After ‘Colin’s surprise’ there were a few loose ends to tie up. I was chatting to Will to arrange a session with him where Colin could be cuckolded. I also still had Mark, the original lover, waiting in the wings. I had to tidy things up.

Mark was a great, caring, sensual lover, but meets with him were few and far between. He would take days or weeks to respond to messages, but I always felt he was worth the wait as, after the first time he’d filled me bareback, I had been craving the sensation of him breeding me again. However, events had changed my position on this, as I now had Colin, who was equally caring and respectful, but infinitely more available. So, I decided to let the relationship with Mark run its course and rather than chase him, wait to see if he contacted me and, if I did want to meet him, only do so with Colin’s agreement. I wouldn’t tell Colin about Mark for now, but if Mark did message me, I would show Colin the message thread to continue the openness that we’d established. 

Will was happy to meet and cuckold Colin, but now he was tested and clear, he wanted to follow up on his request to bareback me, but he wanted to do it alone. This was something I would have to check with Colin. I’d arranged to meet Colin a few days later, so I would discuss it with him then.

The day for the meet with Colin arrived and I did my usual preparations, cleaning inside and out and waxing etc. I slipped on a white satin thong and matching bra, then pulled on a pair of white hold up stockings, especially to please Colin. I did the usual of packing a bag with spare outfits, nylons, boots and underwear, toiletries and a male outfit too. Checking my shoulder bag had lube, lipstick, butt plug, I added a small bottle of perfume after spraying myself with it, then completed my outfit by slipping on a burgundy bodycon minidress and attaching my wig. For footwear, I decided on black 6” high patent leather platform stilettos. After applying some lipstick, I checked in the mirror and grabbed my cropped leather jacket and bag and left. 

On arriving at Colin’s, I was able to park closer to his house than the first time I’d visited. I checked my wig and lipstick in the rear view mirror and putting my shoulder bag over my shoulder, I grabbed my overnight bag as I got out of the car. I walked up Colin’s footpath and saw his front door open before I reached it. He stood there looking very pleased and welcomed me in. He closed the door and locked it, then turned to me and and flung his arms around my back to pull me towards him, causing me to drop my overnight bag. I was subjected to a very passionate and welcoming French kiss and the warm feeling of being wrapped in his arms. He broke away from the kiss and stepped back to look me up and down.

‘Gosh, you look great, like a slutty office worker’

I blushed slightly and coyly replied, ‘That’s the kind of look I was hoping for, lover’

He took my hand and, leaving my overnight bag by the front door, led me to his dining room, where he’d set the table for us to have dinner. He got me to stand by the patio window whilst he took photos of me with his phone. Different positions, standing and sitting and bent over. Putting his phone down, he embraced me again and slipped his hand under the hem of my dress to stroke my stockings up to the top and onto my bare thigh. I was getting aroused and I placed my hand between us to feel that he was too. I rubbed his growing cock and broke away from the kiss to get on my knees and do my duty. Unfastening his trousers and pulling them down to his knees with his pants, I took his shaft, lifted it and looked up to his eyes as I sucked his balls in turn. Keeping eye contact, I licked and kissed his balls then turned my attention to licking and kissing his shaft whilst fondling his balls and making his cock grow even more. I now proceeded to lick the tip, tasting Colin’s precum and then wrapped my mouth around his shaft and bobbed my head up and down. Colin was making all the right noises and I looked up at him to see his eyes half closed. He was groaning and grunting and telling me how he loved seeing his cock in my mouth, then he tensed and erupted the contents of his balls into my welcoming mouth. I carried on sucking and licking as his cock deflated, then he picked me up to kiss me

‘That was a lovely appetiser’, I told him with a grin. ‘There’s plenty more of that to come’, he replied. 

He guided me out of the dining room and went to the kitchen to prepare the dinner, whilst I used the mirror in the hallway to reapply lipstick and took off my jacket and left it with my overnight bag. I joined him in the kitchen and was presented with a glass of white wine. He plated up the dinner and I followed him through to the dining room. We sat and chatted throughout the two course meal, before taking the dishes to load his dishwasher. After he filled our glasses again, he led me through to the sitting room to sit together on the sofa. 

Once there we began chatting again, and I took the opportunity to show him texts from David and Will. I hadn’t met David again, yet, but he’d been sending me messages to reaffirm his control, telling me I’m his whore and to tell me to be prepared for when we next meet. The messages from Will took some explaining. Whilst Colin was happy to be cuckolded by him, he was only just finding out that Will wanted another session alone with me. Colin ask me to text Will to find out when he wanted to see me. I did that and almost instantly got a reply from Will to say he would like me to come to his place the next evening. Colin thought for a short time and then said,

‘Tell him you’ll be there and I will drive you there and collect you when you’ve finished’, he proposed

‘If you are OK with that, I will. I like the idea of being escorted there and back’, I responded. 

