155 – A Plan With Jack

“Why don’t we go back to mine and we’ll get some cards written out.. let’s get your mother some help” he said standing up in his little shorts.. “Ok sir.. Mummy will be so pleased and thank you for helping me, how will I ever repay you sir?” I said as we walked to his car.. “It’s my pleasure son and I’m sure we’ll find a way.. important thing is to get you started” he replied.

We got to his little flat and I have to say the old man did look fit for his age and his little shorts complimented his fitness.. I sat down on the bed while he rummaged through draws trying to find some post cards.. “Do men really pay to get sucked sir? Wow!!” I asked as he found some card.. he sat at his little desk and I could see his balls hanging out the legs, it was a nice sight actually.. I liked Jack.

“Oh trust me Mikie.. they do” he said as he found a nice thick felt tip pen.. “Right mate, what shall we put?” he said like I would know.. I wouldn’t know where to start.. “How about: Young man seeks part time work, evenings and weekends.. Anything Considered.. call Mikie on xxx xxxx” he wrote out and he explained to keep it short and simple is the best way.. “They will ask what you do, you tell them you’re happy to learn new skills and what did they have in mind.. guarantee they’ll ask if you do massage or something similar” he said as he write out half a dozen cards.. he also gave me his number which was nice of him.

“How do they look son” he asked as he held up the cards.. I got up and walked over to his desk.. “Wow sir, they look great” I said excitedly.. “I’ll put them out tomorrow for you, give you time to tell your mum and sister what’s going on so they can take messages for you” he said which I thought was really nice of him.. Jack really did like me and I loved the attention, he really was a father figure to me and helping me and advising me and paying for these adverts was really appreciated.. “How’s the hamstring” he said with a giggle as I stood in front of him, I could see his eyes directed on my bulge.. “It’s better now sir.. (I turned around).. what do you think?” I said inviting him to examine the back of my thigh.. I soon felt his warm hand run around my thigh and slipped inside slowly moving upwards to my balls which were easily accessible and I soon felt his fingers flicking my ball sac..

“Oh yes Mikie.. feels good” he said softly as he cupped and squeezed my nuts, I felt my cock growing and his hand reach through my legs grabbing the shaft through my shorts.. “Still a bit of stiffness Mikie.. (he squeezed my shaft).. but it’s good stiffness” he said softly as he lifted up my shirt and started kissing and licking the small of my back while holding my cock through my little shorts.. it sent tingles through my body and as his mouth got to the waistband I could feel him getting a grip with his teeth.. Mmm..

I felt my shorts start slipping down my arse cheeks as he tugged them with his teeth and her had to lift them over my boner at the front.. he grabbed my now fully exposed cock and with my bare arse in his face I soon felt the warmth of his tongue pushing into my crack.. damn it felt so nice, I loved everything Jack did to me and to think I could earn good money to help mum doing something I enjoy.. Wow!!

“Damn Mikie, you’ve got a lovely arse” he said excitedly as he pulled the cheek wide with his free hand exposing my darkened hole..
Jack licked arse like I’d never known and it sent spasms through my body as he got his warm tongue into my hole.. I knew he wanted to fuck me, I wanted him to fuck me and to think men paid for this.. I was living the dream..

Jack was in no hurry as he expertly ate my arsehole and gently caressed my throbbing boner and I was loving every minute of his fatherly attention.. you fucked up here daddy.. look at what you could’ve won!!!
Jack was everything my father wasn’t.. he was attentive and very caring and it showed and as he had me bent over his desk I felt him raising up behind me.. “You ok Mikie?” He asked in a caring voice.. I was more than ok.. “Oh yes sir” I gasped in anticipation as I felt his hard bellend running up and down my crack.. Oh god yes.. come on man.. I felt him pushing against my well prepared hole and was surprised at how easily he pushed inside me.. no pain just unbridled pleasure.. the table started rocking as Jack started thrusting his iron rod deeper and deeper into me.. my cock throbbed hard and I was convinced I was gonna cum.. Jack was so gentlemanly, asking if I was alright, was I enjoying it.. I was loving it and I was on the brink and I knew Jack was closing in and it was when I felt his hot cum shooting inside me that I could hold it no longer and felt my load spurting up my chest and onto his desk.. I don’t think he cared as he emptied himself into me.. every spurt sent a tingle through my body and the poor man was breathless.

