Free Erotic Stories

A Co-Worker Encounter

Jill and I (Tom) have been happily married for over 25 years now and our crazy adventures started about 20 years ago when out of the blue I purchased a new Harley Davidson.

Jill was livid and threatened me with… Its’ either me or that damn motorcycle! It only took one ride for to realize this was a whole new way of having fun.

This is when she began to change and come out of her shy innocent shell. It was gradual but some of the friends we had were the party type and the women occasionally flashed their tits at us to get us wound up. It was difficult at first for Jill to show her tits because she worked as a new accounts rep at a local stock broker and her attire was alway prim, proper and professional. Jill has a smoking hot body but was so used to her work dress code and didn’t very from it much until we met new friends in the motorcycle world.

Jill was beginning to relax and flash her tits when dared to stir up the situation and the guys loved it! It was alway a quick one second flash but at least she was playing along. As time went on she was much more comfortable showing her tits for fun.

That’s all the further things went for a couple years until we bought a boat and decided to go out to an island we kept hearing about. It was a nude recreation area where all type of people went to strip down naked and enjoy all that nature had to offer.

It took me a few times of asking her to go and she finally agreed but in no way removing her bathing suit. I said fine, let’s just check it out.

It was a beautiful Saturday morning, sun shining bright and super calm seas. Jill and I packed a cooler, some snacks and cruised out to Passage Key. It was packed that day as we found a nice spot in the shallows to anchor up. Their were naked people everywhere! Everyone was in the water and on their boats with cocktails in hand mingling around socializing.

Jill and I were sticking out like sore thumbs with our bathing suites on and I asked Jill if she cared if I took my bathing suit off. She said it’s up to you Tom but I’m not takin mine off.

I wasn’t shy at all and tossed my swimming trunks on the seat and jumped in the refreshing water. Jill stood there looking at me like I was silly as she handed me a cold beer. I told her to jump in the water was great.

Jill didn’t even want to get in the water with all those naked people but I talked her into it eventually. I put our cooler on the dive platform for easy access to drinks and snacks.

People would walk by and say hi looking for others to socialize with. We noticed groups of people talking, laughing and having such a good time but Jill didn’t want to approach them when they were naked. I kept asking Jill to take her top off and she said I’m too nervous to do that now, maybe another time.

I was a little disappointed but glad she was open to checking this place out. One couple stops to chat with us a while and were very friendly. They said they come here every weekend the weather permits. It was getting late and we had a 40 minute cruise back to the marina and were said our good byes and said maybe we’ll see you guys again soon?

Jill and I had a wonderful time there and the following weekend we decided to go back since it was going to be a scorching hot day, and too hot to wear jeans and boots We arrived earlier this time to enjoy the whole day. Found a decent spot before too many boats arrived and got settled in. A nice boat pulled up and this couple asked if we mind if the anchor beside us? I said sure and they tossed in an anchor and I assisted in getting them positioned.

The boat driver was all ready nude when they pulled up and his wife stood on the back of their boat taking her top off as she was thanking us for our help anchoring up. She had a fantastic body and her husband was in decent shape also. In other words they were fun to look at while talking to.

They jumped in the water and walked over to Jill and I and introduced themselves as Karen and Don. They were super friendly right from the start and we were happy to have someone to talk to. I’m so glad I had my dark sunglasses on because I kept looking at Karen’s great looking tits. They were store bought but still looked great Karen spoke up and told Jill that her bathing suit was beautiful and looked great on her. She asked if we come here much and Jill said this is our second time here. Karen said it took them a couple trips to feel comfortable and Karen said I still like to keep my bottoms on. Jill said she was nervous about removing her top. Tom spoke up and said you should try it Jill, it feels so free and natural and Karen saying the same thing. Jill looked at me as I stand there naked and said ok. She just needed to hear some encouragement from another women.

Jill was standing there with her arms over her chest as I pulled her back snap. She stood there a few second and Karen said of hell girl, give me that damn thing with a little tug. Karen tossed her top back to me and said see how good the puppies feel now as we all smiled.

Tom said let freedom ring and Jill said so there are you all happy now, as she gave us a (did I really do that smile). It took about ten minutes before Jill relaxed and and accepted people were walking by and looking at her tits. She and I both noticed guys were smiling at her when they waved hi walking by.

We were on our third or fourth beer having a good time when this guy walked up and said, (Miss Jill)? Jill’s instinct was to throw her arms over her chest when turning to see who called her name. The horrid look on Jills face when she turned around and seen it was one of her co-workers from a different department.

