Elaine's First Time

[Janesvillecuck56]

On 1/19/2017 at 10:14 AM, Janesvillecuck56 said:

Love the pictures.... beautiful woman & nice size cock. Thank you for sharing

[warbird]

Robert tell her that she is still very sexy and very attractive.  Yes Sir Riee

 

[Joys]

On 2/13/2017 at 4:33 PM, robert smith said:

She has had a lot of health issues and thinks she is too old and unattractive.   

[expert64]

Robert and Elaine the two.of you are amazing . I love Elaine's lingerie collection . Stockings garter belt total pussy access . My hot wife says that a Hot woman should always keep her pussy accessible whether in a business suit , or going out to play as you never know  when a pussy needs attention. 

[MyWifesCuckboy]

On 5/14/2015 at 6:22 AM, robert smith said:

I have shared my wife with many men over the last 30 years.  This is how we started, kind of mild compared to some of the wilder stuff we did later,

 

   I am 61, Elaine is 59.  I met Elaine when I was 32 and she was 29.  We were both divorced with no kids.  After dating for several months I really started liking her.  I had done some swinging and wife sharing with my ex wife.  I don't think that led to our divorce, but one never knows.  I got Elaine to pose for sexy polaroid pics and she didn't seem to object like some women do.  For my birthday she surprised me with some lingerie photos done by a professional she had hired.  I was more than pleased with that attitude.  After about a year I decided to broach the idea of sharing her.  Started with sex talk in the bedroom.  While having sex she acted willing saying it might be fun, but nothing ever actually happened.  I knew for our relationship to go further I was going to have to press the issue to see if she ! was all talk and no action.  I kept telling her to pick out some guy she would like to fuck.  I didn't care if it was old lover or friend.  She said she could not approach someone about having sex with them if she really loved me. 

 

   I thought a random stranger might work.  This was in the early 80s before internet.  I had been to the local adult bookstore and seen personal ads so I posted one.  Phone numbers were not allowed.  If you wanted to respond to an ad you left your information on a 3x5 card in an envelope with the number of the ad you were answering.  You had to personally go to the bookstore to check.  I talked Elaine into going with me one night.  After checking the ad board we walked around the store.  I tried to get her to go into the movie theater section but she declined.  While wandering thru the store a nice looking well dressed older gentleman approached us and asked if we were looking for fun.  I said maybe, depending on what he meant by fun.  He suggested we go outside to discuss the situation.  Elaine was hesitant but followed.  To our surprise the guy had a real nice luxury car.

 

     He invited us to go for a ride in his car.  I can't really think of what line he used, but we were young, dumb and horny.  I sat in the front seat with Elaine in between us. She was wearing a short skirt and let him put his hand on her leg.  I wasn't sure where we were going nor what was going to happen, but Elaine told him she felt uncomfortable.  He assured her he was not going to do anything she did not like.  He just wanted to touch her a little and watch us fuck.

 

   We finally found a secluded place to park behind some closed store building that had security lights.  He situated the car where the light shone into the window enough to let him see what was going on.  I could tell Elaine was still somewhat nervous and I said we would leave whenever she wanted and the driver agreed.  While still sitting between us Elaine reached down and slid off her panties leaving her pussy somewhat revealed.  At this point in our relationship she had never taken things this far.  We were not married, but I was living with her.  She let me take photos of her and we engaged in sex talk about introducing others into our sex lives, but talk was as far as we had gone. I was almost as nervous as she appeared to be, but anxious to see where this evening was going to end.

 

   She leaned over and kissed me leaving her ass and pussy @@@@@@@ to the driver.  He slowly massaged her ass as I continued making out with Elaine like a teenager.  I started feeling her up and he finally got the courage to move is hand to her pussy.  I thought she might object but she let him play with her cunt as I played with her tits. She reached down and unbuckled my pants, pulling out my cock.  After fondling me for awhile she repositioned herself on her knees, sideways in the front seat with her head and mouth on my cock and her pussy @@@@@@@ to the driver.  He started playing with her ass again gently massaging her butt cheeks.  It looked like he slid a finger inside her.  I thought she might object but she just kept sucking me letting him have full access to her pussy.  He got braver using both hands, slowly spreading her cheeks and licking her pussy.  I thought maybe we were going to experience our first MMF sex intercourse.

