Hi and thanks for reading. Part one provides more background to Max and Jean, so start there if you haven't already done so.
As always, all sex is between those over the age of 18 and is consensual.
I hope you enjoy and welcome any feedback, thanks.
...............................................................................
"Take the plug out of my arse and slide your big cock in there Max!"
Jean and I had been sleeping together for about a month now and this was the first time she'd asked me to fuck her arse. I was truly surprised at the naughty and downright filthy side of my older lover, but certainly not complaining!
Jean was on her bed, with her legs spread wide, dressed in her usual black stockings and heels, her big tits hanging slightly to the side, nipples pointing skyward. Shaven pussy, glistening wet after the hard shafting I'd just given it.
I did as I was bid, slid the plug out of Jeans arse with a pop and lined the head of my cock up with her puckered little arse hole. I wasn't sure if the fat head of my phallus would fit inside her, it looked huge compared to her tiny hole, but Jean wiggled her arse at me, egging me on.
So I pushed gently, my fat head feeling the resistance of her tight ring, then it slipped in. Fuck she was tight!
Jeans eyes widened as I nestled inside her bum, I just stopped and let her get used to me. Jean wasn't the first lady I'd fucked in the arse, I knew that you didn't just slam it in and start pounding away, not that I was an anal expert.
After a few seconds, I sensed Jean relax around me, I reached forward, grasped her nipples in my hands and began to move. I knew that Jean loved having her nipples pinched while being fucked, so I kept a firm grip on them and slid in and out slowly.
Jeans eyes rolled in her head as I began to pick up speed, my hard cock pistoning in and then out of her brown hole. Fuck it was tight!
"Wait, stop!" Jean almost shouted at me. I stopped immediately. Had I hurt her? What was wrong? All these thoughts flew around my head.
"Are you ok Jean? Have I hurt you?" I asked.
"Hell no" she chuckled, "I just want you to fuck my arse doggy is all, love seeing myself in the mirror as you ride me Max."
Jean scrambled to her knees in front of me and gave me a perfect view of her puckered arse and dripping pussy. I have no idea what possessed me or why I did it, but instead of sliding my cock back inside her, I leant forward and stuck my tongue straight up her arse.
Jean squirmed back into my face as soon as she realised what was going on, mashing her arse into my face. I alternated between licking her arse and pussy, sticking my tongue as far as possible inside each orifice, before swapping to the other and tongue fucking Jean for all I was worth.
After 2 minutes or so, Jean became impatient and asked me to get my cock back inside her. Feeling devilish, I slide myself straight into her pussy, balls slapping her clit as I banged her deep, then I took myself out of her sopping hole and slid, unceremoniously straight into her arse. I could see her face in the mirror on her dressing table. Her mouth wide open in an O as I slammed my fat cock deep inside he arsehole, 'Fuck Max, that's deep!' she exclaimed, 'now give it to me and don't stop!'
I gripped her hips and fucked her, long deep strokes, my cock stretching her arse wider with each thrust. Her big tits swinging wildly as my hips collided with her bum.
There was no way that I was going to last for too long in her tight arse, I could already feel that familiar feeling beginning to stir deep in my balls.
Thankfully Jean, was in the same position as me and started to growl as her orgasm began to wash over her. Seconds later she went wild on my cock and I had to hold on for dear life as I fucked her arse. A gush of sweet pussy juice sprayed out all over my balls as she squirted all over them, my cock still hammering away at her tight arse.
'Go on Max, come in my arse, you dirty fucker' Jean screamed, 'squirt your cum deep in me, fucking do it!' Jeans filthy mouth threw me over the edge and I began to come, ropes of thick come squirting deep in her arse, my come coated balls slapping against her puffy cunt.
Reams of my cum, plastered the inside of Jeans tight arse, as I pumped mercilessly away at her. Four, five, six, seven jets of my come squirted deep in her arse before I was spent.
Pulling my softening cock out, I looked up to see Jean grinning from ear to ear, a sheen of sweat on her forehead after our exertions.
"Damn, that was good Max, I loved you shooting up my arse!" she said, "always makes me feel extra naughty, having my arse banged like that."
Smiling, I replied, "So I see, don't think I've ever seen anyone like her arse fucked like you before!"
"Oh you have no idea, how slutty and horny it makes me Max, I love it!"
Half an hour later, we'd both cleaned up and were sat sharing a drink downstairs in the kitchen as if nothing had happened upstairs just a short while ago.
Jean looked a little fidgety as she played with her glass. "Something on your mind?" I asked.