His name was Thomas and he looked to be ten or fifteen years younger than Jill and I. Thomas was certainly in his prime physical condition, dark skinned and well endowed. He was from Nassau and had transferred here about 8 months ago. Jill was flabbergasted and tried to say hi, not turning around with her tit’s covered with her arms. Jill finally turned around with her tits covered and said Thomas good to see you. (I knew she was petrified he was here looking at her half naked body) Thomas said it was good to see you to Miss Jill. Thomas had this very gentle politeness about him. Jill introduced Thomas and said we work at the same place and run into each other occasionally in my department for meetings. Jill said fancy seeing you here Thomas and he said he just started coming here this summer and was with some other friends.

Jill tried to make short of the conversation and excused herself to our boat. Jill came back out a couple minutes later with her top back on. Tom and I kind said what’s up with the top Jill? She said she just felt better with her top on for now. Thomas said Miss Jill please don’t feel you need to do that because of me. Please feel free to express yourself as I do. He said I enjoy the freedom of no clothes and let it all out. Jill said I know, I can see that very well sir! We all chuckled a bit.

I offered Thomas a beer and he graciously accepted. We stood there chatting and sneaking peeks at each other through our dark sunglasses. Jill said Thomas, please don’t tell anyone you seen me here. Thomas said oh no Miss Jill I’m not that way. If you want to come out here and free yourself like I do then more power to you and nobody’s business but yours Miss Jill.

Jill looked at me and I kind of through my hands up as to whatever you want to do? Jill said fine in a smirky sharp tone as she took her top back off. Thomas said very nice Miss Jill. Of course that made Jill blush a bit. Because he had to look directly at her tits to say that.

Karen and Tom said they were going to walk around a bit and left Jill and I talking with Thomas. Jill said she wanted to get in the boat for a water and sit back in the chair and get some sun at a different angle.

Thomas and I talked about a variety of things and I found him quite interesting and his island life. I invited Thomas aboard for another drink and to change up some music. He took a seat directly across from Jill in one of the two soft comfort deck chairs we had. Thomas suggested a station that plays a lot of island music and it was perfect for being out here on the water.

Jill sat in her chair with her legs stretched out in front of her with her arms crossed over her tits again. I guess she was still shy about them being exposed directly in view of Thomas?

Thomas said coming out her sure was relaxing compared to office atmosphere. Jill said it was so nice out here and especially not having to wear hi heel shoes that hurt her feet. I still don’t know why or how it happened but Thomas being directly across from Jill scooted up on the edge of his seat and reached down and lifted one of Jills legs and began massaging her foot. It kind of shock Jill and I didn’t know what to think? Maybe that was customary for him to do something like that?

Jill said Thomas that’s not necessary as she looks over at me as to what to do? I was just as shocked as Jill but was fascinated to watch his dark skin massaging my wife’s beautiful feet. The contrast was nice and he was using both hands as he cradled her foot.

Jill kept looking at me like what should I do but didn’t want to be rude to him? Jill didn’t jerk her leg back and I assume Thomas was massaging her foot pretty good. Thomas was close enough that Jill’s foot was 3/4 the way up his legs for the massage. Thomas gently lowered her right leg and reached for her left leg and I noticed his dick hanging down over the edge of the chair.

Jill’s foot had to have rubbed his dick when he put it down. He began massaging her other foot now and I knew Jill was just being polite and letting him finish his foot massage. I could see Jill liked the massage when she suddenly laid her head back in her chair and lowered her arms to the chair armrests exposing her tits in full view now.

Yea… she was enjoying it, so I decided to rub some suntan lotion on her shoulders to keep her from too much sun. I had enough room behind her chair to squeeze in and put lotion on her shoulders. She was so relaxed and enjoying the attention of a foot massage and lotion being rubbed in. Thomas said may I have some of that lotion Mr Tom? I leaned over and squirted some in his hand and he began working her foot again.

I asked Jill does that feel good? She just said hmmm. Thomas said he wanted to put lotion on her other foot now and as he lowered her left leg I seen her extend her foot out knowing she was going to rub his cock with her foot and that’s exactly what happened.

Jill had to have known I seen this happen? Why did she do this? Was it really intentional? I seen that her chest is getting a lot of sun and I put some lotion in my hands and began working it in down her arm the up her sides and slowly across her tits. She reach up and grabbed my hands and looked up at me (like what are you doing) I said you need a little lotion on them, do you want to do it or can I finish? She removed her hands and I started massaging her tits right in front of Thomas and she was letting me.

