Waking up from a sound sleep I answer the phone. Immediately I sit up straight and listen to my caller’s intention. “Are you Jilly?” I recognize a distinctively southern male voice and shake off the groggy feeling when you are in the mid-REM cycle and all is right in the world. I didn’t want him to think I was sleeping in, but I was. Had a tough night with a sprinkling of insomnia which caused me to oversleep and it was nearly 10:00 am now. My shop was open and I was late to work in the basic sense of what being late is for me. I do work for myself, but I usually get it together around 8:30 am and I’m ready for Freddy or whoever wants to window shop, ask questions or needs an actual appointment. He said he was from the Northshore and had a break in his day for a massage, or what my menu option is for massage. I call it the “Half & Half Special. I have had this offering for seven years now and it perplexes me that more men do not ask for it. It is my way of offering a quick visit without offering a quick visit which brings out the scarier and more marginal prospects. With the “Half & Half,” you get a decent Swedish massage because I’m not a massage therapist, but do you need me to be? Then the other half of your fifty-minute session is up to you. We can go for it. Or, you can just have a happy ending. I think it’s a bargain and the clients who have selected this sensual exchange have been lovely guys. Quick visits can be tricky in my experience. I remember in the past that when a quick visit guy arrives and takes off his clothes it can go two ways. He is either very noncommittal or barely looks at me. Or, he proceeds to sort of take over the situation and begins groping me even though it’s merely a massage. Lots of “if you want to upgrade you will have to pay for that” and “please don’t finger me so roughly” are the name of the game for some gentlemen who took advantage of the times I did offer a quick visit in my torrid past. Some quick-visit gentlemen are not gentle by any stretch of my imagination and I’ve felt maybe a little more violated than I would have liked to feel after they zip their pants and walk out of my door. So, I came up with my little system to weed out the more feral of men and it seems that it had to do with price more than anything. My caller said he would like to come within the hour and I told him I would be ready for him. I bounded off of my bed and tip-toed on the cold hardwood floors to my bathroom. It’s been so damn chilly lately in this old house it feels like a meat locker. After I wash my face, apply makeup, and brush my teeth I throw on a blousy thick cable knit sweater with panties and my fluffy knee socks. I decide it’s too cold for lingerie today and make my way downstairs to turn up the heat and do what I can to warm up before my client shows up for his sexy escape. The cat mews her good morning and asks for her breakfast. I comply. I then escort her to the door. She says goodbye and thrusts herself forward, but pauses sniffing the air outside as I hold it open for her. “Come on Ella.” I plead. “I have to get to work now and I’ll see you later.” And with that, she moves from the doorway onto the porch. I remember that I needed to pull the massage table out from the back of my downstairs bedroom door and set it up in the living room because it’s the coziest and warmest for playtime, but I haven’t had any go juice, meaning hot tea. Putting the kettle on I decide to not eat and wait for lunch because he’s coming soon and I will eat within the hour. It’s just a fifty-minute session. A little hot tea with a splash of milk and a spoonful of raw sugar will get me through. I always hate to eat before a date because if I get too full I feel like a tick and then it will be harder to suck a new cock or have someone bounce on top of me. I’ve never met this one before and sometimes on the phone, they sound too good to be true. I’m fairly sure that the man coming in the door is as familiar as any local guy I went to high school with. I laugh quietly as I sip my tea thinking “Is this the moment I meet a boy who sat behind me in English? It hasn’t happened yet by some miracle and by the sound of him he’s probably from the Covington area and I don’t know as many from St. Tammany parish as I do my home parish. In my haste, I realize I haven’t put a sheet on the massage table and make a dash for the stairs to where my laundry room is. Sheet in hand and coming back downstairs now I spread it out onto my massage table and grab my phone. Should I play that chakra healing music for this session or just some cool jazz in the background? I’m sure he won’t care, but I do want to set a nice mood, help him depart for a while, and stay true to my excellent work ethic. I care about my presentation. For this, I’m eternally grateful because I have a lot of repeat business and I can’t help but think it has a lot to do with good service. I’m an older mature MILF now and I want to make a good impression in case he wants to come back again some sweet day. Every little touch matters. I decide to play the chakra healing tones on my Spotify playlist quietly in the background. God knows I need my chakras cleared and maybe he does too. I light a candle and sip tea waiting for my client. He texts me that he’s here and I tell him I’ll meet him at the door. As he walks into my foyer he greets me with a shy, but giggly “hello” and the peach fuzz standing up on