Author's note: My husband and I have known Tom and Cheryl for over a decade now, and first got sexually intimate with them over 6 years ago. The events of my first story here at Literotica, "Tom & Gary & me" took place a little over 2 years ago now. A story I recently submitted to Literotica, "Getting to know Tom & Cheryl Better" took place nearly 7 years ago. This story, my 3rd submission to Literotica, took place less than 3 months ago. They used to live nearby, but sadly they moved about 3 years ago, so now our get-togethers are very special to us.
I hope you like this story too, and if so, feel free to let me know!
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I've written before about my husband Gary and my experiences with both Tom and Cheryl, and one time my session with just Gary and Tom. But until recently, I'd never had the occasion to spend significant time with Tom and Cheryl without my husband Gary along. Well, just a couple of months ago, that very thing occurred. I had an overnight stay at Tom and Cheryl's, all by myself, and it was memorable! Not in the way I expected, of course, but memorable nonetheless. It was during one of my infrequent business trips; I arrived in their town on Wednesday later in the afternoon, after two days of tedious business meetings, and I had to leave in less than 24 hours to return home. Gary had seen me off on the trip knowing I'd probably be getting up to something erotic with them, and gave me the green light to enjoy myself (with one condition) before I left.
It was great to see them again! It had been about 4 months since we'd been together, and until I saw them, I hadn't realized just how much I'd missed them! We hugged, kissed, and gabbed while both Tom and Cheryl had to run around like mad, getting dinner ready, getting things set up for the kids, for their work, etc. etc. We watched a DVD together with their kids that evening, something called "Dodgeball." Stupid, yet funny.
Afterwards, Cheryl and I got a little one on one time to chat. She apologized for the lack of private time with me that evening, and told how things had been pretty stressful with the kids, and with her work, where they relied pretty heavily on her. She said she was pretty much exhausted, but both she and Tom were taking the day off tomorrow, to celebrate my visit! The kids would all be at school, and we'd have the place to ourselves.
She asked if I'd be willing to help Tom give her a good "working over" the next morning, as she really felt burnt out! She thought being the center of both of our attentions would be just the thing for her. She said she really hoped I would be willing to go down on her again after Tom "had his way with her," as she put it.
We'd done that more than once for each other and we both enjoyed it. Frankly, we both enjoyed the taste of cum better when sampled from each other's pussies than we did from the source!
She also hoped I'd be willing to show off and masturbate while they made love and watched me, as she said that not only she, but especially Tom, got quite excited by that. I told her I'd be happy to! The memory of them watching me show off that first time, while Cheryl rode Tom's cock years ago was a real treasure. Then she called Tom in, and told him the general plan for the morning! He was nothing if not agreeable! The two of them showed me to the guest room, gave me very warm kisses goodnight, and headed off for bed themselves.
I unpacked for the night. I'd brought nothing real exotic; a pretty camisole top for show, and some white panties, but cut a bit sexier than my usual "Haines her way"! I thought that'd be a nice outfit to wear as we got started in the morning! I always enjoyed dressing in what were essentially revealing undergarments, and catching both Tom and Cheryl's eye before we got down to pleasure. I also had my favorite dildo packed along; I seldom travel without one. Fortunately this one's very discreet, and gets thru airline baggage checks without much notice. A good dildo need not look like a cock to give pleasure! I got ready for bed, and fell asleep thinking of the fun to come in the morning.
I awoke to the sounds of their kids leaving for school the next morning. I look a brief shower, and donned my camisole and panties. Looking in the mirror, I noted my nipples were already erect, and the camisole didn't hide my breasts much at all! I snuck downstairs, and called out before just waltzing in, wishing to be sure the coast was clear. Tom's voice answered me, saying "come on down, it's just us!"
I came downstairs expecting to find Tom and Cheryl there. Instead it was just Tom and me. Cheryl had gotten a call from work that morning, they'd begged and pleaded with her that she was needed, and she had relented! She'd left an apologetic note for me, saying she hoped she'd be back before the kids got home from school, and that I should feel free to relax "any way I wanted" with Tom!
He watched me read the note, and just sort of shrugged, and said that he was really disappointed too. He told me that Cheryl had been working waaay too hard, and he thought that my visit was just what she'd need to maybe really relax. And now this. But he was hopeful that she'd be back before the kids returned, and also before I had to leave. I told him that sounded like a good plan, that our basic relationship hadn't changed, but since Gary wasn't here, I wouldn't feel right fucking him. But otherwise I planned to enjoy myself fully, and tell Gary all about it. Gary had said to make sure that he got copies of any pictures! In other words, Gary was okay with me enjoying myself with just them. Tim looked at me and asked "and how about enjoying yourself with just me?"
