Groping Jane

*****LEGAL DISCLAIMER: All characters are over the age of 18*****

This is a short in this series. Please leave me constructive comments.

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I woke up early as I normally do, I grab a cup of coffee and watch Sports Center as I normally do on Saturday morning. Cindy came down closer to 11:00 looking like hell.

She sat on the couch across from me and looked at me and grunted "COFFFEE"

I looked at her perplexed, I even tilted my head like a dog.

She pleaded "COFFEE PLEASE?"

I popped up and prepared a cup of coffee for her.

We sat in silence for about a half cup of coffee and she started "I drank too much last night."

"You sure did, how is your head?"

"Not good, I took some Tylenol before coming down" she groaned.

"So last night when I brought Jane up to her place..." I started and continued to tell Cindy the every detail about last night.

When I finished she got up and grunted "I need sleep, we can talk when I get up."

My stomach was in knots, who takes a confession like that and just walks away to go back to sleep?

I continued my Saturday ritual of Premier League soccer when she texted me 'come lay with me in bed'.

I grabbed her a bottle of water and headed up to bed. I climbed in and handed her the water.

"Mmmmm thanks, I'll need this" she grumbled. "Sorry for walking off like that I wasn't feeling well." she briefly paused "I think you should be fucking Jane. She isn't looking for a husband, you aren't going to leave me, and we don't have sex and I know you want it."

"Are you sure? This isn't the hangover talking?" I asked stunned.

"I am serious, I have been thinking about it for a few months now, Jane can give you what I can't, do you like her?"

"I do, she takes care of her body and I think she is a little kinky."

"She is a lot kinky" Cindy smiled, "she might be kinkier than you have ever imagined."

"Seriously?"

"Oh yeah, nothing you should be afraid of, but yep she is kinky." With that Cindy blushed, then her phone buzzed with a text. She looked at her phone, then back at me, "Speak of the devil, Jane needs your help replacing her furnace filter and a few lightbulbs."

"Holy crap she moves fast." I smiled.

Cindy texted her back that I would be there soon.

"Come on, let's get you dressed" Cindy slowly got out of bed.

I was wearing my usual cargo pants and t-shirt "what's wrong with this?

Cindy frowned and just said "no, now please shave and shower."

I cleaned myself as directed and entered the bedroom in nothing but clean underwear.

"Take those off and put these on." Cindy demanded.

My ultra thin running shorts and a college t-shirt that is a little too tight.

Without underwear my cock visibly jiggled under the fabric, and the shirt showed off my chest and arms.

"Now do 100 sit ups and 15 push ups." Cindy directed.

"But I just showered!?"

"You will be fine, you smell good after a workout. You shouldn't be sweaty, but a little musky is good. Plus it will make your arms bulge a little." Cindy seemed to be bragging.

After I did the commanded exercises, Cindy said "If I don't ask, I don't want to know about it, do you understand?"

"Yes I sheepishly smiled."

"I will leave it up to you to tell Jane about my agreement to your affair, that's between you two. It might be sexier if she thinks you are cheating." Cindy smiled and patted me on the ass, "Now go get her."

The drive over to Jane's place was short, I wasn't prepared for what I saw when she answered the door. She was wearing a floral silk robe with black pantyhose and heels with an ankle strap. Her robe was closed and just long enough to cover her ass like a cocktail dress.

"Cindy said you needed a little handyman help, where is your furnace filter?" I asked as I entered.

Jane smiled "I can change my own filters and lightbulbs, I need you for other tasks." She hugged me and held me close as she kissed my cheek. "About last night..."

"Yes?" I asked.

"Did you think of me?" she asked in a sexy voice as she rubbed her thigh on my hardening cock. "Did you jerk off thinking of me?"

I swallowed hard "I did."

"What did you think about? What was your fantasy last night?" Jane cooed in her sexy voice.

"Last night I pictured you completely naked riding on top of me like a cowgirl."

"Did you come?"

"Yes"

"Did you say my name out loud?"

"Yes"

I moved to kiss her and she backed off "Not yet big boy, we need to put some rules in place, sit down at the table here and we can discuss what's happening here."