 

   Elaine instead moved over and sat on top of me facing the front and lowered her pussy onto my cock.  I had pulled her top up over her boobs and she left them @@@@@@@ while grinding on me.  The driver moved closer to us and reached for Elaine's tit.  She didn't object, but did tell him all he could do was touch.  He said fine, but could he touch himself.  Elaine said okay but he was not going to screw her.  Surprisingly he did not seem to care.  I was curious how this was going to end.

 

   After playing with her boobs he slowly moved his hand toward her crotch and I wondered what was going to happen next.  We had been screwing with my legs apart and her leg somewhat together kind of doggy style while sitting in a car seat.  She told the driver to wait a minute and I thought the party may be ending.  Instead she got off me momentarily, pushed my legs together the placed her legs outside of mine and sat back on my cock.  Then Elaine took his hand and guided it to her crotch.  It was kind of weird but she seemed to enjoy the extra stimulation of him fingering her clit and pussy lips as my cock was in her at the same time.  I could kind of feel him manipulating her pussy lips but she just continued grinding on my dick.  After a few minutes Elaine said it was time to switch and I thought she was going to fuck the driver.

 

   Instead she turned around facing me and straddling my cock with her knees bent under her.  The driver was playing with her boobs and pulling his own cock.  I guess she felt sorry for him because she leaned back and pulled his face to her tits allowing him to kiss her nipples.  With this action she started cumming hard causing me to shoot off inside her warm pussy.  When I finished I glanced over to the driver and he had shot off and was cleaning himself with a hankie.  I kind of felt sorry for him, but all he could do was thank us and tell Elaine how pretty and sexy she was. 

 

   I knew then I had a special lady.  We all got dressed and he drove us back to the bookstore.  Never saw him again.  Certainly not the wildest sex story, but memorable to me because it was the first time Elaine had allowed another man to play with her while we were fucking.

  

The irony of the encounter at the bookstore was that it almost backfired for me and my plans for Elaine and future fun.  She admitted she actually enjoyed the sex but not the atmosphere at the bookstore.  While it was erotic it was also scary for her.  The gentleman in the car told us he was there on Saturday night it we wanted to meet again, but we never did.  It was her refusal to return there that cause me to come up with another angle.    I had to find a guy she felt comfortable and in a setting she liked.  

   I was at a business seminar and met a guy through a mutual friend. His name was Eric .We all went our for happy hour drinks and I got him aside and asked him if he wanted to have some fun with my girlfriend. I showed him a polaroid photo of her and explained that I wanted to watch her get fucked and participate at the same time.  He was willing and I set up at meet for the following night after our seminar.

   When I told Elaine she started getting nervous about how to actually do this as she had never actually screwed more that one man at the same time.  I suggested her meeting him at the door in lingerie, but that was way to aggressive for her.  Since she had never met him we agreed we would invite him over for drinks and munchies.  If she liked him and was willing to try she would invite him to the bedroom.  She wanted to start alone with him and see how things went.  I told her after some kissing and fondling she should know if it was going to work.  If she wanted to back out I suggested she give him a blowjob to completion as a reward for coming over and trying.  If she wanted to go through with complete sex she would signal or invite me in the bedroom.

   Elaine wore garters and hose, no panties, under a front button summer dress.  Everybody seemed to get along when he arrived.  Elaine seemed hesitant to ask him to the bedroom. Eric excused himself to use the bathroom and I checked with her to see if she was still up for it and she said yes but just did not know how to bring up the subject. When he came back I simply asked him if he would like to take my lovely girl to bed.  He said sure and off they went leaving me nervous and hoping for the best.  They left the door partially open and I could hear idle chit chat for a couple of minutes, then the talking stopped.  After several more minutes I slowly opened the door to see Elaine on her back and Eric's head buried under her dress. She smiled and waved me in and the party started.

 

   When I walked in the room I got on the bed and started kissing and playing with her boobs while Eric was eating her pussy.  We were all still dressed so I started getting undressed.  Elaine took off her dress, sat on the edge of the bed and unbuckled Eric's pants, pulled down his underwear and started sucking him.  It was quite a turn on for me.  I sat back enjoying the show.  Pretty soon Eric grabbed Elaine's head and began face fucking her mouth.  She obliged and kept sucking.  Eric warned her he was going to cum if she did not stop.  Elaine grabbed his ass cheeks and held on as he shot off in her mouth.  She swallowed almost all of his cum.  He pulled out of her mouth and collapsed on the bed.  What a way to start our first MMF encounter.  When he went to get a drink or use the bathroom I asked Elaine if she wanted to continue or had she just sucked him off to get him to leave.  She smiled and said she had not been fucked yet and definitely wanted to keep going.

