Judy And The Handyman 05

Judy and Jack head to the shower together. Judy starts the shower and climbs in and Jack follows behind. By now it is 4 pm. Jack goes to embrace Judy but she denies him. Judy says "Jack I need a little time to recover and get my wits back." Jack wets a washcloth and adds body wash to it and gently starts to wash Judy's back for her. "Mmmm that's nice" Judy can feel Jack's hard on brushing against her bum.

Jack asks "What feels good getting your back washed ... or my hard cock buried in your crack?" This puts Judy in a slight dilemma. She isn't in her 20's anymore and can't just go on and on, and she doesn't know how to express that without jeopardizing this great start with Jack. She settles on giving him the truth. If he is into mature women as he claims to be he needs to be empathetic and understanding.

"Jack at my age it takes a while to bring back the desire, and rebuild the energy that has been expended from a great sexual encounter. Let me tell you that what we just had ... where you took me was GREAT! I hope you understand, and can have patience with me." Then she turns and looks right into his eyes. Looking to see if he is mad or disappointed with her. This kind of makes things a little worse as now his raging hard on is poking her belly.

"Judy all is good ... we are working on the pace you are comfortable with. If you need time ... we take time. If I can't hold back any longer I'll just take the matters into my own hands." With that Jack reaches down and gives his rod a couple quick long strokes. Then stops and says "That was just to show you I will take care of myself if necessary. But I will first use patience as you asked and wait for when we can try to go to the next step." He then kisses her forehead and hugs her. "Well, I think I can probably get out and go paint the hallway now."

"How about I order us some take-out to eat? For when you are done painting? I will also get some beer or wine. Is there anything in particular you want or would prefer?" Replied Judy.

Jack says "I am easy with whatever will make you happy. I just ate some of the best pussy in my life, and slurped up your sweet juices. So get what you like ... because I like you and I'm sure I will like what you get." Judy blushes at his statement and feels happy and tingly inside.

Jack gets out, towel dries and puts his clothes back on, then heads off to start sanding and painting. Judy waits for him to leave then gets out and wraps herself in a towel. As she is primping herself and looking in the mirror she thinks ... This has progressed very well so far. I wonder if I am ready both physically and mentally to go the next step as Jack put it. She applies deodorant and light make-up and goes to the bedroom to get dressed. She looks for her panties and can't see where Jack threw them. Instead she goes to her dresser and gets a fresh pair. She heads downstairs and see Jack has set up to paint.

Jack tells her "It will take me about an hour to get the first coat of paint on. And probably 15 minutes more to clean up. After that I'll be ready to eat, I am famished. He reaches for his wallet and says "Please let me be a proper gentleman and pay." As his starts digging for cash.

Judy says "Absolutely not! You are here to help fix my house and I insist on paying. I would prefer a nice chardonnay to sip on. I was also thinking about Chinese take-out would be good. How does that sound? What do you want to drink beer/wine?"

"I will just share the wine with you. And I eat any Chinese so get your favorite and I'll be fine. But one thing could you get me an egg roll and some extra hot mustard. I just love that mustard." He has a real innocent grin on his face as he said that.

Judy wet to the kitchen to set their places with napkins, cutlery, and plates. She then gets ready to go out. She tells Jack she is headed to pick everything up and will be back in say 15 mins. Jack had just finished painting and was ready to cleanup. Judy gets back right as Jack is putting the last of the painting tools aside for the second coat tomorrow. Judy crosses through the hallway and says "Meet me in the kitchen when you are done. I'll get everything pulled together to eat." Jack meets her in the kitchen and grabs the wine bottle and corkscrew she has on the counter and proceeds to open the wine bottle. He notices she bought 2 bottles of wine. Judy sees Jack eyeing the 2nd wine bottle. "That might be for encouragement if I need it to go the next step as you called it."

