Massage with a suprise!

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Being single during lockdown was a nightmare, months on end of sitting in the house every night with nothing more than my whatsapp to small talk with friends and colleagues to pass the evenings. Thankfully I was able to keep working all throughout lockdown being a “key worker” but working in an office full of middle aged women who’s main  conversation was sex really did nothing to help my frustrations. It had been a month before lockdown since I’d had sex and 3 months into lockdown made 4 months without sex and I was really starting to suffer! Thankfully in late June lockdown began to ease and after months of wanking myself silly every night after work I was ready for some real action with a real woman!

Now as I said, I’d been spending 10 hours a day listening to 5 women in their mid to late 50s chatting relentlessly all day every day and as there was no corrie or eastenders etc or neighbours to gossip about they seemed to focus their attention on sex. They had spent hours on end talking about how much or how little they’d been having with their husbands, how drunk they’d been each night with nothing else to do and how they’d crossed some lines they never wondered they would. I used to go home at night with these stories ringing in my ears and after a few weeks I started to picture the scenes they’d discussed whilst I played with myself,  even though I’d never been especially attracted to any of them I started to imagine me doing the things they had described their oversexed husbands doing.

I’d all the time had the older woman fantasy as a teenager but I’d never been lucky enough to carry it out, mostly due to being in a relationship from being 19 to 25  but also due to just being a bit shy and never really daring to approach anyone outside of my age range in fear of ridicule by an older lady.  Now after listening to this all summer and making myself cum several times thinking about it I decided to try and finally live it out. I looked about at the contact sites online but soon realised that was most definitely a sellers market and it would be very difficult to meet anybody I was attracted to from there. I was starting to get a bit disheartened and considered getting in touch with my ex or a couple of the girls I’d seen casually since being single to relieve my frustrations….until I found a different website, Adult Work. A whole network of local and very attractive escorts of all ages. I’d never been with an escort before,  I considered it strongly in Amsterdam on a lads holiday a couple of years ago whilst walking the red light zone but ultimatly I bottled it.  I had a look through the ladies on Adult Work and soon found myself setting the age filters to 50-65 to try and discover the perfect woman to finally play that fantasy out.  I soon found her, a 60 year old dark haired, shapely woman with fantastic firm boobs, a perfect large but sexy backside and a tremendous tan who went by the name of Karen. Her face was blurred out as was quite ordinary on the site, i dont suppose the ladies would appreciate  being recognised by friends and colleagues…or strangers in Tesco!  Her user account mentioned that she worked from an apartment not far from me, a 20 minute or so drive and was experienced with nervous first timers which of course was perfect for me. I soon found myself sending her a text asking if she would be interested in meeting a few days later, she replied instantly with a quite blunt reply of “when would you like to meet and for how long?” I suppose these ladies get a lot of contact from horny guys looking to get a cheap text thrill so I wasn’t too put off by the abrupt response. I replied and said I’d like to meet two days later for 30 mins (after 4 months of no sex it probably wouldn’t take much longer than that!) And she replied to say that she would be free at Lunchtime that day and would be happy to meet for half an hour. She gave me a postcode and told me to text her again once I’d arrived at the postcode for the apartment number.  The next 2 days dragged by as I was nervously anticipating the meet. I decided not to masturbate at all in the create up so I could really let my frustrations go when I met Karen. At last the morning came, I’d booked the day off work so i woke at 9am and had some breakfast whilst thinking about what would happen later that morning. I showered and basically as soon  as I took my clothes off to get in the shower my cock became erect and it stayed that way all morning! I got out of the shower, dried off and selected a nice new pair of tight boxers, some new white socks, Jeans and a plain t-shirt. It was now 45 mins before meet time and it was a 20 minute drive so I decided to leave a little early to allow for traffic and also to give myself sometime to settle my nerves in the car when I arrived at the postcode before i texted to say I’d arrived. The drive was easy and i was soon on the road, it was quite an affluent area, lovely detached houses and tree lined streets with a large building at the end of the road that looked like a former social club or the like converted into a few upmarket apartments. I assumed they would be where I was going so I nervously pulled out my phone, hands shaking a little and sent a text to Karen “I’ve arrived, I assume its the apartments with the wrought iron fencing?”  My phone beeped seconds later “Fantastic, I’m just finishing getting ready, give me 5 minutes and pull into the carpark, come to the front door and push the buzzer for No.7”. A much more personal text than the previous 2. This was it, no turning back now!