my spine relaxes. He stands about 5’8 and has a small to average build. His hair is sandy blonde and cropped short just like his momma used to cut it. I assume. Ooh wee! This is so easy it ought to be illegal. We make a few pleasantries and I tell him where he can put his clothes and where the bathroom is. I catch him looking at my legs which are the only things visible, peeking out from my big warm sweater telling only half the tale to where they lead. That is if he is bold enough to explore me. I smile sweetly at him and I’m satisfied that he’s at this point, mildly turned on if not intrigued. He looks at me and says “I’ve never done anything like this before.” I tell him to rest easy and that he’s in good hands as I motion towards the massage table. I tell him to lie face down and he positions himself on the table. I take off my sweater standing there now only in my panties and knee socks. I think I look pretty hot today considering how quickly I threw myself together for him. Soon enough he’ll see my naked, freckled body all natural. I begin by massaging his shoulders back and spine. I tell him to take a few deep breaths and that this time is for him and what happens is entirely up to him. He smells like a nice guy. I like the way his skin feels as I knead his muscles from the nape of his neck, down toward his lower back, ass cheeks, and legs. I want to fuck him. He’s got a nice cock and while it isn’t the biggest I’ve seen I like watching as it grows under his sack which is visible as I part his legs with my hands. Mercy! I do want to put that cock deep into my throat and hopefully, he will become so turned on he will begin groping my legs and ass which will eventually lead to him standing up and fucking me off of the side of the table. I’m giddy with the possibilities. He is shy, and I have to tell him it’s okay if he wants to touch my legs, breasts, or tummy as those are all he can reach. Slowly he begins to squeeze my ass and we talk briefly about what he does and why he’s off work at this moment in time and why he’s far away from his safer utopia on the other side of the pond. I’ve always affectionately called the Northshore the other side of the pond. He keeps growing larger and I cup it all in my hands. He lifts his hips slightly and continues to let me fondle his balls and nether regions seductively. I can tell that his fuzzy little sack is filling up. At this point, he rolls over and begins sucking my nipples as I am now leaning over his head. Dropping a tit into his mouth I feel how scratchy his stubble is on my tender areola, but I decide to just go with it and see where he wants this all to lead. I move towards his torso and begin rubbing his nipples and squeezing his sack in alternate motions. His cock is thick and hard and so ready for my mouth, but we have time and I don’t want to rush him. I continue kneading his hips and sack and legs waiting for his cue to wrap my lips around his cock or prepare to get him off with my hand. It’s now that I realize from the look on his face and his hesitation in touching me that he’s looking for the happy ending and he won’t be pounding me, but I’ll get to suck his great big throbber soon enough and that will do me good. I bring my tits close to his mouth again and he sucks them and half-heartedly licks my nipples. He’s ready for the finale. I crawl up onto the table in between his legs. I hold my breasts in my hands while kneeling before him on my knees. If he isn’t ready then I don’t know what else I can offer him. The message I’m conveying is “You can have it all if you want it.” As I move in and take his cock into my right hand he stops me and requests “Can you put a condom on me?” I raise my head and without hesitation, I say “Of course.” The relief on his face is somewhat disheartening, but it is his time and he can do whatever he wants or doesn’t want to do with the whore he’s already paid for. I climb off of the table and pick up the condom I had waiting for what I thought may be a sexy pounding. Sometimes I wonder what is going through the mind of the man who is afraid to be sucked off the usual way. Perhaps his daddy told him when he was younger it was okay to see a fancy lady, but just remember to wear a rubber because you never know. I cover up his now fading cock because the condom has given him a case of shrinkage. I blow him hard in an attempt to revive his deflating and less sensitive, covered cock until he sputters, wheezes, and exhales. As he composes himself I dismount off of the table and take a tissue from the box on my coffee table. Wiping lube out of my mouth with the tissue I ask “How was that?” He just nods his head up and down as he continues catching his breath. I’m not sure, but this might be the hottest thing he has ever done. He was here for the experience and it might have taken a lot of courage to call and show. I can respect that. Some men never make it any farther than that initial text of “Is this Jilly?” I can’t decide if they are playing or actually this inept, but they never call and that’s a shame. I watch him dress and help him to the door. That only took twenty minutes and I am in a different mood now than when I was before he came. I think about having something to eat, but I feel a twitch in my pussy and head towards my Jilly room looking for my vibrator and favorite dildo. Yeah. I’m going to have to rub one out before I begin my day.
Have a Jilly day!