I followed her to the table getting a look at her ass, the robe slid up and down as she walked, my cock was so hard.

We sat across from each other and she started "I'm dominant, I like to be in charge. You won't slap me, spank me, piss on me or anything else derogatory towards me. Is that fair?"

"I think so, I like assertive women, but I don't think pain is sexy. maybe a light smack on the ass or face, but I don't want to be kicked in the balls." I responded.

Jane laughed "Kicking in the balls is not my thing, I'm not going to kick you or force you to suck a dick, I'm just a bit bossy in bed. I respond to sensations and have extremely sensitive breasts." She said as she rubbed her erect nipples through her thin robe. "If you are okay with our arrangement, let's go into the bedroom."

She stood and led me by the hand to the bedroom, once inside Jane told me "take off your clothes and get under the sheet."

She didn't turn her back, she stood there and watched me undress, I stripped off my shirt and looked for a spot to toss it. Jane knew and pointed to a chair, I tossed the shirt on the chair and she scowled at me. "I think you can do better, do you see any clothes tossed or piled on anything?"

"No" I responded sheepishly and retrieved my shirt and folded it and set it on the chair.

Jane smiled

I dropped my shorts and folded them and put them on my shirt. I climbed in bed and pulled the silky smooth sheet over my body. My rock hard cock was clearly visible through the sheet.

Jane approached the bed and traced a finger over the outline of my cock. "That's a good boy, do you like to be a good boy?"

I smiled "I do."

She undid the belt on her robe and it fell open, I could partially see her large breasts and part of her nipples and she wasn't wearing panties under her nylons.

I reached out and touched her ass and she gently grabbed my wrist and put it back under the bed sheet.

"Slow down big boy, you will know when I want you to touch me, right now it's time for me to touch you."

I don't know why, but I said "Yes Ma'am."

She smiled when I said the words "Mmmm I like that." Then she held my hands in place at my side and leaned down and kissed me. She kissed me softly and I loved the feel of her lips on mine.

"You have soft lips" Jane whispered. She leaned in and kissed me again, this time her lips parted and she slid her tongue into my mouth, I moaned as she kissed me.

She stopped, reached into her nightstand drawer and pulled out a pair of scissors. She pulled the crotch of her pantyhose away from her body and cut an access hole by her pussy.

She continued to kiss me as she climbed atop my body, her knees slid between my hands and my body, I reacted by touching her leg just below her knee. She lined up her pussy with my hard cock and sat up in cowgirl position. She grabbed my hands and guided them from under the sheet to her ass.

"Do you like the way my ass feels in these?"

"Yes" I breathed

I held her ass firm and maneuvered my cock towards her opening.

She lifted off my cock and said "Slow down big boy, there will be plenty of time for that."

"Yes Ma'am" dam I said it again.

I settled my hips and she aligned herself on my cock. With her hand she parted her pussy lips and wrapped them around my cock. I could feel her warmth through the sheet.

Jane grabbed my wrists and guided my hands to her robe covering her tits "Squeeze them like last night."

I squeezed and pinched her ample breasts as she rode my fabric covered cock.

"OH Yeah baby, right there."

She closed her eyes and moved has ass front to back in a slow deliberate rhythm. Jane arched her back on the back stroke pressing her tits into my hands and rubbing her clit on my cock head.

After a while, it could have been ten or twenty minutes she grabbed my hands and hastily put them back on her ass and pressed her chest to mine. Our lips met again a we sloppily kissed with out tongues dancing in my mouth.

Her hips gyrating on my cock, her large breasts on my chest, her ass in my hands, I felt my orgasm coning on "I'm gonna come" I half shouted.

Jane whispered back "Oh baby come with me."

We kept pressing on one another and she started to come, then my cock started to pulse, spewing my come into the sheet between us. When our orgasm subsided Jane laid on my chest.

When her breathing slowed she got up, wiped me with the sheet and said "go clean yourself up and please bring back a towel to clean me up."

I smiled and intentionally said "Yes Ma'am."

When I returned, Jane was laying spread eagle on the bed with her eyes close and a smile of content on her face. Her robe and top sheet were gone, I could hear the washing machine running in the hall. She still had her nylons on, but I got a good long look at her clean shaven pussy as I cleaned her with the towel I wetted with hot water.