I kept thinking about the money.. 30 pound was probably more than my mother earned in a week.. oh how nice it would be for her to give up her pub job..
“Sorry about the mess sir” I said as he pulled back and I straightened up, he looked at his desk and giggled.. “Ih don’t worry son, it’s not the first time nor will it be the last” he said chuckling.. “If there’s any red flags from your mother let me know and I’ll abort the mission, if not then expect calls from tomorrow.. I couldn’t thank him enough.. he was so humble.

I was excited as I walked home from Jacks, it’s only 15 minutes.. I knew I would be offered mundane jobs which was ok, Jack did say not to judge a book by its cover and even the mundane jobs could have hidden benefits..
Mum and Sam were home and were busy in the kitchen making some kind of pie for supper.. I was guessing by their mood that they’d had a good day, hopefully I won’t spoil it.. “Can I talk to you both for a second” I said sitting down still in my running gear.. I had a smile on my face so they knew it wasn’t bad.. “Sure Mikie, what’s up?” Mum said as she dusted the flour off her hands and they both sat down..

They sat there open mouthed as I told them about Jack, how we met and how nice he’s been to me.. I think they were both shell shocked to learn of my interest in men but could also see in my mothers eyes she wasn’t against my experiments.. I told them how I trusted Jacks judgement and the idea of part time work.. “I want to help out Mummy” I said as she reached out grabbing my hand.. “Wow Mikie.. you have been busy” Sam said with a giggle but I could see mum’s appreciation.. “Wow Mikie, you would do this for us?” she said smiling.

I told her that Jack would put some cards out tomorrow so expect the phone to ring.. they were great, “We’ll be your secretaries and take messages for you.. we’ll done Jack” Mummy said excited for my venture and the possibility of taking the financial strain off of her.. I didn’t tell her what kind of work I may get offered.. she didn’t need to know that..

Sam got up and walked around the table and gave me a hug.. “Thanks bro, I knew you’d come up with something.. if I can help in any way just ask.. I’m lethal with a duster” she said with a giggle.. “I’d like to thank this man Mikie.. do you have his number?” She asked and I was sceptical about handing it out but why wouldn’t I give my mother a chance to thank him for his ideas and help setting me up.. She went out to the hallway to the phone and as we sat in silence I could hear the compliments flowing, Mum thanked him for being my friend and helping, it was a short call.

“What a really nice man he is Mikie.. he likes you a lot you know.. he said he’ll go out tomorrow and place the adverts..” she said and we were all excited.. “Let’s put this pie in the oven and get cleaned up” Mother said to Sam while I sat and we all made family small talk.. Mum was happier in her little summer dress which barely covered her arse and Sam looked awesome in her tee shirt and tight little shorts.. it was back to a normal family atmosphere.

We all sat down to a lovely meal that mum and Sam cooked and I helped with the washing up and we were ready for the evening.. mum opened a bottle of wine pouring a little out for Sam and me and a big glass for her greedy self.. (we didn’t mind).. we all went to settle down.. I was about to sit down on the sofa when mum stopped me.. “You’re the man of the house Mikie.. he won’t be back.. take a seat” she said pointing to my father’s comfy chair.. “What? Really?” I gasped as I looked at the comfortable chair.. OMG I was so excited I jumped in the chair and as I sat back I dunked into it.. Wow!!