I messaged Will back and confirmed the meet. He told me to be at his for 7pm and asked me to arrive dressed femme. He also said I could stay all night, but I declined the offer. I showed Colin the message exchange and he was happy with what had been arranged. Here I was with my man and he’d just allowed me to arrange a session with a young stud the next evening. I was so turned on and put my phone down to sit astride Colin and show him my appreciation. We kissed as I rubbed myself on his crotch and he slipped his hand under my dress. He pulled away and said we needed to carry on upstairs. 

I followed him up to his bedroom, collecting my overnight bag and jacket from the hallway, and he let me enter the bedroom first. As I walked in I noticed a Nikon DSLR camera on a tripod in the corner of the room, pointed towards the bed, I turned around and smiled and Colin offered an explanation,

‘I told you after that night at Al’s that I wanted to film us fucking bareback, so I thought tonight would be a good opportunity‘

‘I’m happy with that, but it’s for only you and I to see?’, I enquired

‘Yes, just you and I, Joanna’, he said reassuringly 

Whilst I stood next to the bed, he went over to check the the camera was positioned correctly and started to record. Colin came back over to me and took my hands and leaned forward to kiss me. He stepped back and began to take all his clothes off and told me he would remove mine. Once he was naked he kissed me again and I got hold of his semi-erect manhood. The kissing was passionate, as ever, and his hands furtively explored my body over my dress, stockings and thong. When he was fully hard, he told me to get the lube from my shoulder bag. I did just that and applied so,e to my lovehole and he did the same to his meat. Turning me to face the bed and bed over it, he stood behind me and lifted the hem of my dress so it was resting on my lower back, then he removed my thong. Once I was in the position he desired me in, he lined up his cock and teased me by rubbing it up and down my ass crack. Eventually, he stopped at my hole and probed, as I pushed back to encourage him. Finally, he entered me and started thrusting, met by me pushing back, I had my head in the duvet which subdued my groans of delight and savoured every thrust. Suddenly, he stopped and pulled out and lifted me up. I stood with him as he carefully lifted my dress to remove it without dislodging my wig. He was very thoughtful as he laid the dress carefully on a chair to stop it creasing. Then came back to kiss me. 

‘I’m so pleased you have white stockings on again’, he admitted and leant in to kiss me again. The he guided me to the bed to lay down in my bra, stockings and heels. 

‘Now, it’s time to make love, Joanna’, he announced

That sent a warm sensation through me and I opened my legs to allow him to position himself. He didn’t hesitate and immediately recommenced the penetration of my eager pussy. He slipped in slowly and stooped to kiss my neck and then my lips. His rhythm built up and he became noisier with his efforts. After a while, he knelt up and lifted his legs so the were resting on his shoulders and drove his cock as deep as he could. I was lightheaded and felt as though I was going to pass out when, with a huge roar, he pulsed and emptied his balls in me for the second time that evening. This time in my pussy, so I could keep it there for a while. He pulled out and I cleaned his lovely cock, as usual and he lay down next to me as I inserted my butt plug. After some tender kissing and cuddling, he got up to turn off the camera and came back to bed. After chatting for a while, we went downstairs to replenish our drinks. I followed Colin down, in just my heels, stocking and bra. We poured the wine and returned to the sitting room, where we lazily chatted, cuddled and kissed whilst I played with his flaccid cock. 

‘Are you OK about me seeing Will alone tomorrow’, I asked

‘Yes, with me driving you there and back, it will feel like a cuckolding experience. Plus you can get dressed here before you leave, so I can get turned on watching you prepare for your encounter with another lover’, Colin said

‘I don’t want you to think he’s a lover in the same way you are, he’s just a fuck and nothing more’, I said to reassure him

He kissed me again and I could see this conversation had aroused him slightly, so I took the opportunity to help it further by wanking and kissing him which did the trick as his manhood grew again. Not wanting to leave it there, I got on my knees and encouraged him further by sucking like my life depended on it. I was brutally cut short, for him to say, 

‘You go and put some lipstick on and I’ll meet you in the dining room’

I knew exactly what he was thinking, so I tottered up stairs to reapply lipstick and brought it down with me. On joining him in the dining room, he was sat down messing with his phone and he beckoned me over to sit on his lap. We kissed again and I reached between our legs to massage his cock. It was still hard, which was a relief. I stood to remove the butt plug, then I straddled him and lowered my boi pussy onto his solid rod. With my hands on his shoulders, I eased myself down, which was painless as he’d already stretched me and his cum was a perfect lube. Once seated I rode him mercilessly, feeling every millimetre of his cock be consumed by my pussy. He was deep and taking my breath away. I held his face and kissed him with real purpose, my emotions were sky high, but he suddenly stopped and told me to get up. I was bemused but did as I was told and he led me to his patio window. There he got me on all fours and knelt behind me and drove his cock in. He leaned forward to kiss my neck, which sent me wild with passion and kept a good rhythm. I was loving it, he was in control and really making use of me. After a good 10-15 mins of being fucked doggy style, he finally tensed and blew his load. There was less cum that last time, but it was enough for me to feel the warmth spread through my pussy. He grabbed the butt plug and inserted it as he pulled out, whilst I did clean up on his cock.