"Well, you know Shelia, my friend you met at the pub?" I nodded affirmatively.
"I told her about us the other day" Jean carried on, "and well she was wondering if you would be willing to spend some time with her too?"
"Err, do you mean what I think you mean?" I enquired.
"Actually yes, we used to visit clubs together as a foursome when we were both with our husbands" Jean said almost shyly, "we swapped and also played with others too while we were there." Jean emphasised clubs and played, by using her fingers in the age old inverted commas style.
She went on, "Since I told her about you and me, she's keen to have some of what I've been having and asked me to ask you. So what do you think?"
"Well I'm flattered for one thing Jean," I replied "Sheila's an attractive lady, but would you be ok with it? I mean, I don't want to jeopardise what we have by fucking someone else."
"I'm fine with it Max", she replied immediately, "but I'd be there at the same time, so I'd be actively involved in anything going on, a threesome if you like?"
"I've never had a threesome before, but I guess like most, it's always been a fantasy of mine." Max stated.
"So, you'll do it then? You'll fuck Shelia?." Jean asked.
"Possibly, but only if you're there and ok with it Jean, I'm not risking upsetting you for anything at all!" Max replied.
"Look if I'm honest, it was my idea", Jean said looking me in the eye. "She hasn't had anyone since her divorce and well, I kind of offered her your services, on the condition that I was there too, just like old times for us both."
"What if I'd said no? I asked.
"Well she'd have carried on going without" came the reply.
"Ok, just one last time, are you sure Jean?" I asked.
"Positive Max, besides, I've always enjoyed watching Sheila getting fucked, she really let's herself go!" she chuckled.
I simply said, "Tell you what, can I think about it? It's something I've always wanted, but I'm aware the fantasy doesn't always live up to the reality. "
Jean nodded, "Take all the time you need Max, no rush."
I left that night, with my mind in a whirl. I knew Jean had her kinks and was quite open, but fucking both her and her friend was something I'd never considered and now it was a distinct possibility.
I didn't see Jean for a few day's and she'd left me alone, other than the odd text to say hi. I still wasn't sure if fucking her friend was a good idea, the idea appealed, of course it did, but I didn't want to ruin things with Jean, even if we weren't going steady, so to speak.
Before I knew it, it was Friday and the weekend beckoned, finishing work, I set off for the walk home, my mind not on anything in particular as I wandered home. My route, as always took me past Jeans house, I gave it a cursory glance and was almost past when I heard the door open and Jean call out, "Max, have you got a minute please?"
"Of course Jean," I replied, walking down her short drive.
"Cuppa?" she asked as I followed her into her neat and tidy kitchen, "or something stronger?"
"Tea is fine thanks", I replied, taking a seat at the kitchen table.
Jean busied herself making a cup of tea. I took my time taking her in, skirt just above the knee, tight blouse, pushed out by her big breasts, black nylons, which I knew would be stockings on her legs and small heels completing the look. Involuntarily I twitched in my work trousers, thinking of what was under those prim clothes.
A mug of hot tea, placed in front of me, snapped me back to the here and now, steam rising upwards.
Jean took a seat opposite me, began to speak, then stopped before finally asking, "Everything ok Max?, You've been quiet all week, has my proposal upset you?"
I sipped my tea, looked up and said, "I'm not upset at all Jean, I haven't made my mind up yet, but will do soon, I promise."
"Tell you what, lets change the subject shall we Max?"
"Happy to Jean, anything in particular?"
"Why don't you tell me something you've always wanted to do? Something naughty and fun? Maybe we could try it if it's not illegal or too extreme".
I sat there for a minute or so, mind whirling, thinking, or at least pretending to think. In reality, I knew immediately what I wanted to do, but I didn't want to seem to eager or dare I say easy. Yes I'd always wanted 2 women at once, what red blooded man doesn't? But there was something else I'd fantasised about and I hoped that Jean might be up for it.
"Well?" Jean asked impatiently.
"Hmmm, well there's one thing I think would be fun" I replied, leaving the sentence hanging.
"Out with it then Max, come on tell me." Jean said, "don't leave me hanging!"
"Tell you what, I'll pop in tomorrow evening about 7 and we'll chat about it then, deal?" I teased.
"No! Tell me Max, please" came the reply, "I want to know now." Jean stuck her bottom lip out, pouting like a little girl.
"Nope, not saying anything Jean, trust me. But one thing I will say is when I knock tomorrow evening, I'd like to see you dressed in sexy lingerie and stockings."
"I always do Max, you know that."
