I had spoken with Jack a few times in the chat room. His profile read well. He was a younger guy mid 20s, slim, fit and recently single. Jack had a couple of long term girl friends and was keen to explore the lifestyle with couples and women. We had spoken a few times about some of my experiences, including some hotwifing and cuck play. His profile was well written, but he had “not had much luck” on the site. I suggested that maybe some better photos would help. Some of the selfies he had taken were classic “web site guy” pics and he wanted something a little better and sexier. I showed him a few photos I had taken for friends and Jack asked if I could take some for him. We agreed to catch up over the weekend at his apartment and do a shoot.



I arrived at Jack’s on Saturday afternoon, camera bag and lights in tow. He showed me in and offered me a beer while I set up my gear. We had not really chatted about what the shoot was going to be, but I suggested a few clothed shots then down to some more intimate underwear shots. He was starting to get a little nervous as he had not done anything like this before. I reminded him that I had done a few shoots before and he had nothing to be worried about, and it would be fun.



I tested the light sync on with my camera and suggested Jack pose for me standing in the middle of his bedroom in front of his bed. As I had mentioned, Jack was a slim aussie guy. He was a bit under 6ft with a good toned body, blonde hair and a great smile. He had dated and now as a single guy wanted to explore a few fantasies, including MFM, MFF and a few other vices. He listed himself as straight on his profile. When we had chatted about some of my experiences and some of the things he wanted to try we had spoken about him being comfortable being naked around other guys. The only time he had been naked around other guys was in the showers at the gym. He was interested in going to a club also, but baby steps.



We took a few photos of him standing posing and I started directing him to move and twist to get some different angles. The white t shirt and blue jeans combination were working well as I showed him a few images on the camera. We continued to chat as I took some shots. The conversation shifted to some of my play sessions, some hotwife play and partner swapping. I had asked Jack to move his body around, he was not quite getting the pose so I positioned him. Shifting his body and turning his torso to get the shot I wanted. He was comfortable with my touch and just went with it.



We had some great profile shots to work with. I suggested he take his shirt off and get onto the bed. He removed his shirt showing off his smooth hairless chest and a hint of abs. I sat him on the foot of the bed, legs spread with his hands on his knees. We got a few shots and I asked him to lie on the bed on his stomach. I took a few more of him arching his back and showing off his physique.



I told him to roll over on to his back. I moved his arms up around his head and spread his legs slightly. We took a few in variations of that postitions before I asked him if he wanted a few sexier ones.

Jack was lying on his back. I asked him to remove his belt then unbutton his jeans and fly. I took a few action shots as he followed my instructions. His fly all the way down I could see some of his black briefs and a significant bulge being outlined. I took a few closer up pics for him then told him to slide his thumb into his briefs to show off his abdomen a bit more. As he moved his thumb down, his cock strained against the material... he was turned on. I showed him some of the pics and said to him “ that looks pretty hot, you ok to do some underwear shots?” . He nodded approval and I asked him to stand up at the foot of the bed and take his pants off.



He slid off the bed and took his jeans off. I could see the outline of his cock at full attn through his black briefs. I moved his body around into a few poses before asking him to slide his thumb back into the elastic of his briefs to show off some more of his abdomen. He was rock hard and straining against the thin fabric as I took a few close ups. I asked him to turn around to get a few butt shots too. I positioned his hips ad asked him to slide his briefs down so I could get a couple of cheekier shots. He slid them off facing away from me. I took a few more before moving his hands to his hips for a pose. I moved up next to him to show him the result . Looking down I could see he was rock hard. Thick, cut 7” with a big mushroom head. He was starting to get a little embarrassed, but I reminded him it was all cool, this does happen and not to worry.



I asked him to turn around and place both hands over his cock. His hands barely covered it as I took a few front on shots. We had a fair bit of good content, but I asked him if he was ok to do a couple more. I got him to lie down on the bed, face down. I took a few photos of his back and butt then spread his legs slightly . I could clearly see his smooth balls and took a few more pics. I moved his right leg up, cocking it slightly for a much better angle. He moved slightly and cupped his balls to move them. He was a little shocked, I apologized and took a few more shots. I asked him to move onto all 4s. Moving behind him I spread his legs, exposing his hanging balls and thick shaft. I got him to thrust his hips out in a downward dog position as i took a few pics of his butt over his shoulder.



I moved behind him, getting a few close ups of his cock and ass. I said to him “ these are going to be pretty good for your profile, did you want to get a couple of cock shots?”. He was a bit shy, but I asked him to roll onto his back. I spread his legs slightly and started taking close ups. I asked him to give it a couple of pumps to get it at full mast. He wrapped his fingers around his thick shaft and started to slowly stroke it. I took pictures and he didnt stop stroking. I asked him if it was “feeling good?” . I kept chatting to him, while taking some pics, as he stroked his cock. Talking about a particular hot wifing experience I had shared with him previously. His eyes were closed and he was enjoying the moment. I said we were pretty much done, and asked him what he was going to do for the rest of the arvo. With his eyes closed, he murmured “finish this”. I asked him if he would be comfortable getting a few “money shots”. He was that turned on, he said... sure.



He had been stroking for a while, so I offered him some lube. I put the camera down and squirted some into the palm of my hand. Reaching out I rubbed it along his shaft, wrapping my fingers around his thickness. He was a little shocked but went with it... eyes closed enjoying the sensation of my hand. I continued to tell him the story (its one of my other ones on here) as I worked his shaft and balls with my hands. Its funny with guys, most are straight until they get horny enough or its late enough at night and they just want to get off. Have experienced this a few times on here....



I stood up and took off my shirt and shorts, while continuing to tell Jake the story. I sat back down on the edge of the bed, sliding my cock out of my briefs. I was leaking pre cum, rock hard and pulsing. I started stroking my thick uncut cock and wrapped my other hand around Jacks member. His eyes were closed, hands above his head. I had reached a part of the story where the hotwife was giving me a bj while her husband watched and masturbated. I asked Jack when the last time he had a bj was... he said it had been ages.



I leaned across licking the tip of his thick helmet. He started to moan as I continued to lick and stroke his cock. I moved position, maneuvering myself between his legs. I engulfed his thick head, stroking his shaft and cupping his balls with my other hand. He was moaning and bucking a little as I took most of his shaft into my throat. We had discussed bj’s in chat. Neither of his Ex’s had made him cum from oral sex, let alone let him cum in their mouths or on their faces. I had switched up a little, stroking my cock while I blew jack, my hand moving like lightning on my shaft.



I could feel Jack swelling up in my mouth, he was getting close.... He moaned “ Im going to cum” . I started playing with his balls while sucking him deep. Switching to stroking his shaft and sucking the head, he gasped. The first jet hit my tongue... he tasted great, sweet. Very thick load too. I continued to pump him into my mouth, a second jet then a steady stream.... he had not cum in a while. I was so lost in the moment, I felt my own hips buck as I shot a load all over the bed. That was hot AF. I milked the last of Jack’s load out of his shaft. It pooling on his stomach. I got up and offered him a towel. He was kind of floating then snapped back to reality. I suggested he have a shower while I pack up.



He shot up and I could hear the shower running. I stayed naked and packed up my gear. After a while , he reappeared in a towel. I put on my briefs and we chatted while I showed him some of the photos. They pics were great even if we missed the “ money shot”. He was surprisingly cool with everything, given the number of firsts he experienced. After we finished our drinks, I left and went home to edit the photos. He ended up using most of them on his profile.



There is a bit more to this story if you are interested in hearing.