I waited a couple of minutes and looked about at the houses and fancy cars on the street and then pulled in as instructed, got out of the car and, with legs like jelly, walked to the door. It was a large glass door which I could see a staircase and a well maintained lobby through…and there was the bell panel….No.7 stood out like it was in bright red and the others were grey to me. I pushed it and held my breath.  A sultry voice answered after a couple of seconds “Up the stairs, first on the left” and with that the door buzzed. That voice, sounded so sexy, my heart raced and my head spun a little. I opened the door, made my way up the stairs and there it was No.7. I stood in front of the door and took a deep breath. Knock Knock.

The door opened and both I and “Karen” recieved the shock of our lives. Stood behind the door, in a black negligee with matching black stockings and suspenders to match and a pair of heels was my mums older sister, my Auntie Susan. 

“Oh fucking hell” Susan said with eyes like a deer in the headlights. I’d never heard Susan swear before, she all the time came across as the picture of elegance. “Oh god” I said open mouthed, I didn’t know what to do, should I just turn and walk (run) away and pretend this never happened. I was frozen to the spot in shock.  “Get in here for gods sake” Susan said snappily and reached out to pull me in, closing the door behind me.  “Go in there” she said pointing me at a door. I opened and entered, it was a large bedroom with a king sized bed in the middle with a towel layed out across, soft music playing and massage oils and the like on the night stand. “What the bloody hell are you doing here Steven?” I heard from behind me,  I turned to see my Auntie Susan hastily putting on a dressing gown to cover herself from her sisters son. “Oh my god!” I said again, about all I could get out at this point. “I had no idea Auntie Susan, I wouldn’t have come if I’d recognised it was you! God, I’ve got so many questions! Who’se flat is this? Does Mum know? How long have you been doing this??”  Susan looked at me “That’s my business Steven, not yours” she said quite sternly. She’d never spoken to me like that before,  she’d all the time been very affectionate to me, were we all the time close yet now she was talking to me like i was a nosey stranger….or customer, rather than a  nephew.  Now obviously after all this shock and suprise the erection that I’d been carrying in my boxers since my shower this morning had long since gone. I will admit that as a teenager Auntie Susan had been In my head more than once during adolescent wank sessions, she was all the time an attractive classy lady and dressed the part, I found myself staring at her sumptuous boobs at family occasions etc more than once and I’m almost certain she had caught me more than once, teenagers aren’t known for their subtlety!  That is as far as it would ever go though, as an adult in his late 20’s the wondered of actually going through with such a thing seemed absurd and wasn’t even a consideration

“Right, well, bloody hell Steven, what do we do about this situation now?” Susan asked. “Well obviously I’m not going to say anything to anyone and I assume you won’t either! I suppose we just go on with our lives and pretend this never happened! I’m as embarrassed by this as you are!” I told her. “Well, you might as well stay for a cup of tea at least” she offered “I haven’t seen you since lockdown” she was right, it had been nearly 5 months and I had missed her business. I agreed to and she made tea, we sat in the kitchen and we chatted, she was not forthcoming about what had led her to escorting, who’s apartment we were in etc and I didn’t want to ask after the last telling off she had given me. Instead we talked about what had brought me to her door today,  i felt quite relaxed about it now, the cat was out of the bag, so I layed it all out. The lack of sex due to lockdown, the older women at work giving me a consistent erection, the fantasy and how I’d been trying to live it out and this seemed like the answer.

