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You Can Teach an Old Dog New Tricks

We’ve been retired for seven years now and I’ve approached the topic of “loosening up” a little and letting our hair down before it’s too late. I’ve tried to talk her into trying some couples play but she is very resistant and thinks we are too old.

We’ve taken care of ourselves and are in decent shape. Our exercise routine has changed over the years from being runners to daily walks or walking on the treadmill and light weights. Judy still has an attractive body. Her 36C cup has changed to 38D thanks to having three kids. We both are probably only 10 pounds or so over what we weighed years ago so we are proud about that. I’m average sized, 6”, or so I think. Probably way below average when I read some of these stories!

A month or so ago I raised the topic of playing around a little again. As I’ve aged I’ve lost some stamina. Our sex life is still pretty active but the duration is short. I have to do lots of foreplay because once I have an orgasm I can’t stay hard very long and it’s even harder to recover to try multiple times in one night. I’ve sensed that Judy has more in the tank. The lengthy foreplay helps Judy to have an orgasm. The good news is I can bring her to an orgasm with my tongue and fingers. She loves attention to her clit and nipples.

Our sex life has been more traditional as well. In our younger days we experimented with many different positions. It seems as if after raising kids and becoming empty nesters a night in the bedroom involves oral sex and missionary intercourse. Occasionally, Judy will straddle me while I’m on my back and give it a ride for awhile. Judy is skilled giving blow jobs but doesn’t like to swallow so I warn her when I’m ready to shoot and then I’m pretty much done for the night. I know, but many of our readers and going to get to our age as well!

The last time we talked about couples play, and Judy rejected the idea, I said: “What if you go alone first. We could do a MFM even and I would be there or I could just watch. She rolled her eyes and said, “You could watch another guy making love to me?” I let her know that it would be a huge turn on for me. In an effort to further my point I said, “Plus we could find someone that might be able to stay with it longer. She smiled but put her hands over her eyes and shook her head. She said, “Just who would want to jump in bed with an old lady?” I said, “I’m not sure but you never know.”

I have to add a tragic turn to the story for some needed background. A young man I coached some twenty years ago in football and track lives in a neighboring town. His name is Nathan and he is a successful CPA. We’ve had Nathan and his wife over for dinner countless times in the last 10 years. Nathan lost his Dad when he was very young and I kind of “adopted” him if you will. We are in contact quite a bit and have run across each other’s path often. The sad tragic event I mentioned was that his wife was killed in a traffic accident. We’ve worried about Nathan because he lost his Dad when he was so young and his wife before he turned 40. They were never able to have children so he is now all alone.

The last time we talked was about three weeks ago when we met for drinks. I had a couple of errands to run and met him at a local bar where he lived. We talked for several hours and he really opened up to me. Since his wife was killed he has really withdrawn. He hasn’t been with a woman since and has no plans to change. We pretty much left things that way and I told him it was time to “get back in the saddle.” The only way to get over his grief was to engage socially again.

I went home that night and updated Judy on how Nathan was doing. She was sorry to hear that. Nathan is a strapping guy. He was a very good football player and kept up with his physical activity. He still runs and lifts weights and is very fit. He’s also an attractive guy and I know he would have plenty of suiters if he gave it a try.

Nathan called me about a week later and wanted to talk again. We met at another bar in his hometown. The topic eventually got back to his going out and finding another lady friend. He said that he just couldn’t right now. The wheels were turning in my head so I told him about my lack of stamina and that I had entertained the idea of couples play. I thought it would be fun and would spice things up for us. I told Nathan that I would let Judy go first and solo if she was interested. “She just rolls her eyes at me and said that no one would be interested in an old lady!” I stopped talking and let the topic sink in for a short time.

Nathan said, “You guys are really thinking of playing around?” I said, “Well I am but she thinks I’m crazy and that we’re too old.” Nathan said, “She sure doesn’t look old and has taken very good care of herself.” He chuckled and said, “I’m sure plenty of guys wouldn’t mind playing games with her!”

I became perplexed because I didn’t know how to proceed. I felt a romp in the sack with Nathan and Judy would be perfect. I knew him, trusted him, and he had a great relationship with us. The crazy thing is that it might be just the thing to get him back out there. I sat there unable to figure out how to proceed. The topic changed to other things and then Nathan brought up our desire for couples play again.

That was my narrow window to proceed. I said, “Nathan I’m going to ask you a favor.” “I’d like you to be the one that breaks the ice for us.” “I told her that I’d let her go first and we would never know where to start looking.” “You’ve been leading the life of a hermit for the last six months and it could be good therapy for you as well!’’ “Oh shit, I could never do that,” Nathan said. “You two have been like parents to me over the years.”

I sat quietly for more than a few seconds and said, “How about, with your permission, I ask her?” “She just might she this as a way to help you out and me at the same time.” He kind of balked at it a few times but I kept insisting it might be good for all of us. Finally, he said, “If she wants to try this out I will help you out.” Of course, I about shit my pants but smiled and agreed to broach the topic with her.

A couple nights later we had a nice romp in the bedroom and I brought up the conversation we had to her. She looked at me with that stunned look and said, “He really thinks being with me could help him get back engaged socially.” I said, “It’s been discussed over a couple conversations, but yes he thinks it might help.” I failed to mention it was my suggestion but that’s minor details.

Judy asked how we could ever pull something like that off. I suggested we go to a motel in a larger nearby town and start out in the bar. I could either stay in the bar and let you two go up to the room or go up with you and watch or participate. Again she asked if I could really watch her being screwed by another man. I assured her it wouldn’t bother me. I was dumbfounded when she agreed.

