevin had reached his and he wants me now and I have to say that the feeling is mutual.
I told them to get creative and be gone for a few hours. Kevin had a lot of pent up testosterone and pressure and it looked like I’d have to take care of it. At this point, Kevin was ignoring that his parents and Charlie were there.
Kevin exited the pool and is heading towards me already on the towels. I jumped back into the pool and I quickly shed my bikini in the water. I exited the pool completely naked. I just lay down next to Kevin and he with his eyes and mouth wide open.
I said, “Hey Charlie, how about you three ordering a couple of pizzas for us? I’m sure that Kevin would like some pizza.”
They walked away towards in interior of the house to get ready to leave.
Then here came Clarice running back out on the deck and saw that I was next to Kevin. Kevin and I were completely surprised but Clarice stepped up. Looking unfazed and in control, she smiled at both of us putting her hand gently on Kevin’s head.
Clarice then said, “The men are in the car waiting for me. Kevin, I know that in your eyes, this looks awkward but you know that we have always been open and honest with each other. “The three of us, including Charlie, want you both to have fun and Kevin don’t worry about a thing. You call us tomorrow sometime when you’re ready for us to pick you up.”
With that, she bent down to give both Kevin and me a kiss. We smiled at each other and Clarice winked at me. As she was walking Kevin kind of looked after her. She then turned back around and sort of kicked off the party.
She then said half turned around, “Kevin, have a great time. Burn that woman down!”
Kevin and I momentarily laid on our backs and were both smiling and taking in what his mother just told us. I took this opportunity to remove Kevin’s swimsuit. I then told Kevin that it was time to open his present again.
Kevin could have lifted a bowling ball with that cock of his. It was like steel. I had a feeling that I was going to be in for a real workout.
Kevin then took the initiative and started caressing and kissing my breasts. As he was doing that he moved up to my face and started to very very passionately kissing me and we were locked into a kissing frenzy.
It was then that I told Kevin he was very gentle and loving and that he was very experienced. Kevin needed no coaching and we were starting to read each other. That’s something that I hadn’t expected out of a man so young.
I could feel myself surrendering control. It was then that I told Kevin to roll over on his back. With that, I slowly climbed on top of him and slowly guided his large penis into my hungry vagina.
It took me about a minute of adjusting to his immense size but once all of the way in I could feel my vagina clamping down hard on his cock.
As I got settled and was starting a rhythm, Kevin looked me directly in my eyes and told me that he’d been wanting me for a long time. Long before his birthday.
I was moaning as I was getting into feeling his big cock getting ready to fully penetrate me.
I was so enjoying the fact that Kevin possessed the maturity to be able to remain calm and talk to me as we were locked tightly together sexually.
He confessed that when we would have pool parties with his parents and we all were having a good time at the pool, that he would be looking out of the game room window at me when I was sunbathing.
I stopped for a moment and smiled at him and just and started to grind on him with long, slow and hard strokes. I then looked down at him as he was matching me stroke for stroke. He owned me at this point.
Kevin said, “Mrs.Bender, Your pussy had a death grip on my cock! I’m going to cum!”
I said, “Let it go, sweetheart. Don’t hold back!”
He then grabbed both of my tits and held on for dear life. I was orgasming big time. There was no way that I was going to loosen my grip on his cock. He was bottoming out I was riding him down.
He then started to lose all inhibitions as he started to talk dirty.
Kevin uttered, “Vera. If only your son, Mike, knew that I’m fucking his mom right now. Mrs. Bender, you have massive tits! They’re perfectly firm and huge! They are mine! I know of ten guys on my football team that would want to gangbang you right now!”
I was completely turned on and we had both let go of any inhibitions that we had. Of course, I know that testosterone can control everything in a guy. I was out of my mind in ecstasy.
Just then I could feel him swell up again. Then as he was about to let go he stopped. I was cumming. It was too late for me to stop. He resumed and as I was cumming and I was screaming he started to ejaculate and ejaculate and ejaculate and ejaculate.
He was staring at me and smiling as I was cumming which drove me crazy. He was loaded to the top and he filled up my reservoir pretty fast.
As I was still gyrating on his cock, his cock did not go down. I opened my eyes and looked at him and asked if he had enough.
Kevin wearily said, “I can never get enough of you.”
I said, “Hold on, Kevin, the next one is going to be better.”