Mum and Sam looked pleased as punch.. “You look better in there than him anyway” Sam said as she noticed my balls peeping out the legs of my shorts.. I didn’t care.. I was comfortable, no wonder the old man fell asleep in it so much.
I loved the way it was situated opposite the sofa giving me ample views of their lovely legs, I think they liked the view too as I sat with my legs apart.

It was only the news and sport report on the television and mum was looking at the guide in the paper while Sam was reading her book.. “Only a couple of game shows on.. I feel overdressed looking at you two” she said standing up and going off to her bedroom, Sam looked up from her book to see me all snuggled up in the comfy chair.. “Am I allowed to come sit with you Mikie?” she asked in a shallow voice like she was scared to ask, I looked over and smiled.. “Aww Sam.. of course you can.. I’m not like daddy.. come on” I said opening my arms.. Sam jumped up excited and came over to sit on my lap.. “Aww it’s so nice” she said putting her arm around me just as mother returned.. “Aww that’s nice, I’m glad you two are so close” she said as she returned to the sofa dressed in her nighty.. Sam wiggled as she got comfortable but the knock on effect was I was starting to get aroused as I felt the softness of her arse cheeks on my lap.. she could feel my cock rising and I think mother knew what was happening.. “Fidgety are we?.. hope I get a turn Mikie”

She said with a giggle as she looked down at Sam vying for position.. she was sitting side on with her legs over the arm of the chair and my arm around her waist.. “Mmm” she sighed softly as mum again looked up from her magazine.. “Is he getting a boner again?” she asked softly looking across and seeing exactly where Sam was sitting, my bulge was right up her arse crack.. “Why don’t you two go and get your nightshirts on, you’ll be more comfortable” she added and she was right and I saw her looking at my bulging shorts and smile.. it didn’t take us long to get changed and with no underwear on there was no hiding my arousal, I sat back down and sunk into the chair and as Sam turned she backed down onto my lap, mum looked on wide eyes as my cock slid up her pussy, mum giggled and Sam gasped as I slipped my hands around her and under her nightshirt feeling her belly and exposing our private bits, Mummy looked up and smiled putting her magazine down.. “Oooh now that’s an interesting sight” she said softly as got off the sofa inching her way towards us.. “Need some help guys?” she asked excitedly as she knelt down between my outstretched legs with her hands on my bare knees..

My cock was pulsing between Sam’s legs and mother ran her hands up the insides of my thighs and cupping my balls when she got to the top, this was the first time the three of us had been together in a sexual sense and I was sure it wouldn’t be the last, “Let me help with that Mikie” she said grabbing hold of my boner.. “Lift up Sam” she added as she guided my cock head between Sam’s hanging lips.. “Mmm.. there you go” she sighed as Sam lowered herself down onto my cock with mother watching.. “Holy fuck!” she cried feeling my iron rod pushing inside her young cunt, “Now gyrate slowly” she instructed but I think Sam knew what to do as she wiggled around with my cock embedded deep inside her.

After a few seconds our mother realised that this wasn’t the first time we’d fucked, there was a chemistry between us that can’t be explained and neither of us felt uncomfortable fucking in front of mother, she was encouraging us after all..
She reached out grabbing my balls and gently squeezing as I started to thrust up into my sister, we were both getting breathless.. Mum looked on like the proud mother she was, excited to see her two offspring showing their love for each other.. this was going to be a very close family unit, just the three of us.

With mothers interaction I could feel myself about to cum and as Sam gasped at the feeling of my cum shooting into her mother helped out by squeezing my balls, she could tell by the pulsing of my cock I was losing my load and Sam’s face confirmed that.. suddenly Sam leant back on me as we both regained our breathing and mother looked up at us smiling.. “Way to go Mikie” she said clapping her hands in a playful mode.. “Right you two, time for bed.. Mikie might have a busy day tomorrow” she said helping young Sam to her feet, her legs were still wobbly.. “Goodnight Mummy” she said kissing her full on the lips, I never saw that before..

To Be Continued…