"Ohh that feels nice, thank you"

She pulled at me to lay next to her, I laid on my side with my head on her shoulder and arm over her chest. I laid there admiring her breasts moving up and down with each breath. We laid in silence enjoying the warmth of each others bodies.

Her phone buzzed, she was getting a call. Jane picked up her phone and looked at it, "It's you wife."

"Tell her we are hanging pictures"

"Seriously?

"Yep"

Jane poked at her phone and answered the phone on speaker in a cheerful voice "hey Cindy how's it going?"

"Good, is Mike taking care of your handyman needs?"

"He is, we just started hanging pictures." Jane said with a funny face.

With those words, I sucked her closest nipple into my mouth and clamped down on it. Nibbling and sucking as my hands found her pussy. Jane cooed audibly enough for Cindy to ask "what was that?"

"Oh nothing I was just giving Mike some direction." Jane glared at me.

I slid between her legs and put my mouth on her vulva, again Jane moaned "OH" and caught herself "that looks good right there, a little higher."

I licked her wet pussy slowly, maintaining eye contact with Jane.

Cindy was going on and on about how handy I was and I could fix just about anything.

I tore at her panty hose a little more to gain full access, I coated my thumb in her pussy juice and presented it to her ass.

"No no, that doesn't go there." Jane glared at me.

I licked her and swirled my thumb around her anus "Oh my I haven't ever thought of that, that might work."

I kept the pressure on and my thumb slid into her anus. "OH MY I like the way that looks" Jane's voice cracked.

I heard Cindy say "He found a good spot did he?"

"Oh he did, he reeeeaaalllly did, I never thought of putting it there."

My thumb was slowly fucking her bottom as I licked her pussy bottom to top, When I reached her clit, I would pause and hum. Her pussy was dripping wet, a few times she would poke her phone to mute it so she could catch her breath.

"What's gotten into your wife, she has never talks this much?"

I smiled and said "She knows I'm licking your pussy and wants to tease you."

Jane laughed and poked the phone to unmute. "Cindy, I need to go, what time shall I have your husband home?"

Cindy laughed "HA, he finally told you! Have him bring me my usual coffee, I'll sleep in until about ten."

"OH FUCK!" Jane moaned as I sucked her clit long and hard like I was sucking a cock. In a ragged voice Jane said "okay, coffee, ten o'clock, bye bye." With that Jane hung up the phone and started coming.

Her toes curled, her hips pumped her pussy hard into my mouth grinding and fucking my face.

I slipped my thumb out of her ass and wiped it on the towel from earlier. I then kissed my way up to her large breasts. As I crawled up, my knees pushed at the back of her thighs, pushing her knees up in the air. My cock hovered at the entrance of her pussy, barely touching her lips.

I took my time exploring her gorgeous tits, I commented "My god these are beautiful."

"The best twenty grand I ever spent, part of my divorce settlement" Jane said as a matter of fact.

I laughed "Well thank you for that, these things are perfect, both in but especially out of clothes."

"I'm glad you like them, I did it for me, probably the first selfish thing I did in thirty years of marriage." Jane stated flatly.

While I licked and nibbled at her sensitive breasts, I slowly moved my cock between her lips. It was slow and subtle, the warmth of her pussy made my cock as hard as a brick.

Jane pulled me in for a kiss and whispered "Please go slow, that cock is a little bit wider than I'm used to."

I kissed her and said "I'll go as slow as you want." as I made tiny thrusts in and out of her warm, wet pussy, going a little deeper with each thrust.

Jane held me tight as I slowly entered her. I whispered "Are you okay? Am I going too fast?"

I felt Jane's hips start to push back against my cock as I slid deeper into her wetness.

When I bottomed out inside her she exclaimed "OH GOD HOLY FUCK!" I slowly started making mini pumps deep inside her.

"OH YES, THAT'S NICE" she called out as her pussy got used to my girth. "MY GOD YOU'RE THICK."

By this point I was slowly pulling all the way out and sliding all the way back in. "FUUUUUUCK YOU FEEL SO GOOD." she cried.