“Well I’m sorry your auntie cock blocked you Steven” Susan said with a chuckle. Hearing her say the word “cock” was again a enormous shock!  “I feel a bit guilty now” she told me “you’ve obviously had a rough time and I’ve inadvertently got in your way, maybe I could do something to make your day not a total write off?” I must have looked shocked when she said that because she instantly said “Not that you little pervert” and laughed. “I have a few friends in this industry,  I could see if anyone is available for you, they’re about my age and attractive, I could sort something out I’m sure and I’ll leave you with the apartment for a bit and go for a walk”  Nervously I agreed, I figured out I didn’t have much to lose now, my auntie already knew I was trying to get laid today…I might as well get what I’ve been waiting ages for. “Go on then, god I didn’t think today would work out like this!” She went to her bag and pulled out her phone “I’ll ring a couple of people, I won’t  be telling them you are my nephew so don’t you tell them, I’ll just tell them i need a stand in as I’m not feeling well and there’s a young client on the way”  and she started dialling. No answer from the first number, the second answered but was already working with a full diary that day, the third though was a success! They had a quick chat and that was it, she was on her way! “Right” Susan said, “That’s that. She’s on her way. Her name is Pat, although she goes by “Chrissy” She’s 59, curvy with big tits and a hairy but tidy fanny, she’ll give you a good time!  Oh and Steven, we won’t EVER be mentioning any of this to your mum. EVER!