I was already leaking sperm out of my vagina but I was going to bring him to ejaculation again. He stood up. I turned around to the reverse cowgirl position. His cock stayed inside me during the transition. He had me like a dog on a long leash.
Kevin liked this position as he grabbed onto my ass cheeks, spread them wide and pounded the living you soul out of me.
I was on top and grinding but the way he had a hold of my butt he was controlling the action. He was watching the long strokes of his cock going in and out of me and shot another huge load into me.
After he shot his wad, I dismounted and we both collapsed on our towels. I stood up and straddled him as his sperm started to leak out of my vagina.
He felt it spill on his chest. He was looking almost right up my vagina as his juice rolled down my legs and onto his body.
Jackie, you know that it was about a day or so after our time that sperm was still trickling out. As we were laying on the towels I brought up something that I wanted to get his reaction to.
You know that our pool is in our back yard here on Russian Hill. For about two years now, the house way above us and a little south have a direct view into our back yard.
I noticed that a couple of summers ago, two teenage boys were watching me sunbath.
Now you also know that I sunbathe in the nude. They don’t know that I have seen them spying on me but I let it go on. So I casually mentioned to Kevin that we are being watched. He kind of woke up and was a little concerned.
I told Kevin to relax and not to do it now but when we get up take a glance over at the big mansion up to the left on the hill. It’s that big bay window. Two guys were getting their eyeful of us. They had been watching me sunbath for about two years now.
Kevin said, “Really, how old are they?”
I said, “I think that they are nineteen or twenty.”
Kevin was excited about this and was getting hard again.
I said, “Kevin, I haven’t cum like that in quite a while. Are you sure that you have only been with two ladies? I like when you talk dirty me, it shows that you aren’t holding back. You’re less uninhibited than most men in there twenties and thirties. I like the way that you take charge and even get a little rough with me. Did you plan that little pause when you saw that I was violently cumming to let me catch up with you? That’s the sign of a true gentleman. I liked it when you called me Mrs. Bender. It’s the age difference fantasy. Also, I liked that you brought up Mike. You know that he’s thirty-five now. He’s eight years younger than your mom.”
Kevin responded, “Actually, I mostly went by my feeling at the moment. I didn’t control anything. The talk just came out. Mike lives in Cincinnati still?”
I responded, “Yes and he has two kids both girls and they are fourteen and fifteen. Come and sit on the edge of the first step into the pool. Let’s play some more and give the boys on the hill a real show.”
Kevin said, “Ok. Vera (his hands running freely over my body), I have to say that I love so much how you look. You are so Damn hot and you sure can fuck. The way the sun is shining on you now you can see my sperm still dripping slowly down your legs and I love the way that you shaved your pussy and I still can’t get over your great tits!”
I continued with, “The whole reason that my body is like it is at fifty-seven and why my sex drive is like a twenty-five year old is because of my life long commitment to fitness and nutrition, Kevin. You have a great start with fitness as you are an athlete. You’re also a sex machine and I’m lucky enough to test drive the machine(both laughing).”
Kevin responded, “I’m the lucky one. You’re a lot of young guys’ fantasy and I don’t ever want to stop living this one.”
I then say, “Ok, Kevin, time to give those guys a show.”
Kevin was already sitting on the step. Kevin said that he can see both guys looking out. I dutifully kneeled in front of him and proceeded to suck his cock.
I was able to deep throat him and it drove him crazy. I only gagged twice. One has to know how to relax the gag reflex. It doesn’t always work on a cock of this size though. He instinctively grabbed on to my head and gently guided it up and down.
I held him back for about almost ten minutes and then I could feel that he was weakening so I quit for a moment. Kevin was turned on big time and his cock was at it’s biggest. I was enjoying every suck.
I told him to look up and he said that they were still looking. I told him to wave at them and to keep waving.
I kept sucking and sucking hard. I wanted Kevin to cum hard and with a lot of sperm. It was then that he said that they both waved back. I told him to hold on and keep waving even while he was cumming if he could.
I resumed and in about a half-minute, I could feel Kevin getting ready to explode and Jackie, explode isn’t the word for it. I couldn’t swallow it all fast enough. It started to slightly run down my chin as I was still gulping it down the best that I could.
I think that I swallowed about a half-pint. He pulled my head down with every shot. I felt like a true slut. Of course, I am a slut. I won’t deny it. Since that day Kevin has owned me.