Tom's a hunky guy, and I admit I felt a bit of a thrill being there so underdressed just with him. He was wearing nothing but gym shorts, and it had been obvious he had an erection as we sat together and talked. So I asked him what he had in mind.
Tom talked about his excitement in times past when I'd shown off for him, both with Gary and Cheryl there, and that time just with Gary. He told me he still had vivid fantasies of that, and his one regret with Cheryl was that she just did not enjoy that sort of thing, while for him, it was the height of erotica! He loved that I not only let him, but encouraged him to take photos of me while I showed off! He said he'd nearly orgasmed just from that itself! And my masturbating so explicitly and using my toys inches from his nose had been a fulfillment of one of his most cherished fantasies. His joining to help me masturbate had been a wonderful icing on the cake, too! Cheryl rarely used penetrative toys, and generally got embarrassed when Tom asked her to show her body, much less her pussy, for him. He said (not complained, mind you) that when she did indulge him, it was awkward enough that he felt bad for requesting it, most times. On rare occasions she'd get into it, but that had happened mainly when Gary and I were involved!
Tom wanted me to show off for him. He really hoped I'd be willing to strip and pose and masturbate for him again; just for him this time. And frankly the idea sounded like so much fun that I didn't take any real persuading! I had Gary's permission, Cheryl's permission, I'd built myself up for an erotic encounter this morning, and I did love being lusted after by Tom that way. When I said I'd be happy to, he asked if he could take pictures too, and I gladly assented! I could feel myself getting wet!
I ran up to my room and got my toy, then met him in their bedroom. It's a lovely big room with a queen-sized bed and a love seat, and to my surprise, an elaborate camera setup with a tripod! Tom must have been hoping ahead of time that I'd assent to this. Instead of getting upset by that thought, it actually excited me more, to think he'd been dreaming and fantasizing of me posing for him!! He asked me if I wanted to strip for him again, but I recalled the last time I'd done this in front of Gary and Tom. I'd ended up stark naked, showing off for their pleasure, and they'd been fully dressed. That had been terrific, but this time I told him before anything got started, the first thing to be done was to have him strip! I wanted to see him naked, the better to judge the effectiveness of what I was doing. Then I'd decide what I wanted to do!
Well, Tom stepped right out of his shorts, and his cock sprung out and pointed right at me. Tom's is as long as Gary's is, but about 25% bigger around, and that extra girth has always caught my eye. I've enjoyed feeling it in my hand, and in my mouth, and feeling it slide between my breasts, and between butt-cheeks in the past. Between my cheeks was so nice, as it felt so sensual when he'd cum on the small of my back before! Tom looked at me and smiled, and stroked himself a bit, then got some sort of lubricant out of a drawer, and put it in his left hand. Then he stroked himself again, and said "I'd like to see you, Linda!"
I'd thought about doing my little strip number for him, like I'd done before. But frankly I was pretty turned on already, and thought of a different approach! I immediately stepped out of my panties, slow enough so he could snap a picture of me doing so, and sat right down in the lounge chair! I spread my legs apart, and asked him if he had a good camera angle! He said "oh yeah" sort of shakily, and I started showing off my pussy for him and the camera to see!
I petted my clit, and leaned back to get a bit more comfortable (and to show my vagina even more explicitly), and asked him if he liked it so far. "Oh yes, thank you!" was his reply. Sort of short! Well, seeing his gaze fixated on my body, and seeing him stroke his rigid cock while he snapped an occasional picture just made me bolder!
"How shall I pose for you, Tom?" I asked. I really, really wanted to hear what he'd say. I wanted to hear what I might do that would really turn him on! I wanted provocative and exciting requests! I wanted to provoke and excite him as much as I could in return!
"Pose for me however you'd like, Linda" he replied.
After sitting there a few moments, I got up and walked on over to him. He was still behind the camera, and I reached around the tripod and grasped his cock gently. It was slick with lubricant, and I stroked it a bit. "Tom, this is your chance. Tell me how you'd like to see me. Ask me to do things. I may say no, but I won't be upset or freaked out. I want to hear how I can excite you the most! It excites me to do that right now." I gave his cock a squeeze, and walked back over to the seat and sat back down and waited. I still had my camisole on.
Tom had turned a bit red. But his hard-on hadn't shrunk. "Um. Ok. I'd like you to show your bush for me, Linda! Show it off for me!" I sat back, leaning against the back of the love seat. I let my knees fall apart, and I slid my hands down to my crotch, and watching him watch me, using gentle pressure I spread my lips apart. At first he stared right at my pussy, but then he looked me right in the eyes, and smiled.