“Chrissy will  be here in 30 minutes” Susan told me “Go and jump in the shower in the ensuite of the bedroom, get dried off and wait in there for her, when she arrives I’ll get dressed properly and go and have a walk for half an hour, I expect you to be a perfect gentleman to her, she’s a friend of mine and I’ve recommended you!” Susan told me and with that she took me back into the bedroom and showed me there the towels were and how the shower worked. Susan walked out leaving the bathroom door open and I stripped down and jumped in the shower for a quick rinse, I’d already had one before leaving home but I didn’t want another telling off from Auntie Susan so I went along with her wishes! As I was in the shower I could hear Susan was still in the bedroom, she seemed to be talking, i wondered maybe her friend had arrived early so I quickly rinsed off the shower gel and turned off the shower, I could hear better now and soon realised she was on the phone, I heard her say “Bloody hell Pat, he’s in the shower, what am I supposed to do now?”and a couple of seconds later “Right, OK.  Ring me later and let me know you’re OK”. I’d got the idea, “Chrissy” wasn’t coming, I’ll admit to being partly disappointed and partly relieved,  this morning had turned out to be a lot more eventful than I had planned! I wrapped a towel round my waist and went back to the bedroom. Auntie Susan was sat on the bed. “Bad news I’m afraid,  Chrissy has been rear ended on her way here, she’s OK but they’re waiting for the police and breakdown truck so she can’t make it. I’m out of ideas I’m afraid, the girls i have tried are the only ones I know that are what you are looking for”  she told me.  “It’s turned out to be quite a morning” I said laughing. “I suppose I’ll get dressed and get out of your way then, I don’t want to take up anymore of your day, I’m sure you’re got….erm…plans” I felt a bit awkward thinking that other guys would be coming over soon to have sex with my Auntie but i wondered having seen her in her neglige earlier that they were in for quite a treat. I could still see bits if it poking out of her gown and her black stockings she still had on. I felt my cock stir under my towel a bit thinking of that and I felt a little flushed. “No rush” Susan said “You were my last visitor  before my lunch break, you may as well stay and have a sandwich or something” that was Auntie Susan, all the time trying to feed me!  “I feel a bit mean denying you your experience this morning” she said. “I’ll tell you what, if you don’t find it too strange I’ll give you a nice massage and maybe that will release a bit of tension, then we can have a  it of lunch and you can push off and leave me to my afternoon?” I was quite turned on by the wondered of a massage from Auntie Susan, the woman who had featured in many a masturbatory fantasy in my younger days, plus i did all the time enjoy a rub down from my ex girlfriend. I wondered it would be a nice experience, nice massage plus I’d get to feel Auntie Susan’s hands on my body without it being too weird and Game of Thrones esque.  “Ok then!” I replied, realising as I spoke that I sounded a bit too willing. “Easy tiger!” Auntie susan said laughing, “it’s just a massage!” I must have gone a bit red at that as she laughed again and said “lie down on the bed on your front, put a dry towel across your waist and I’ll be back in a minute” and with that she left. I got a fresh towel and lay on the bed as instructed and waited. About 2 minutes later Susan came back in minus her robe and was now back to the neglige and stockings “Hope you don’t mind, that robe is a bit constricting and I’ll be moving about, I can go and put my lounge clothing on if you like?” She said, probably knowing full well that i certainly didn’t want her to do that, as I said earlier she’d caught me several times eyeing her up at family occasions when she’d wear her low cut dresses and the like. The tease. “No its fine” I said. “OK put your head down” she told me “And Steven, we wont EVER be discussing this with your mum!” and with that she put her oiled hands on my shoulders. Her touch was electric, I felt a lightening bolt run down my spine and into my beginning to stiffen cock. The hairs all across my body stood on end and I must have let out a shudder because Susan said “Sorry, are my hands cold?”  “No, fine, just a bit of a shock”  I replied, trying not to let on how turned on I was.  As she moved down from my shoulders to my back we made idle chat about anything we could think of that didn’t refer to us being related. It took me a couple of minutes but I finally got the nerve onto the situation Auntie Susan was in “If you don’t mind, can I ask how long you’ve been doing this for? I’m amazed nobody in the family ever found out” “I do mind” Susan snapped “it’s not something I’m willing to talk about whilst you’re on my bed! Maybe another time”. I pushed it a bit, “I suppose it explains why you never married, i thought you were some sort of nun when I was a kid!” I said, tongue in cheek. I pushed her too far clearly as with that she whipped off my towel covering my bum and slapped me hard on the bumcheek, I was very shocked and I recoiled a bit but I soon started to enjoy the warm feeling her hand left. “STEVEN, STOP ASKING OR YOU’LL GET ANOTHER” She said firmly “This massage will turn into a spanking very quickly”.  I very much liked the wondered of that but the wondered of it was soon forgotten when I realised that my bare backside was now on full display to my Auntie Susan, in fact I was entirely naked and sporting quite a large erection below me which thankfully she couldn’t see.  I apologised for prying and agreed not to ask anymore. She continued with the message but didn’t replace the towel and I noticed that I didn’t ask her to!  She had reached the bottom of my back and went down to my legs skipping my bare bum. She put her hand on the inside of my left leg and pushed it a little to prompt me to part them so she could massage my inner legs, I was pretty certain that my balls were now on display from behind and that was confirmed when  i felt the back of her hand brush against my exposed scrotum. “Oops sorry” she said quietly “it’s not supposed to be that kind of massage”  Since she had removed the towel and reprimanded me the chat had stopped and it was now a silent massage, I wasnt sure if I’d annoyed her or if she was just letting me relax and enjoy the massage but I decided to stay quiet for a while and leave the ball in her court. She massaged both legs down to my ankles and stopped  for a few seconds, I had my face buried in the pillow so couldn’t tell what was going on. I looked back over my shoulder to see her standing at the end of the bed wiping her hands on the towel that once covered my bum and staring at me. “Everything OK?” she asked? “Just fine” I said, “that was lovely, I feel much more relaxed and de-stressed now! Thank you”  “Good” she replied “and It didn’t feel too strange for you?” It did little but in a good way but there was no way I was admitting that to her. “No, not at all, it’s not the first massage I’ve been given by somebody I wasn’t in a relationship with, I used to have them with my ex in a couples spa retreat and the like” I told her. “Good, I’m glad you could get something out of this crazy morning! Now, you can get yourself up and I’ll leave you to shower and do whatever else you need to and I’ll make us a sandwich”  she said “whatever else?” I enquired laughing. “I don’t know, you might need to relieve yourself of your frustrations!” she said “I’m sure you must have some given what you came for!”  She was right, I still had a fully erect cock which had been throbbing for sometime but I planned on being a gentleman and waiting until I got home “or you can roll over and I’ll do your front for you as well if you want me to?” I’m glad I was still facing down as my mouth dropped open and my already solid cock seemed to extend an inch! Do I dare? Am I really gonna roll over and expose my extremely erect penis to my Auntie? I wondered. She broke my pattern of wondered by saying “No funny business though young man! And cover yourself with the towel”  which she tossed across the room at me before going into the ensuite. I quickly rolled over and covered myself up, I put my hand around my cock and it felt like I would explode at any second. I said a quick prayer to god that she didn’t just happen to brush her hand over me leading me to empty my load all over myself, that would be a shame i could never live down, even after all of the weirdness of the morning.