I asked "Am I being a good boy?"

"YES YES OH YES YOU ARE SUCH A GOOD BOY!"

"I love pleasing you, would you prefer to be on top?"

"YES PLEASE!"

I held her tight and rolled over to my back, my cock never came out of her pussy. Jane slowly maneuvered her knees into position and pushed on my chest to sit up on me. She moved her hips forward driving my cock as deep in her as possible. She took long slow breaths.

Her hips slowly started moving back and forth, she dug her heels into my thighs as she was pushing off. My hands went to her ass and grabbed both cheeks.

I stabilized her and pushed her down hard on my cock.

This time I wetted a finger in our combined juices and started playing with her anus. She gave a sharp "OH" as the tip of my finger invaded her forbidden orifice. In her fucking motion, she pushed back against my finger, driving it deeper inside her.

She moved her hands from stabilizing herself to pinching her nipples and smashing her tits. "OHHHHHH OHHHHHH OH OH OH OH THAT"S THE SPOT."

I presented a second finger to her and her anus gladly accepted it. It didn't take long and she was coming hard "OH MY GOD OH MY GOD OH MY GOD OH GOD OH GOD OH... MY... GOD.

Jane collapsed on my chest and whispered "baby, I need you to come."

I smiled "Where do you want it?"

Jane gave a confused "huh?"

"Do you want me to come in your pussy? In your mouth? In your ass? On your ass? On your tits? On your belly? On your tits? On your face? In a car? On a train? On a plane?"

"Alright Dr Seuss I get it. You love my tits and have an obsession with putting things in my ass, I'll let you choose, come on my tits or ON, hear me clearly I said ON my ass."

I noticed a large mirror above her dresser and positioned her in doggy style so I can look sideways and watch us fuck. I slid into her pussy from behind and started fucking her deep, within minutes she was moaning like a whore.

I loved watching her large tits hanging and swaying as we fucked

"You like that don't you" I asked

"YES, OH YES!"

I pressed my thumb to her ass and asked "You want this in your ass don't you?"

"Yes"

"Beg for it!" I boldly commanded.

"Please finger my ass, I love it so much please please please finger my tight little ass." Jane begged

I popped my thumb in her ass and she was coming instantly, when she finished coming I pulled my cock out and stroked it, shooting rope after rope of come on he ass and back.

I grabbed the towel and quickly wiped her back as I was collapsing on top of her.

We laid there and caught our breath.

Jane whispered "I have never come more than once, where did you get that magic dick?"

I laughed "Cindy used to come five or six times a night when we were dating."

"Oh yeah, when were you going to tell me that your wife is okay with this?"

I laughed "Sorry I wasn't sure if the secrecy was part of the turn on for you, I didn't want to ruin it for you."

"Cindy is okay with it?"

"Yeah I told her about last night at breakfast this morning and we were discussing it when you called for help. We haven't had sex in fifteen years and she feels I should have a physical relationship. She trusts you enough that won't try to steal me and she knows I'm not leaving her."

"I had a husband, I don't want another." Janet laughed, "So she is cool with us having casual sex?

"We both are, but I have one question."

"What's that?"

"Shower now or in the morning?"

"Pretty bold to think that you are staying the night, don't you think?"

I blushed "I'm sorry, that's not my decision, if you would like me to stay, I would love to hold you all night."

Jane smiled and said "It's alright, I haven't slept with a man since my divorce seven years ago, as long as Cindy is okay with it, I'll give it a try, if you snore, I'm kicking you out! We can shower in the morning, but you need to go wash your hands now!"

I came back from the bathroom and Jane hadn't moved, I prepared a new towel and washed her pussy and ass.

"Oh that feels so good on my sore little pussy, thank you."

"You're welcome." I reached down and held her foot to my chest as I removed each sexy shoe one at a time. I grabbed the waistline of her pantyhose and slid them off her legs.

I grabbed the duvet and floated it over the bed, landing it gently over her body. I climbed in behind her and held her from behind. I kissed her cheek and neck, "Goodnight."

"Good night, sleep well."

With that, we both fell deep asleep.

********The End******