A True Story - Threesomes & Moresomes

Hot Threesome of Sexy CD Playing Men with BBW Wife

2 other stories
A quiet Saturday like many others, I thought I’d have a quick look on AMM before settling in for a likely uneventful day of watching finals football. How wrong I was! Pretty soon I was chatting to a lovely couple Rowan & Nina. Both were lovely and explained that after previous marriages that were quite awful for both, they had met each other and found someone to be themselves with. I explained my situation, and that I was hoping to find a couple who I could indulge my bi side with. As we continued to share stories of our sexual journeys, Nina turned the conversation to cross dressing. I said I have had a few experiences where I had dressed myself, some for women, men, and transpersons, and other experiences where I played the male role for a CD man. She explained how Rowan loved to dress in women’s lingerie and clothing around the house and had hoped to take it further. I asked what she meant by further and she explained that they enjoyed doing regular life things, but both dressed up in lingerie, and had been hoping to find another male to join them. It sounded very sexy to me, so I was happy to jump at the chance.

Great, Nina wrote back, let’s meet at 7:30pm at the Pool Hall in their suburb. Ok great, see you there.


While I was very excited by this, it had been such a long time since I had dressed that I needed to undertake some emergency shopping. A quick trip to the shopping center, and I soon had myself a black laced panties, high thigh stockings, a matching black lace bra top, a white singlet, and a pair of black heels. After my shop I took myself to a bathroom, stripped down and then slipped on my purchases, before throwing back on my jeans, hoodie and boots. The drive to meet them was exciting enough. I had never been in public before with women’s underwear on, and although all I was doing was driving, it was quite exciting. I arrived at the agreed time and that’s when the first wave of nerves hit. What if I was going to get stood up? What if by a freak instance I knew someone in bar pool hall? All questions that could have been thought of hours ago, but as I stood at the door my brain kicked in over my cock for the first time that day. Fuck it, I thought, no point getting this far and backing down, so I opened the door and went in.

It was quiet, but I guess these places don’t start kicking off until much later. I quickly scanned the bar and didn’t see either Nina or Rowan, so I decided to grab a quick drink and wait it out. Just as my drink arrived, I heard a woman’s voice from behind say “hello, S” in a friendly but cautious manner. I turned around to see both Rowan and Nina. Nina was a very sexy BBW woman. Jet black hair, she was in a nice black dress that was low enough cut that you could see her big G breasts hidden behind a denim jacket. Rowan was almost pencil thin, like me he had a small beard. He was dressed in a flannel shirt, jeans and sneakers. My mind started racing as to what each had underneath but that would have to wait.

We chatted and got to know each other a bit further. It was nice, but I think both Rowan and I were giving off some vibes that we were not the standard guys playing pool, as soon a group of young women seemed to be paying us more attention than you’d expect our trio to get. After I had made a quick trip to the bathroom to re-adjust, Rowan followed, at which point Nina asked if I would like to join them back at their place. I quickly said yes, and we exited down the stairs and to our cars. A short drive to and we arrived at their house. As the street was dead silent and cloaked in darkness, I quickly swapped my boots for the heels I bought and then slowly made my way to their front door. I rang the bell and then stood there for what felt like minutes, but it reality was likely less than 30 seconds. Very conscious I was at a still relative strangers’ door, in a pair of black heels which I could barely stand, let alone move quickly in.

When the door opened, I was greeted by Rowan. He was now out of his clothes and was wearing a sexy white swimsuit style lingerie along with a blonde wig. His slender body fitted it perfectly, and as my eyes scanned his body he was also in white stockings with white heels on. In the heels he was significantly taller than myself now, after shutting the door gave me a nice big hug. “Would you like a drink?” he asked, “sure if you’re having one” I replied. He then peeled off to the right to go grab one and said head down to the end of the passage and it’s the door on the right. As he walked away from me it was clear that he was a regular in heels, he walked like a confident supermodel.