We collected our drinks from the sitting room and went upstairs to bed, totally exhausted. I took my shoes and bra off and joined Colin under the duvet. I lay with my back to him and he spooned me as I drifted off to a very peaceful sleep. 

I woke in the morning to see Colin sat up in bed looking at his phone. He smiled and we wished each other ‘good morning’. I got up and took my toiletries bag to the bathroom and had a shower, douche and brushed my teeth. Before I left the bathroom I reattached my wig. I returned to the bedroom and Colin wasn’t there. I put my stockings into an overnight bag and collected the bra, thong, dress and shoes from the night before. For a change I decided to wear some black 40 denier tights that I’d brought with me and didn’t bother with a thong. If I wear tights, I love the feel of my cock against the nylon. I slipped on a black bra and pulled out my knee high light brown high heel boots and slipped them on. I then took out a brown leather miniskirt and a brown figure hugging top. Applying some lipstick and adjusting my wig, I felt ready for the day, so I collected my shoulder bag, after putting the butt plug back in, and I went downstairs to find Colin. He was in the kitchen and his eyes nearly popped out when he saw me.

‘Wow, you really do the slutty, sexy office girl well. I love those boots’, he exclaimed 

‘I’d love to see those boots over your shoulders’, I replied, hoping it was slutty enough as a reply.

I was filled with hope when Colin replied, ‘We’ll have to make that happen’

We sat down to have some tea and toast, then Colin went upstairs to shower, after giving me a kiss and slipping his hand under my skirt to find I was wearing tights. ‘Interesting!’, was his response to finding me wearing something other than stockings. 

Colin rejoined me in sitting room and kissed me with vigour. We chatted about our day ahead and arranged for me to return at 5pm to get ready for my encounter with Will. Colin certainly liked my outfit as he kept stroking my skirt and my tights. He became more and more handsy with me whilst we kissed and I could feel his cock rising to the occasion. He stood up to remove his polo shirt, jeans, pants and shoes and stood there in just his socks. Still sitting on the sofa, I leant forward and took his cock in my mouth, I loved it, the veins, the softness of his flesh and the gorgeous taste of his precum. He was soon rock solid and he pulled out, pushing me back on the sofa. He lifted my skirt and saw my precum soaking the front of my tights and he leant down to lick it then kiss me. Then, he became possessed like an animal as he ripped the gusset of my tights apart and bent down to rim my lovehole. I grabbed my shoulder bag in anticipation of his next move and, as expected he knelt up to get the lube from my bag and applied it to his waiting cock before passing it to me. Once I was prepared, he lined himself up and set his cock on target, pushing into my pussy for the third time in a little over 12 hours. He took his time to fully embed himself, then lifted my legs on his shoulders and kissed both of my boots. He built up a quick pace and grunted as he emptied his sack in my clean hole. He pulled out and I grabbed my bag to get the butt plug, so I could save Colin’s seed. After cleaning his cock and pulling down my skirt, we sat together holding each other, not saying much, just enjoying each other’s presence. Just after 9am, I suggested I should leave and went to get my overnight bag and leather jacket. 

I came downstairs to be met by Colin at the door and after a long, lingering kiss and him groping my ass under my skirt, I left, promising to be back at 5pm.

As I was putting my overnight bag in the car, a gentleman, probably in his 60s, stopped to chat.

‘You must be Joanna’, he said to my surprise, ‘I’m Colin’s friend, Jim’

‘Oh, nice to meet you Jim, yes I am Joanna’

‘I thought so’, Jim carried on, ‘I’m surprised I recognised you with your clothes on. That was a good display at the window last night’, he offered as he walked off.

I was shocked, how did he see us? I decided to take it up with Colin later. 

I arrived home and didn’t get changed, I just relaxed and planned my outfit for the evening with Will. And I was also turned on by the fact that my lover was taking me there, like an escort. I was so excited to meet Will and to get to feel the young stud’s seed filling my pussy. I was so turned on by that thought, my cock needed to be dealt with, so I got my fleshlight, applied a bit of lube and emptied my balls in it. I was very satisfied and fell asleep on the sofa with my mind thinking about Will. 

Thank you for reading, I’ll upload about my meet with Will soon

Joanna xx