Jack then looks at her and says "Judy I hope you won't need alcohol for your encouragement. I hope that when we get together, side by side that your body reacts and is encouraged by my desire for you. Now let's eat and try to keep the wine to one bottle oaky? Judy nods in agreement. They are enjoying small talk as they proceed through dinner. Jack uses all the hot mustard on his egg roll. He wasn't lying when he claimed to really like it. When they were done Judy gathered this dished and took them to the sink to wash them. Jack insisted on drying for her. When the dishes were done Judy turned to Jack and said "What now? Maybe a little TV?"

Jack looked intensely into her eyes "We have all week at home alone to watch TV. We only have tonight and tomorrow to be together. You know, just you and me, and our opportunity to explore each other. Our time is limited to join as one."

Judy replies "Jack your tongue is the first thing that has been inside me in the last ten years. Not even my fingers have gone there, or any vibrator ... just know it has been baron in there. So far in the last hours my body has been re-awakened. BUT I am unsure how far we will get. The gates have been closed so long I don't even know if they are capable of opening."

Jack stands up and extends his hand to her and says "That is to be determined. I think we should call it a night down here, and retreat to your bed. Then we can see what works and what does not. I have a magic key that opens gates. Remember we won't go any further than you feel comfortable with. You have my word."

They left the kitchen to go upstairs. Turning off lights as they went up. Checking that the front door is locked and secure for the night. They reach the bedroom and Judy goes to her dresser to find some nice lingerie to put on. Jack is stripping down. He looks over with a shit eating grin and says "Don't bother ... I'm just going to take it off right away." Judy just tosses it back in the drawer. She walks over beside the bed and starts removing her clothing then climbs under the sheets.

(Authors note: We will continue the remainder of the story in first party narrative.)

I kiss her as she lays back. I move over her and she spreads her legs, letting me position myself in between them. You feel my hardness rubbing and poking against your slit and clit. You feel my balls settled down by the crack of your ass. You are elated with the intimacy we are sharing. Skin to skin ... such an electrifying feeling. You run your fingers along my spine. I lower myself and kiss you. Soft and tender. Our lips break and you say

"Slow ... please be slow and easy." I kiss again, this time deeper and with more passion. You feel my tongue trying to separate your lips and to enter and explore. You part your lips and I send my tongue in, darting and dashing around yours. You gasp right into my mouth that is overpowering you, and taking you into a deeper desire. I stop the kiss and nuzzle into your neck just below your earlobe and suck and lick that sensitive spot. It makes you uncontrollably arch yourself. As you are pushing your abdomen up as you arch into me, I roll my hips a little and rock my cock on your slit and clit. You let out a stifled "mmmm yes" in a very throaty voice. I kiss your collarbone and work down to the top of your breast. I am kissing the top of your left globe.

Then all the sudden, I take my left hand and wave my fingertips over your right nipple. You feel each finger glide over, from my pinky finger to my index finger .... thump-thump-thump-thump as each finger pad rolls past and over the nipple. You now feel both your nipples hardening, and feeling like a couple eraser tips. As our foreplay intensifies it awakens your buried lust. When my index finger gets to your nipple, I take it and my thumb and slowly pinch and twist your nipple in my fingertips. Again, you gasp out a raspy breath, as I am twisting and pulling and stretching your right nipple. It isn't painful but very stimulating. I then take my tongue and circle it around your left areola slowly, as the circles get tighter and tighter until my lips are at your left nipple and I take it in my mouth. You let out a soft moan which tells me how much you like what I'm doing. With the end of your tit in my mouth you feel my tongue swirling around it. The soft flesh feeling the warmth of my mouth. I grab your nipple with my lips and start sucking on it. You are going wild with pleasure. You are below me but have your hips bucking and humping up against my hard cock. Your fingers running up and down my back. Your legs spreading wider trying to prepare for the moment you desire. You are so wanting ... you can't remember the last time your body responded with such need. You say "Please I want this ... but I am scared."

I ask if you have any lube. You say yes in the drawer. I reach over, and open the drawer and see the lube along with a clitoris stimulator, and a vibrator. I pull it all out in case we need any further stimulation and assistance. I say "We can try without the lube first so it can be more natural and see where we get. What position you want to try first?"