  

   When he came back I was screwing Elaine missionary style.  He watched for awhile as he laid on the bed.  I finally got off her and moved behind her doggy style laying on our sides.  Eric positioned himself so she could blow him some more.  When he got hard again I got out of her and let him have her.  She got on her knees and Eric started screwing her from behind.  I moved in front and let her suck me.  It was my dream come true watching Eric fuck her as she was blowing me. As you probably know f it is really a bit difficult to have a woman give a good blowjob and properly fuck at the same time so we mostly alternated fucking her. 

 

   Keeping in mind she was 29 or 30 and we all had a lot of sexual energy we kept busy sucking and fucking until all were satiated.  He thanked us profusely and left. We collapsed in bed asleep.  In the morning  I was afraid she would feel guilty and say never again.  I asked her what she thought about everything that happened.  She asked me if I had a good time.  I assured her I had and she said great.  I asked would she do it again and she said probably but it would have to our special secret and we must be discreet

   I did not take any photos, but later got her to wear the same garters and dress.  We got to talking about how much fun we had.  She started playing with herself for me and we ended up screwing on the floor.  Hope you enjoy our little adventures.

 

The white skirt and black top are what she wore to the bookstore and the other pics are what she wore to meet Eric

 

Robert, your wife is and always has been very beautiful. I tip my fedora to you my friend. My wife has had her share of men, and I have pictures for many of them. I wish I had taken picture of her when our roommate in the early "90's was fucking her. Unfortunately my wife was dead set against any pictures at the time.  I checked out all the pictures you posted of her on this thread and enjoyed them all. i also read many o your accounts. You sir are a star, but your wife wins the Oscar.  

[UK_EX]

Robert, your wife was and still is a wonderful lady, she is gorgeous.     Not only that, she has shown that she is up for just about anything, but I know what you mean about getting an idea into your head.  Once you have the idea, you want to see it happen, rather like when I first thought about letting my wife have sex with our best friend.   You cannot undo that idea once planted, and seeing your wife take a whole line of men must be one of the most erotic for cuckolds like us.   I would also like to see my wife doing that, but only provided she was willing to do it, I don't believe in force or trickery like getting her drunk.   Elaine would have no trouble in getting a whole load of guys ready and willing to have her, she is beautiful, and I'd certainly line up my little cock and take my turn with everyone else.

[pointman57]

Elaine is still a very sexy beautiful woman. She will always be desirable. Keep on trucking Elaine. Thank you for sharing.

[robert smith]

Another sweet memory

[1stexhub]

Nice!

[robert smith]

I have posted photos of ladies that I thought I would marry if I wasn't with my lovely and sexy wife.  Found this lady on the net and she is amazing.  My wife did a lot of crazy stuff, but this lady take it to a new level, lol

[1stexhub]

What is there about redhead chicks??

[robert smith]

Who likes photographing their lady while she is with another man?   I love it

[robert smith]

More of the lovely ladies giving their man the "Look" as they enjoy themselves.  I really like the last look she gives her man as she is getting ready to take on two BBC

[robert smith]

Whooops, pics loaded backwards.  Meant I really like the first one

 

 

[1stexhub]

8 hours ago, robert smith said:

More of the lovely ladies giving their man the "Look" as they enjoy themselves.  I really like the last look she gives her man as she is getting ready to take on two BBC

Is the older looking redhead pregnant?

[robert smith]

More of wives/gf getting started with new man while husband/bf is watching.  I love these scenes. 

[robert smith]

First time watching your wife take a BBC is one of life's more erotic experiences 

[robert smith]

This photo has been around for years.  Always turns me on as it reminds me of my first wife,

[frhub]

hummm very hot wife

 

[robert smith]

Never forget Elaine's first DP

[Bull Sebastian]

Great story and u wife is hot as hell.

Seb

[sergio]

stupenda complimenti

[robert smith]

More

double fd.wmv

[robert smith]

This is the one fantasy of mine Elaine has never done.  Maybe the reason I dream about it is because we never did it, LOL  

Hubby takes a nice shot of his SUPER SEXY shared wife enjoying a GREAT night of dogging, with lots of horny strangers lined up to fuck her!!! WOW!!!  WOW!!!  WOW!!!

[Naughty Nicki]

I've seen numerous story, pics and other thing about dogging, and it seems really hot but I just don't think I'd have the nerve to do it.