As I opened their bedroom door, I was greeted by Nina who was sitting on the bed in a beautiful purple baby doll outfit. Her enormous breasts were struggling to be contained by it. She too gave me a big hug, and said Ï like your choice of heels”, to which I giggled out a thanks. “Now you’ve seen us, how about we see you” Nina requested. I was happy too. I started by whipping off my hoodie and was soon standing in just the bra and singlet. “Very nice” remarked Nina, following up with, Ï think we have an extra set of breast implants here somewhere to help fill that out”. As she stood up to look for those, Rowan returned with drinks in hand. I had a little sip of my whiskey, and then started to shimmy out of my jeans, taking care to not a) rip my stockings or b) sprain my ankle. I was soon standing there in my outfit, as Nina returned. Aren’t you two just the sexiest gurls in Melbourne tonight” she laughed. “Sure are” replied Rowan. Nina joined Rowan on the bed and the two started to make out. Pretty soon her enormous breasts were out and being played with by Rowan. My cock had jumped to attention and had pushed past the black lacey panties I had on. Nina motioned for me to come sit next to her, and very quickly Rowan and I were both greedily sucking and nibbling her nipples. Nina guided Rowans hands off her and onto my cock, which he slowly started to grip and wank. I then slid my hand between her legs and stuck my ring and middle fingers in her pussy, to reveal a soaked hole. After a bit of playing in this position, they suggested I lay on my back on their bed. Nina slowly took my heels off, as Rowan lay next to me, stroking his hands over my body. He then leant down and slowly started to suck my cock. Nina then having removed my heels knelt at the end of the bed, watching her husband slowly suck my cock, until he had every inch in his throat. The smile on my face was huge. Feeling this lovely married CD suck my cock as his wife stroked my stocking clad legs and I fondled her husband’s arse and cock. He was now starting to get had so I unbuttoned the crotch of his outfit and out flung a beautiful cock. A perfect size for sucking.

He moved into a 69 position so I could start sucking him, while at the same time Nina was now resting her breasts on my thighs as she started to share my cock with him. It had been quite a while since I had had two tongues on me at the same time, and wow what a feeling. After some wonderful sucking Nina asked Rowan if he wanted to be fucked? He said yes but was worried I was potentially too big. I said I would lay still and not move until he was comfortable. With that he began to squat over my cock. I gently stroked his stocking clad legs, before guiding my cock into him. His first few movements were very slow, Nina then remarked “is it really so much different to being pegged?”, “yes it really is, but it’s wonderful” replied Rowan. I grabbed his arse and slowly started to move my hips in motion with his body. After a few more minutes he was now at my base. A huge smile overcame his face and his body almost relaxed instantly. Pretty soon he was riding me like a veteran. He then lay down onto my chest so I could give him a quick pounding from below him. His hands squeezed my chest before ripping off my top layers and sucking my nipples. “I’m close!” shouted Rowan, so I stopped pounding him, he sat up and lay back, shooting his load up onto my stomach and chest. Without thinking I scooped down my hand and brought my cum covered fingers to my mouth. Mmmmmm so delicious. Still rock hard, Nina asked if I would like to fuck her now? I didn’t need a second invitation, quickly she bent over on all fours, as I slid into her from behind. We fucked for 15-20mins, with multiple waves of orgasm pulsing through her body. After the fourth or fifth wave, she asked if I was going to cum. I asked if we could have a quick break to gain some breath. I assured them both I was loving our time together, it’s just that sometimes a condom can delay me a bit longer. Rowan was starting to get hard again, so I asked if he wanted to fuck me, fairs fair, and he said he was a bottom only player, but would love to see how I go sucking his cock with Nina. Happy to oblige, he lay on his back on the bed, and I spread his thighs, settling in between them. Pretty soon his cock was back to rock hard in my mouth, and I was slurping up and down his cock fast. I heard Nina say, “no no, slow is the trick”, I lifted my head up and she said, he’s close again, but slow is his weakness. With that I reversed speed and slowly went from tip to base, making my mouth as wet as possible. And she was right, very quickly he was shooting his second load, this one directly into my mouth. He was such a big cummer that much of it feel out. I scooped up a what I could and applied it to my cock and started to wank above Nina's tits. After a few choice words of encouragement from each of them, I finally released my load all over Nina.

We took a few moments to gather our breath, before each heading for the shower. Rowan had slipped into a night gown, while Nina was quite happy to stay nude until morning she said. I got dressed and headed for my car. Thankfully we enjoyed a few more of these CD play sessions, with lots of different dressing.
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