A minute or so passed, I heard the toilet flush, the sink run and out came Auntie Susan, still in her black lacy neglige and stockings. I hadn’t noticed before but her nipples were quite clearly on display through it and were very hard. It didn’t seem very cold in the room, was she enjoying this too? “Right then” she said “let’s crack on” and she rubbed more oil over her hands and poured some on my chest.  She leaned over me to rub my shoulders and chest, her boobs mere inches from my face. She worked her way down, I noticed that when I was on my back we were very chatty but now it had gone very quiet, not cold or awkward, it was almost as though she was focused on doing a good job. She got to the towel covered area and giggled “i think we’d best skip the happy ending today!” And moved onto my legs, once again I was a mix of relieved and disappointed,  a very strange mix of emotions. She moved up and down my legs and had clearly noticed the very obvious outline of my erect cock in the towel, her hands went up the towel to my inner thighs and again she brushed against my testicles. I shivered a little and my cock twitched, moving under the towel. Her eyes were fixed on the very obvious outline under the towel. “Sorry, are you uncomfortable with this? We can probably call it a day now?” She asked “No, I’m ok, it’s nice and relaxing, it’s just a little overwhelming but I’m comfortable. Obviously though I’m having the obvious reaction though, I can’t help it!” I said laughing awkwardly, my eyes closed now trying as hard as I could not to shoot my load into the towel, i was so turned on. “If you’re not comfortable though you can stop” I added. “Yours is obviously not the first erect penis I’ve seen Steven!” She said and to my extreme shock she traced her finger up my hard shaft to the tip and then back down to my balls. I lifted my head up shocked and her eyes met mine “too much?” She asked. “Just unexpected” I replied. She went quiet for a second whilst moving her gaze back down to my cock and then the ultimate shock came “if you like I’ll relieve you? I assume you’re going to have to do it yourself before you leave”   I didn’t know what to say, I really wanted her too but I didn’t want to say yes, I was still in the strange mix of emotions of being hugely turned on by an attractive older woman in her neglige rubbing her oily hands all over me and now offering to bring me to orgasm but also acutely aware that she was my Mums sister, a woman I’ve known all my life as my Auntie. “It’s up to you” I said, in a major cop out “No Steven” she replied quite abruptly again “I’m happy to do it but it needs to be your choice. If you’re uncomfortable with it just say so, i won’t be offended but if you’re just shy then just lie back and relax and let me handle it” I did exactly that, I put my head back and closed  my eyes and she quietly and seductively said “OK then” and with that she slowly pulled the towel down and discarded it exposing my rock solid cock to her eyes for the first time.  Now, when I was about 17 I realised that my cock was a bit bigger than average, not giant but bigger than the ones i saw in the changing rooms of the gym and football club. I measured it when I realised this and a quick internet search told me that at 8 inches i was considered well endowed but being with 1 girl for the majority of my adult life I’d never really been told that by a woman until I became single, the few that had seen it since were all pleasantly suprised when they first saw or felt it and that all the time gave me a nice ego boost as I’m not an overly confident or full of myself  to ever brag about such things.
“Bloody hell, I was not expecting that” Susan said with a laugh. I looked up and she was smiling and staring at my cock. She looked at me with a sexy grin as she oiled up her hands again, only this time I noticed she had swapped the massage oil for a durex tingle lube gel, I’d used this before with my ex and all the time enjoyed it.  She squirted a few drops on my cock and the familiar cold feeling shot through me, i hadn’t felt that in a while, nor had I felt a hand wrapped around me and here that came as well, Susan maintained eye contact with me as she gripped with a tight squeeze. “Steven” she said “We wont being telling ANYONE” about this, never mind just my sister, OK?” quite abruptly. I really enjoyed her being quite stern with me, i was under her control and after the smack on the bum earlier it had become quite clear who was in charge here. “Of course not” I replied and with that the most unexpected hand job of my life began.