I called Nathan with the good news and he was again a little nervous about it but said if it helps you out let’s do this. We set things up for Friday night. We would go out for dinner and drinks and then, at some point in the night, head to the motel room for a three-way. Damn, I couldn’t believe this was happening.

I went out to play golf on Friday to take my mind off the excitement that was about to happen. I got home late afternoon. Judy had already showered and was getting dressed. I made plenty of noise as I neared the bedroom. The door was open and she was standing there totally naked drying her hair. I stood for a moment and realized (not like I hadn’t before) that she truly had aged well. I asked her if she was ready and she turned and smiled. Her large breast looked perky already. I love looking at her round melons and nipples that stick out plenty even if not aroused. She has a nice well-trimmed bush. She is a beautiful “experienced” lady. I walked over and gave her a long, passionate kiss and thanked her for helping Nathan out. I reassured her that I would be right there and joining in.

I jumped in the shower. As I stood there with the warm water pounding on my head and back my cock twitched and began to swell. God, this was going to be a fun evening. When I got out of the shower Judy was getting dressed. She had curled her hair, put on a lacy bra that made those nice tits stick out more and the cleavage was very apparent. She also had see-through panties on that she wears for me. Her full breast and patch of pubes made her look very sexy. I smiled and told her how hot she looked. She finished dressing by putting on a low cut sun dress that tied around her neck. Perfect!

We checked into the motel and then met Nathan around 6:30 at the restaurant. He smiled and greeted us much like usual and Judy gave him a big hug. We talked through dinner and reminisced about the football team and many other topics. We ordered plenty of drinks and when dinner was over we walked across the street to the motel lounge. The conversation continued and several rounds of drinks were ordered and consumed.

Finally, it was Judy that suggested we go to the room and continue our conversation. We had placed a couple of bottles of champagne on ice when we checked in. Our room had a sofa and a chair and a small bar where the champagne was sitting. I told Nathan and Judy to sit down and I would get the drinks. They positioned themselves on the sofa leaving the chair for me. That worked out well! About half way through the glass of champagne Judy got up and indicated she was going to improve the mood of the room. She got three candles out and lit them and shut the lights down, leaving the bathroom light on. She then filled everyone’s drink and sat down closer to Nathan. “I want to thank you for coming tonight,” she said, and leaned over and kissed him on the cheek.

Nathan smiled and said, “Judy the pleasure is totally mine!” With that they clanked their drinks together. Nathan slid over closer to Judy and put his arm around her. They kissed and then each had another taste of champagne. Judy put her hand on Nathan’s leg and soon on the inside of his thigh. Nathan put his arms around her neck for a passionate kiss and then lowered his hand to her breasts. They made out for awhile and Judy move her hand to Nathan’s swollen cock and began to stroke it through his pants.

Nathan reached around Judy’s neck and untied her sun dress. When Judy stood up the dress fell to the floor exposing that lacy bra and see-through panties. Nathan kind of sat back and admired her and said, “Wow Judy you look fantastic!” Judy smiled and thanked him and immediately unhooked his belt and lowered his zipper.

Nathan then stood and removed his pants and shirt. Judy reached through the fly of his briefs and played with his cock. I could tell by her reaction his package was bigger than mine. I undressed to my briefs and watched as Judy pulled his cock out. She immediately began licking up and down his shaft. His cock soon became rock hard. It was thick and probably a good 8” in length.

Nathan reached around and unhooked her bra and tossed it to the floor. What a sight! Judy had his cock in her mouth and Nathan had both breasts in his hands and rubbing and squeezing her nipples. Having her sensitive nipples played with drives Judy crazy and she moaned with her approval. Nathan positioned his hand near Judy’s crotch and was soon inside her panties and rubbing her clit.

We decided it was time to head to the bedroom for more room! Nathan moved on his back and Judy continued to address his big cock. I positioned myself between her legs and buried my face on her crotch. Judy is usually somewhat dry (again a curse of old age) but her pussy was wetter than I’d seen it for years. Judy is pretty loud during an orgasm was already close.

Nathan turned Judy on her side and held her near leg above her head. He teased her pussy by rubbing the head of his cock up and down her pussy lips which was driving her insane. I moved closer that took one of her nipples in my mouth. That was it! Her body started jerking and Nathan penetrated her pussy at the same time. Judy was screaming with pleasure, “Oh yes, right there” “Don’t stop Nathan, Fuck me, Oh yes!”

Nathan rolled over on his back and Judy climbed on and straddled him. She drove her pussy into his cock and rode him, jerking from side to side as his big cock was buried deep inside her. Nathan told her he was going to cum and asked her what he should do? She said “Cum inside me baby.” “Go ahead and cum.” Nathan moaned and shot his load deep inside of her. His warm fluid sent her into orgasm two. All she could get out was “Oh my God, Oh my God.”

Nathan pulled out and she got on all fours and started sucking his cock back to life. Before that she turned to me and said, “Your turn baby!” I moved behind her and we fucked doggie-style. We hadn’t done that in years. Her pussy was soaked and a little stretched so I was easily inside and drove my cock as deep as I could. What a sight as I was fucking Judy and watching her sucking Nathan. She was taking the entire length like she was starved for his cock. Deep throat to say the least.

Within minutes, as usual, I shot a full load in her pussy. This time I lasted longer than usual but also was losing my erection. Nathan was soon pretty hard and we changed positions. He mounted her from behind and she rocked back on his cock. I suspected over the last years that she had something left in the tank and the “proof was in the pudding!”

We all kind of collapsed on the bed and cuddled together. Judy and I both thanked him for a wonderful evening and “breaking the ice” for us. Nathan smiled and said, this evening did a lot for me too.

We never met like that again although we still saw each other on occasion much like before. The good news is that Nathan found new girl friend and they have dated a few times. I think he is on his way and I believe couples play is around the corner for us!