You say "One of my favorites is bent over ... but I don't know if we can with how tight I am. I am not sure that is even be possible yet. I think it will probably be best to just start with the traditional missionary position. That is if it's okay with you." (I sense an undertone of your submissiveness, or maybe it is just your nerves.)

I ask "Are we ready to try? I don't want to go too fast or too far if you aren't ready." You feel the tip of my cock at your entrance. It is there ready to try pushing its way through and into your love box. You are so excited and eager, yet you have trepidation's too. Your brain is on overload. Will he still care if my gates won't let him pass??? My god it feels soooo good to have a man cradled between my legs. You can smell the pheromones in the air from the raw sex and desires we are releasing.

Finally, you say "Jack I want this. Try pushing in." With that you grab the cheeks of my ass and I feel you pulling me inwards.

I say "Tell me if I need to stop." And with that I try thrusting my hips forward pushing the tip of me to slip in between your folds and towards your promised land. Only to find resistance. I pop over and past, having the underside of my rod travel along your channel.

You cry out "I'm sorry."

I say "Don't worry we will keep trying. It is not like we didn't think this was going to be a little challenge. Do you need some stimulation from one of your toys to maybe get you more prepared?"

"No, I'm ready, shit my body is trembling with desire not fear." I then pull my hips back to reposition myself. You say "Let my hold you and try to keep it guided in as we try again." You grab me by the base of my shaft and rub the tip all around your vagina try to loosen the folds and get me better positioned. With your other hand you reach down and spread your vulva open some, and pushing the folds aside. That has 1/2 my mushroom capped head inside your flaps and on standby at your entrance. You pull the one hand away still holding my cock with the other trying to keep the aim positioned and say "Slowly push." You have your other hand pressing my back encouraging me to push in. I push my hips forward. I feel the full tip go in ... but no more yet. You cry "Yes, we are getting there." I try a little pump not letting much out but pushing harder on the thrust in. I feel a little more of me penetrating in now. Your pussy lips automatically envelop around me. You are as tight as I have ever felt before ... probably even tighter. I start a little rocking on you not wanting to slip out and have to start over. You feel the slight movement inside you and your glands are starting to help make the natural lubricant we need.

I slowly start a little in/out pumping. I get a little more in with each thrust. Well, not so much thrust but more of an easy push. You say "Jack I am ready ... just rip the band aid off. Pump out some and push hard and try to bury deep." With that I pull my hips back just a little and push hard and to go deep.

You gasp so I just lay still on top. I ask if "are you okay."

You reply "Just sit still a second. God that feels so good. I haven't had that hole filled in ... I can't remember when." I still have an inch or so that can go in but I am happy we have got this far. Then you say "Oh my." With just my cock buried in you ... you can feel an O ready to release through you. I feel you grab and squeeze my arm. I see your eyes go out of focus and then close. I feel you clamping down inside on my shaft. Your body tensing as the wave goes through you. I try to pump in and out but can't. Because it is way too tight. It is like the sword in the stone, it isn't going anywhere.

Finally, you recover and I can start the motion slowly. At first just small movements. Keeping myself deep inside you. Your juices are getting more plentiful allowing the thrusts to get longer and deeper as we go. I see you are getting to the edge again. Your next one is only a minute away from the first one. I cry out "Judy I see you are ready." You open your eyes and stare into mine and I am right there at the edge too, trying to maintain control. I bury deep and just let it go as control is now beyond my capability.

You feel my release. You feel the spurt shoot up to your cervix. I feel you pulsating on my cock as another wave goes through you and I keep spurting more into you. Eventually I am spent and stop thrusting. Slowly coming down from the high sensations of my climax. You also are coming back to reality, away from the ebb and flow of your orgasm. My dick is fading inside you. I go to move you say "NO just lay still I want to feel you slowly melt away." In a couple minuets my penis just slides out. You look at me and say "God I never knew how much I really missed that. Thank You. I won't forget that." We both lay back spent and in the afterglow from a very much needed (and in the case of Judy long overdue) climax.