After we had met Jeremy and began playing we were traveling to the east coast and had checked into a Courtyard hotel in Manhattan for the night. As we rode up the elevator with the Bellman a tall thin well-dressed gentleman rode the elevator with us. We exchanged pleasantries and he exited on the 8th floor as we continued up to our room. My wife mentioned once in our room that he was a cute guy and she wished we had asked his name. We showered and dressed and then went out to enjoy the nightlife for the evening. She mentioned several more times about the guy we had met in the elevator during the evening.
Once back at our hotel we were waiting on the elevator to return to our room when the doors opened the guy from earlier stepped out in a group of people. He stopped and asked how our evening had been and we talked for a few minutes. He told us he was headed to the lobby bar for a drink and asked if we cared to join him to which my wife immediately replied to him that a glass of wine sounded great. We all sat at a table and remarked on the coincidence of running into each other again in a place so large and with so many people. Caldwell was very flattering toward my wife and ordered the first round. If he was trying to pick her up he was doing an excellent job telling her how beautiful she was and asking if she was in town for a modeling job. The more he continued complimenting her the more she began to flirt and I knew she was wanting more than having drinks with him. We had been in the lounge area for almost two hours and I got up and went into the bathroom leaving them together. When I returned, my wife had moved next to him and it appeared they had just kissed from their positions.
As I sat back down the bartender called last call and we all got up to depart. Inside the elevator my wife suggested we order a bottle of wine from room service and asked Caldwell if wanted to come up to visit in our room before turning in. He asked me if that was ok and I told him it sounded great and we continued to our room. The wine arrived about 20 minutes later and my wife then suggested we all use the in-room hot tub that sat in a corner of our suite. I started to fill the tub and my wife got undressed and got into the tub with her wine as Caldwell and I stood talking. She encouraged us both to join her and we ended up undressing and getting in. My wife seemed happy as he took his clothes off and she saw he had a very large and thick cock but she didn’t say anything. After about ten minutes in the hot tub with some intense flirting my wife and he began touching and then kissing more and more passionately. After about another 20 minutes my wife said we should get out and move to the bed. She was flushed and obviously very turned-on at this point. We stepped out and dried off and they were both in the bed as I finished draining the tub and drying off.
At that point, I don’t think either one of them remembered I was in the room as they kissed with a few primal groans emanating from the two of them. I watched as Caldwell moved down from kissing my wife as she laid back with her legs spread him continuing to kiss his way down her body until he began eating her out much to her full pleasure. I was standing at the foot of the bed watching as my wife began to climax wildly and he continued until she begged him to stop and moved to take his large cock into her mouth. I wanted to move in and begin to fuck her but I was enjoying the sight and sounds in front of me and remained still to continue watching. As my wife struggled to get her mouth around his massive cock and work his shaft in I heard Caldwell tell her to suck his balls. This was a first but my wife eagerly began sucking his huge balls into her mouth seeming to enjoy it. My wife ended up turning over from laying on her stomach onto her back-underneath Caldwell as she continued sucking his balls with him moaning in pleasure. He moved forward slightly as his cock rubbed between her breasts and I watched as my wife licked and rimmed this stranger’s ass with a carnal desire.
Caldwell was groaning that he was going to cum soon and my wife told him she wanted him inside her and begged him to fuck her. My wife move and lay on the bed on her back with her legs spread and Caldwell climbed up between them and began to play with her pussy as his cock throbbed almost at the entrance of her sweet tight opening. I wondered if his massive cock would actually fit inside her and grabbed my iPhone and began to snap pictures from the foot of the bed as their orgasmic moans of pleasure filled the room.
My wife was raising her hips trying to get Caldwell’s cock inside her as she begged him to fuck her, telling him she need to feel him inside her. It was not long until she got what she wanted and Caldwell was buried deep inside her pussy with his full length and thrusting in and out of her. Their bodies were both wet with sweat and the room filled with the distinct aroma of hot sex and cum. I watched in almost disbelief as Caldwell knelt between my wife’s quivering legs impaled deeply inside her with his balls twitching knowing he was dumping his load deep inside my wife. She was moaning in her own orgasm as her body quivered and went then went limp. It was the first time I had ever witnessed my wife loose consciousness from an orgasm.
After remaining impaled inside my wife for another several minutes she was back alert and talking and they kissed deeply before he pulled out and got up. My wife lay on the bed in front of us both with her legs open and her pussy swollen, red and gaping as lines of cum ran down between her cheeks and over her anal opening. I gave her a water and she propped up to take a drink and remark on how amazing it was. She and Caldwell both remarked on how hot it was and that they both had totally forgot about condoms or protection. Caldwell asked if there was any chance of pregnancy and we told him no. Caldwell told me he was sorry for leaving me out and I told him it was hot to watch. Turns out he was a doctor in town for a mini vacation.
After sitting up drinking water my wife began to give me a blowjob which felt amazing. I was so turned on as what I had watched it did not take me long to cum and my wife kept me in her mouth until I was drained. She then asked Caldwell to lay bedside her and it was not long before he was back inside her and they had picked up matching the intensity of earlier until they both finished once again. The two of them were soon snoring once they finished and I fell off to sleep shortly thereafter. I was woken up with a knock on the door and jumped up to answer still naked. It was our 7:00 am room service order and I let the guy push the cart inside the room as my wife and Caldwell were both on the bed uncovered and nude. The room still reeked up sex and cum but the delivery guy never said a word and after I tipped him left. I realized both Caldwell and I had raging hard-ons afterward.
I lay back in the bed and took my wife’s hand and placed it on my cock. She gripped it and began to lightly stroke me as she was waking up asking if somebody had come to the door. I told her our room service was there and she said, “You didn’t let them inside did you?” I told her yes and she didn’t reply. Caldwell was waking up behind her with his cock between her sticky cheeks and she was grinding her hips back onto him. My wife was into what was happening and I heard her moan out, “Fuck me from behind.” She moved and was now kneeling on her hands and knees as Caldwell knelt up behind her and entered her. I watched again as the full length of his cock pounded my wife and pushed out cum from the previous times that ran like a river down both her thighs until he finally pushed as deep inside her as he could and emptied another load inside her as she climaxed and then went down flat on the bed.
Caldwell got up and gathered his clothes from the room and said her had to go. He was checking out that day and had a conference before his flight back to Salt Lake. He gave me his phone and email and then kissed my wife on the cheek as she slept and left. I put the do not disturb sign out and lay back down beside her. It was shortly after 10 when she woke up and went on about how hot the night before was and how much she enjoyed it. Finally, she began to play with me and at last I got between her legs and slid inside her. I had never felt her pussy that loose and wet with all the cum she had inside her. After about 10 minutes she told me “Baby, you should fuck me in the ass now.” I was elated to hear this and with all the cum as lubricant slipped my cock into her ass which was still incredibly tight around my cock. It was the first time my wife had an anal orgasm and I filled her ass with my own load until we both lay there panting heavily.
After both showering we went out for the afternoon enjoyed the rest of our trip before heading back home a few days later. We had some hot wild sex as she recounted the experience of that night. For the next several years she and Caldwell communicated through email and IM with many nights of web cam play but we never met with him again and eventually lost contact. Fortunately all the blood test for the next 24 months came back with no issues for any of us. My wife said she was really embarrassed going into her doctor again and when he asked why she was there telling him once again, “I did something stupid and need to get tested.” This was the third time in as many months. He knew she was married and she never elaborated on the details. It has been over ten years since she last had to tell him that but you know he had to wonder.
- These are the best images I have from the night, most were blurry and grainy. These were all taken with the original iPhone and one handed lol.