My Auntie started slowly rolling my foreskin back and forth over the head of my very hard cock, I knew this wouldn’t last long and I intended to enjoy ever second of it while it did, I lay back again and closed my eyes and did everything in my power not to just empty myself all over her hands instantly. The gel tingled and her hand squeezed tightly around as she slowly moved up and down. “I’ll take it slow” she whispered “I’ve got a feeling it won’t take long if i went any faster will it?” She was right and I told her “god no, probably a few seconds!”  “How long has it been since somebody else made you cum?” She asked. I couldn’t believe my Auntie was asking me such questions but I couldn’t believe any of today had happened so that wasnt a new feeling “4 months” i told her. “God, and how long since you made yourself cum?” She asked “2 days” I told her, a bit embarrassed. “Well, you should go off like a geyser then if you’re that backed up, I’ll have to make sure it doesn’t get in my hair!” She said laughing. “Let’s stretch it out a little and see how much of an explosion we can make, lie back, close your eyes and enjoy” and with that a
I did.

She slowed her pace on my cock right down, now just  very slowly rolling my foreskin back and over the head of my cock whilst changing her grip from tight to loose and back again, up and down she went whilst softly moaning a little. “You really have a great cock Steven, nicely sized and lovely to look at, I’ll bet you’ve made some girls very happy with this in your time haven’t you” she said. I just giggled a little and said thanks. She continued wanking me and moaning softly, I opened my eyes and looked up a little to see her with her head back and her right hand in her knickers! My Auntie, whilst wanking my hard cock, was playing with herself, “Well” i wondered, “that answers my question of whether she was enjoying it or not!”  She noticed me looking, took her hand out of her knickers and wrapped it around my cock, her juices now on my cock, and placed her hand that was previously gripping me into her knickers.  This was all too much for me and as hot as it was to see her touching herself and her hand in my cock i was gonna lose control any second and I wanted this to last a bit longer so I closed my eyes again and put my head back. She upped the pace a little and I heard her breathing speed up and her moans increase a little, after a minute or so of holding back I opened my eyes, and her hand was now inside her top pinching her own nipple, her eyes closed and head back. This was it, i felt the familiar  create up, I had seconds left.

“Oh god Auntie Susan, I’m very close” i said, she stayed silent, other than moving her hand back into her knickers and her own moans and sped up her strokes on my cock “OH MY GOD” I shouted, loudly and the 2 days worth of backed up thick laces of cum spurted from my throbbing cock over her hand and onto my chest, it kept coming, one rope after the other.   She tightened her grip, squeezing hard now and to my massive suprise began to orgasm herself, biting her lip and seemingly holding back her screams for her sisters son, head tipped back, eyes tightly closed and emitting a low growl with the odd “oh fuck” thrown in, she seemed to be hit with wave on wave for a good minute amd she held my now softening and dripping  cock in her hand.

It came to an end and in a flash she opened her eyes, gave me a smile and a wink, reached for the discarded towel to wipe her hands, one covered in my cum, one covered on hers and dropped it over my soft cock. “Clean yourself up, take a shower if you like and come through and have that sandwich, there’s a good boy” she said  and she walked to the door in her lingerie like it had never happened. She turned at the door to face me as I was wiping the cum from my chest “Steven, we will NEVER be speaking of any of what happened today again, there is zero chance of a repeat, I’m back to being your Auntie again as soon as you leave this room, do you understand?” She said, firmly but affectionately “of course Auntie Susan” I responded….and she left. I had yet another quick shower, dressed and went through to thr living room, she was sat on the sofa now back in her robe with sandwiches and tea on the coffee table, we ate and drank and chatted like ordinary before she told me it was time to run along
As she had business coming and with that I hugged her, told her it was lovely to see her, as if she wasn’t making me cum 10 minutes earlier and left.

I’ve of course seen her a lot since then and we’ve never even hinted at what happened on that very bizarre afternoon, but I have noticed since that her hugs are now just that bit tighter and her kisses on the cheek linger just a second longer.

NSFW: yes

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