This is the first sequel to My Newfound Chastity. In this story, I'm introduced to several neighbors and the suggestion for my wife. My Mistress Rachael leads the way.
It's now been a month or so since I was last with Mistress Rachael. It's not as if we haven't been in touch during this time, in fact, I message her daily about my activities and how long I've been able to keep my chastity cage on. Thank goodness for the Telegram messaging app.
It's Wednesday and in the reply to my message to Mistress Rachael, Mistress informs me what she has planned for our meeting on Saturday. Saturday's session will bring new experiences to me she says that she's sure that I will enjoy it. She reminds me just as in our previous meeting, I will drive to Mistress' home with a butt plug in my ass, my cock in its cage, and the clover clamps on my nipples. I will undress in the driveway, place my clothes in the car, lock it then walk to the front door and await further instructions.
I think Mistress does this on purpose to tell me of our next session and then force me to wait days. My anxiety heightens as Saturday approaches. Come Saturday morning I'm brimming with excitement. It's almost impossible for me to put on my chastity cage; my cock knows what awaits me and doesn't want to be confined. The butt plug easily slips into my ass and the nipple clamps hurt just as before. I get dressed and head out the door. It's fortunate that my wife is away for the weekend visiting her sister.
Somewhat less apprehensive than the first time, I make the 15-minute drive to Mistress' home, make the turn into the driveway and park the car in front of the garage. Unlike last time, I know what to do this morning. As instructed, I get out of the car and remove all my clothes, place them on the driver's seat and lock the car. I am completely naked except for my chastity cage, butt plug, and nipple clamps as I walk to the front door and ring the doorbell.
The familiar voice from the Ring doorbell button tells me to turn around and face the roadway and look towards the end of the driveway and tell me what I see. I do as instructed, and advise that I see what appears to be the morning's paper at the end of the driveway.
"Very good," the voice says, "now go get the paper and bring it here."
Nervously and on full display, I hastily walk to the end of the driveway and retrieve the paper. It dawns on me when I pick it up that it wasn't there when I drove up; meaning that the paper courier probably saw me in some level of undress; "oh well" I say to myself thinking of how much I've changed over the last month. Upon returning to the front porch, the door opens and I'm invited inside where I see my Mistress completely naked before me. Also naked in the foyer are Miss Roxanne and her husband Rod.
I knew that Mistress Rachael was quite attractive and seeing her naked confirms my opinion. Beautiful for a woman in her early 40s. Firm breasts, small waist, and very shapely hips and ass. Miss Roxanne was even more beautiful. Ten years younger than Mistress, she was a sight to behold, and my cock strained against its captivity. Seeing Roxanne naked, I could readily understand how Rod turned into the bull he once was. If I wasn't here as a submissive and I wanted an extramarital affair, I would easily have sex with both Mistress and Miss Rozanne.
Mistress noticed the look on my face and asked, "Tom, don't worry, we will not touch you or force you to have sex with us; it's just that I thought since you were the only one naked last time, you would like to see what your Mistress Rachael and Miss Roxanne look like without our clothes and with our strapons. That's all."
Yes, my Mistress Rachael, I do enjoy seeing you both naked. You both are beautiful women.
Would you like to have sex with us, Tom? Mistress asks.
Of course, I would if the circumstances were different, I reply.
Well think of that as the day progresses says my very sexy mistress.
"Yes, Mistress Rachael," I say as they begin to don their clothes.
"Oh, how rude of me, I've not let you say hello and show your affection to Rod, but first, please put on your collar."
I do as instructed and then walk over to Rod who's naked and fitted with his chastity cage and collar just like me. I wish him good morning as I bring his face near and when our lips meet, he lets out a moan as he firmly embraces me and our tongues meet in a deep passionate kiss.
"Boy! For a guy who never kissed a guy before, Tom's doing all right; I'm afraid that Rod might be enjoying his kiss with Tom more than with me" says Miss Roxanne.
"Enough of the kissing boys, Tom, show Rod what you'd like to do to him." Says Mistress Rachael.
And with no further prompting, I break away from our kiss, drop to my knees, and put Rod's caged cock in my mouth while fondling his balls and kneading the cheeks of his ass. I could tell that Rod was enjoying this as his cock was hard within its cage, his balls were much retracted and he was moaning how good everything feels. Before long, his moans of pleasure turned into "I'm going to cum." Despite not knowing whether Rod would be allowed to cum while in his cage, I hastened my efforts and with a final groan, Rod had his orgasm and came in my mouth. I tried as best I could to grab it all, but the cage made it difficult and much cum made its way to the floor despite my best efforts. Either way, Rod said that he enjoyed it when he was asked by Miss Roxanne. Rod was then forced to admit that this was the first orgasm he's been allowed since we were together a month ago.
I felt sorry for Rod, as I had sex with my wife several times during the same period.
I remember how I freely provided ALL of my personal and private information last month, but today was Rod's turn in the confessional sort to speak when he was ordered by his wife, Miss Roxanne, to tell me of his sex life. It was obvious that Rod was taken by surprise by the awkward way in which he began the story of his sex life.
Rod's story began when he was in high school, saying that he was on the football team and had his choice of cheerleaders. His cock was large by comparison to the other guys and the way he could say hard was the key to the girls' pleasure. "I could cum in a girl's mouth and again in her pussy staying hard to bring them to multiple orgasms before I would cum again. Anyway we fucked; I'd leave them exhausted when I was done."
At college, I was a walk-on with the football team, and I still had ready access to the cheerleading squad having my way with a good number of them. Miss Roxanne interrupted instructing Rod to be very specific for whose benefit his sex was for.
Rod continued, at first, mutually pleasurable sex was the norm; but as time progressed it was more about me. I roamed for pussy well beyond the cheerleading squad, but sex became more for my benefit. Sure, I'd make the girls cum, but it was my way and when I had enough, it was over.
It was in my senior year that things really changed. I was introduced to MFF sex and thought it was terrific. I could satisfy both girls with multiple orgasms via oral, vaginal or anal sex and I'd still be hard and ready for more. The sex was good.
One weekend, there was a party at one of the sorority houses where I was having a great time getting laid or sucked off. Then Roxanne and another girl I knew approached me for a good time. We went upstairs to one of the bedrooms and started innocently enough with me on my back on the floor doing 69 with Roxanne and the other assisting in giving me head. There were the typical sounds of sex emanating from the three of us and just before I was about to cum, Roxanne, the girl on top, lifted off of me some just long enough so I could see that a guy was now blowing me as came in his mouth. I tried to get up, but I was held in place by Roxanne. I could hear the clicks of cameras taking pictures of us or more concerning to me was me shooting my load into a guy's mouth and he kept at it until I was limp.
When I was no longer pinned to the ground, the guy giving me head said he liked my dick and the taste of my cum, and anytime I wanted to get off, just call him. I called all three of them a bunch of names and when I went for my clothes, they were gone. "Where are my clothes? I exclaimed?
Roxanne said they were gone, and I'd have to be naked while I mingled and enjoyed myself at the party.