After it was over, I glanced over and those two teenagers were still watching. I stood up and turned toward them and bowed. They were clapping and yelling.
Kevin said, “Vera, I’ll never have another woman like you again. I have to ask, how can Charlie give you up this way?”
I responded, “It’s not up to Charlie anymore, Kevin. It’s up to you.”
We then both sat inside the first step. I got up and I remounted Kevin, reverse cowgirl sitting on his lap and facing our audience and we started a conversation as we were slowly fucking.
I leaned back on his chest and he instinctively grabbed my tits again. I told him to be just a little rougher with my tits.
The window where the guys were looking was about seventy-five yards from us. I could see that they had a telescope or some magnifying device to look through.
We had a rhythm going as Kevin was squeezing my tits so that they pushed forward so that the guys could get a good view.
Jackie, there is no way that Kevin’s cock would ever fall out. With a cock that big you don’t have to be the acrobat that you have to be with a man that has a smaller cock.
Kevin started to lift me. Now Kevin is strong and he is an athlete so he had a sudden urge to tell me to stand on the deck. He then said very confidently, “Face me, jump up into my arms and wrap your legs around my waist.”
I said, “Kevin, are you going to nail me standing up?”
So I folded my legs around his waist and as he stood up he started thrusting deep inside me. I couldn’t help myself. He slipped me the tongue and we kissed passionately as he bounced me up and down.
This was the best, Jackie! Talk about strength and stamina, He brought me to another roaring climax and I just let loose with screams. I didn’t care if the whole neighborhood saw us.
Even in this position I could feel him swell up and blast the inside of my uterus with sperm. We then received a huge round of applause and yelling from the spectators in the window.
It was then that I made the comment. “Kevin, you’re going to get me pregnant if you keep this up.”
Kevin spoke, “Vera, you can’t get pregnant.”
I then said, “Keep trying. The sperm that I have taken from you so far could get a dozen women pregnant.”
We then walked over to the shower.
Kevin said, “Vera, do you think that my parents and Charlie know how much fun we are having?”
I said, “Yes, they know what we’re are doing but only you and I know how much fun it is.”
I then explained to him how his dad, Charlie and his mother approached me about having sex with him. Your Dad and Charlie have been around long enough to know when a man wants a woman.
Your dad waited until the party a few weeks ago to ask me about this. Charlie and I have always had an open marriage or swinging. Your mom and dad know this and your dad knew how bad you wanted me.
Kevin said, “I know what about all of what you said and what it means. I just want you to know that I love you a lot and that you are the best sex ever. “
I quickly intervened, “No, Kevin, you don’t love me. Maybe you do but you can lust after me anytime. There are forty years between us and when you make your life you’ll meet a nice young woman that wants to start a family and that will love you very much. It wouldn’t be fair to you for me at my age to keep a hold on you and your wants in life. We are enjoying great sex together and can continue for as long as we can. Please keep in mind that Charlie and I are married and we love each other very much. We are of the same generation. While you and I rock at sex, we don’t have that many generational commonalities. It wouldn’t be fair to you. You’ll understand in time.”
Kevin then said dejectedly, “I’m bummed at that but I get it.”
I responded, “Kevin, I don’t want to hurt your feelings and maybe I can put this another way. In this short time in our new phase of our knowing each other. I will tell you that I think that you’re a wonderful man. You’re young, healthy and you sure know your way around a woman’s body. I’ve been with a lot of guys and I can say that you are one of the best, if not the best. I’ve been with guys from eighteen to seventy and your maturity, energy, stability and the way that you make love to me, I’ll tell you that I want you in my life.”
Kevin said, “How about Charlie is he good in bed? Better than me?”
I then said to him (laughing), “Kevin, Charlie is an artist in bed and that comes with years of experience but you are young, strong, passionate, and have never-ending energy. Charlie has the passionate part down in spades. I’m going to tell you one thing. I’ve been around for a while and think of myself as pretty disciplined in my mind. I’m going to say that I don’t want to give you any false hopes or anything but when you grabbed me gently and started to kiss me very passionately, I forgot myself. What I mean is that I felt real love from you when you held me. I gave myself to you at that moment. I was weakened by you. I’m not denying it, Kevin. I only ask one thing. Don’t stop wanting me and don’t stop making love to me the way that you do. When your parents, Charlie and I were talking, I told them that if we did this, there might be a chance that you and I might not want to stop after this first time. They all understood this.”