Jill said the massages feels so good and asked Thomas to do both feet at the same time. Thomas spread his legs to let Jill raise her other foot and I could see she had both feet extended out again getting a feel of Thomas’s cock. She actually moved her feet back and forth pretending to flex them. Now Thomas’s legs are spread further apart and you could plainly see his large cock hanging down in front of the chair. I know Jill could get glimpse of it too without me knowing having those dark sunglasses on.

I leaned over and gave Thomas some more lotion and told him to get her legs to while he was at it. He of course had to spread his legs a bit further to reach up Jills legs. Jill didn’t have much leg support this way and the bottoms of her feet were resting on Thomas’s cock now.

I thought to myself this looks pretty hot and I think Jill is enjoying it too. Jill was moving her feet around as Thomas rubbed lotion on her legs. She was actually rubbing hi cock with her feet now and doing it right in front of me! Jill looked up at me smiling looking for my reaction and I smiled back letting her know I was ok with her risky moves. She smiled back and mouthed the words (I love you).

Thomas now knows things are getting interesting with Jill rubbing his cock in front of me. He’s on board and asked are you ok Miss Jill? She said oh yea and are you ok Mr Thomas as she massaged his cock with her feet? He just smiled as his cock was stiffening.

Jill was now tapping his cock with her foot bouncing it back and forth. It started to get hard quickly! I said be careful Honey your’e going to create a monster if you keep going. She looked up at me again and was giving me an ornery smile of pleasure and I know she wanted to see more of his hard cock.

Thomas sat back up and his cock raised up now with my wife’s feet against the underside thick growing cock. The large head stuck out a good two to three inches above Jill’s toes and growing. Thomas was pressing his cock against her feet massaging her feet and his cock at the same time. I scooted Jills chair forward towards Thomas and I clicked her recliner back a notch or two so I could sit on the rail and keep massaging her tit’s

Jill was getting excited rubbing her feet on this hard black cock. It was an exciting site to see. Jill’s nipples were erect and hard too. I’m sure Jill was amazed to see how much larger Thomas’s cock was compared to the size of her feet.

Thomas was getting hard as hell and was trying to jack off and massage Jill’s feet at the same time, Then Jill moved her legs and placed one over each of Thomas’s knees and said go ahead Thomas, make it feel good. (Jill wanted to watch Thomas jack off)! My wife has just blowed my mind! She just told another man to jack off in front of her and I’m right behind her watching too!

Thomas waisted no time leaning back in his chair pumping his cock to full hardness right in front of my wife. He was staring at my wife’s half naked body pleasing himself. Jill was getting turned on and she placed her hand down near her panty line and slipped her finger into her skimpy bathing suit bottoms. My dick was getting hard too as I looked around to make sure we weren’t being watched by others. I started stroking my cock behind Jill. Thomas was getting close to cumming and Jill was fingering herself watching Thomas jack off in front of her. He started to moan and Jill lifted her legs and put her feet together and held them right in front of Thomas’s cock and she said (Here Thomas) and he shot his load and covered Jill’s feet in warm cum. I didn’t realize it but his first stream shot out and some of his cum landed on Jill’s belly.

I looked down and Jill was bringing herself to an exploding orgasm and used her other hand to rub Thomas’s cum over her tits. I couldn’t stand it anymore and shot my hot load down Jill’s neck and chest. I don’t think I’ve ever came so much in my life? Jill moved her feet to the floor and laid back in her chair watching Thomas’s cock jerk as it started to relax.

Now that all three of us had a massive orgasm and Jill was covered in cum, it was time to jump back in the water and rinse off. Jill asked for a towel and I got up and handed her one. She leaned way over forward and began wiping Thomas’s cock off for him. She didn’t hesitate to grab hold of it with one hand to clean his cum off for him. It looked so cool with her little white hand with her wedding ring on wrapped around his thick black cock. (Just Erotic it was)!

Jill pulled back and took the towel and wiped her face then down her chest and her feet to get some of the cum off before we all got up.

We all definitely needed a cold drink after that. We jumped back in the water and chatted a few minutes making plans to maybe meet up at our house next time before going boating (OR NOT)

Jill gave Thomas a hug good bye pressing those beautiful tits against him and gave his cock a little squeeze and said take care of my little friend as she chuckled.

We do have a story about the next time we met. How crazy can this shit get!!!