Then Kevin said, “Vera, I don’t ever want us to stop. I want to fill you up with so much of my sperm that it would fill a tanker truck.”
That broke up the tension. We went into the house and Charlie’s and my bedroom. He then carried me over to the bed and set me down.
We were still nude from after the shower. He turned me over on my back, grabbed my legs and spread them very wide. Kevin then pushed his cock in. As the old saying goes, he tickled my navel from the inside out.
I was fully into letting him run the show as he was capable. I expect that Ken had taught him a thing or two.
I was starting another big orgasm and Kevin momentary stopped, looked me in the eyes. I told him to please don’t stop. I felt that I was going to orgasm very quickly.
He quickly turned me over on my stomach, grabbed a pillow, put it underneath my stomach.
He then asked if I had any condoms. I reached over in my nightstand. I knew what was coming and he mounted me and he stuck his cock inside my anus. His cock filled my ass like the devil. It was a little uncomfortable, I didn’t stop him.
He pulled out, quickly removed the condom, turned me over on my back, stuck his ten inches between my tits and gave me a bukkake facial as I have never had since the nineties.
Kevin was in total control. He covered my face completely with semen. I laid naked on the bed, generously covered with his semen.
He then playfully sneaked over and started sucking on my shaved vagina. He hit the right spot as in only about three minutes or so he brought me to a screaming climax.
I then let my guard completely down which I didn’t want to do but I couldn’t help it.
I told Kevin that he was the best man that had ever fucked me, even better than Charlie. I told him that no one had brought me to this many orgasms in such a short time.
Then I slipped and said that if you keep this up, I will fall in love with you. Jackie, we are good together. Talk about bringing together the generations!
We then went to the shower. He then got the urge again. Kevin then took charge and he told me to grab the handrails and bend over forward.
I smiled back at him as he stuffed his cock into my vagina and fucked me doggie style as the shower was running.
He came again but he was tiring as was I just getting ready to cum. I told him not to stop and finish the job. I came violently!
The water was rolling down both of our bodies and then as Kevin was standing directly in front of me.
I dropped to my knees and gave him his second blow job of the day. I must say, Jackie I love it when he grabs my head and forces me over his cock. We were both spent and about an hour had passed. I suggested that we shower again.
After we showered, I was tired but put on a mini skirt with a pullover top with no bra or panties. I wanted to finish him off as I was almost finished.
As we both were dressed and were getting the table set for dinner, we had been chatting all of this time. I had my short skirt on.
Jackie, you know our balcony overlooks The City. I went out to the balcony leaned over the rail so that Kevin could see everything that I have and my vagina was swollen and still throbbing.
It was almost completely dark out. Kevin came up from behind me and put his hands up my blouse and went right for my tits.
I told Kevin to empty himself inside of me. He lifted my skirt and went to work. He lifted me slightly and he had me hanging over the rail.
He had my tits in his hands and had his giant cock inside furiously fucking me senseless. Kevin had pulled my top off and my tits were flailing all over.
I have had some large cocks in my day but Kevin surely stretched my vagina out that night. Jackie, my vagina felt like it was about twice it’s size. I couldn’t walk very well until about two days later. I even had to cancel my Monday Aerobics Class that I teach.
The phone then rang. It was from Charlie.
Charlie asked, “How’re things going?”
I was still breathing heavily, “Tell Clarice that she can come over tomorrow evening.”
Charlie said as he was laughing, “It’s that good?”
I replied, “Yes!”
Kevin and I went over to the bed and we fell asleep. After a few minutes Kevin got hard again. I just laid there as he lifted my leg slightly spread me apart and inserted himself inside me. He thrust a few times then finished.
He woke me up two more times during the night. The final time we did it, I rode him until he came. I then rolled off of him and fell asleep. Then Kevin, still tired in the morning said to me that I was his G.T.I.C.F.A (Grandmother That I Can Fuck Anytime).
Jackie, you know that Kevin and I were still active with each other up until Charlie died. After he died, I didn’t see Kevin for about a month. He was at the funeral as was Ken and Clarice.
He called often but I told him that I needed some time to settle our estate and such. Now that Kevin is living with me at my home he is going to the UCSF and is in pre-med. He’s about four years into it now. Ken and Clarice come over to visit us often.
Clarice recently told me that, “Kevin was so happy and that she appreciated how I took him under my wing and my bed.”