I think my little pussyboy is worn out. I have been pushing him a lot these last couple weeks and I think I might be moving a little too fast. I can tell he is getting a little stressed out. So I think we are going to postpone his date until after Christmas and dial it back a little for the next week or so. Poor cucky 😔.
Anyways...last night was great and I have to finish the story. I am good friends with the hosts of the party. We have known each other for about five or six years now...they are super awesome. We will call the wife "Mary".
Mary kind of knows about my dynamic with cucky. Certainly not everything, but she knows some of the things I am into. She is totally nonjudgmental and her husband is bisexual. He is not openly bisexual, but he plays with other men on occasion in very select couples settings.
I called Mary and a bit awkwardly explained that I wanted to watch cucky suck cock at the party Saturday and if that would be possible. She was a more than a little intrigued and we chatted a bit back and forth about the details. Anyways, she managed to wrangle two guys for me by the night of the party.
When we arrived at the party, cucky and I walked in the front door and Mary was in the living room dressed as a very slutty Mrs. Claus. 😍 I had texted her about ten minutes before we arrived to let her know we were on the way (I am sneaky like that...haha). She greeted us and said we could put our coats and bag in the downstairs guest room, and led us through the living room to the guest room.
As we walked in the guest room, it was quite the scene. The lights were low. There were two guys standing naked in the room. Mary's husband was clothed and sitting on the bed with three other women who I didn't know but apparently wanted to enjoy the show. Mary sat on the bed with her husband. I closed the door behind us. Awkward silence ensued.
The first guy was average build with an average sized cock. Nothing special. The second guy was absolutely FABULOUS!! He was obviously gay (or very very very bisexual). He was hot, super fit, well manicured with painted toes and fingers (I later saw him dressed up as a sexy elf 😆).
Kyle...the gay one. Broke the ice with "I hear you give really good blowjobs". 😳 I think cucky died inside a little. I kissed him deeply and told him to get on his knees. He hesitated but did as he was told when I gently guided him down to his knees.
I took the chair next to the bed and watched as cucky worked both of their cocks for the next ten or 15 minutes. It started off kind of poorly, but with some encouragement from Kyle he started to get into it and did pretty well. Neither of the guys came but that wasn't the point.
Cucky was embarrassed...obviously. When everyone left the room and it was just cucky and I, I gave his little penis a squeeze and it was semi hard. I knew it. Even though he won't admit it, he gets off on the domination and humiliation. I told him he did a great job, gave him a rather long and deep kiss and we left to join the party.
Well yesterday was fun. ❤️ Darren and Robb gave me exactly what I needed before cucky and I headed out the door for our annual lifestyle, Christmas party. Nothing like arriving at a private swingers party with an already well fucked pussy. 😂
We arrived a little late so the party was fairly busy already. Cucky and I mingled for a while and then headed up to one of the playrooms with a single guy and another couple we met. Cucky watched us as we all played in every imaginable combination. Both of the guys had really nice cocks and the girl was gorgeous…so that was an awesome time. When we were done, cucky “cleaned up” both our pussies (I use condoms at these parties so cleanup is notional).
Once I was finished, we headed back downstairs for some drinks and met a cute, single girl by the bar. She was late twenties, super tiny, heavily tattooed with a kind of emo vibe I guess. She was super nice and enthusiastic so thought it was time for cucky’s treat. I asked her if she would like to come with us to one of the playrooms and she said yes of course. So off we went.
Up in the playroom, I sat cucky down in a chair, we both knelt down in front of him and proceeded to give cucky a double blowjob. I think he was in heaven. His little penis even got pretty hard. We sucked him for a few minutes but then he started getting really sensitive. So we gave him a break and switched to a little girl/girl fun. She went down on me and wow…can that girl eat pussy. I came in like three minutes (which is crazy fast).
Cucky went down on her while I sucked her tits and kissed her. It was all very erotic and hot…especially when you are in a room with dozens of other people doing the same thing. 😈 As we were kissing, she asked if cucky could fuck her. So here we go. It’s time.
I sucked Cucky’s cock for a minute to get it hard and then started to slide a condom on so he could fuck her. Unfortunately, his little dick couldn’t stay hard with the condom on. 😈 😂 He tried and tried to fuck her but his little dick was too soft. Oh Lord was he embarrassed; but she was super sweet about it and tried to make him feel better.
I think she was a little surprised (and maybe intrigued) when I told him “see…this is why I only fuck other men”. 😈 Anyways, I moved cucky out of the way and got her off with my fingers in a few minutes. I really like her. So we exchanged numbers for another possible date in the future.
I played with a few more guys, girls and couples in an orgy setting for the next hour or so. Occasionally, I would glance over a cucky and watch as he stroked his penis. We would make eye contact and I would smile. I love it when he watches.
It was all super fun but by midnight I was done…very tired…a little dehydrated…and ready to go home. So we collected our things, said our good byes and drove back to the hotel. I was in bed and asleep fast. 😂
Oh…I almost forgot…Cucky’s second surprise…I made him suck cock(s) for me last night. I will write about that later. It was hot and terribly naughty.
Getting ready for my first date of the night. I guess the pre-date to the party tonight. 😈 And look who is unlocked. I think he feels like a big boy because his dick is actually a little hard for a change. 😂 I have something wicked in store for him tonight at the party. 😈😈 I really couldn’t help myself.
A few more photographs from my old boyfriend. As you can see, he loved my booty. 😂
While I am glad this relationship happened, I would never do something like this again without establishing some very firm boundaries up front. I got way too carried away and cucky did not communicate effectively how he was feeling which created a lot of conflict and pain between us. That will never happen again.
While a regular boyfriend would be really fun...I am not sure the risks are worth it. Nonetheless, I will always look back on that time and smile...because man was it hot.
Kisses, Anna
Several years ago, before OnlyFans and Twitter, when I was just a regular hotwife...I had a long-term boyfriend. We found each other on Tinder and dated for about a year exclusively. He didn't see anyone else and neither did I. It was pretty hot and heavy. I would see him about three nights a week at least. We spent a ton of time together, I slept over, we took vacations and fucked non-stop.
I loved him. He fucked me bare and I was kind of on birth control but wanted another baby. It was so dangerous looking back on it...very very very dangerous.
Cucky never met him. My boyfriend was not in the lifestyle and had no interest in being watched. What he did enjoy was sending cucky photos of all the depraved things he was doing to cucky's wife...things cucky never dreamed I would do.
I came across several of those photos today as I was moving videos and pictures over to our backup drive. I can't even imagine what cucky must have thought when he got these on his phone.
I will post a few more tomorrow as well.
Kisses, Anna
Good afternoon...just one of the images from my photoshoot the other night. I thought this one was pretty sexy. I have some very naughty kitchen fantasies...one of which may have been fulfilled that night. 😈 I hope this pic brightens your day. Kisses, Anna
I could use a shower buddy today…you know to help me clean every square centimeter of my body. Any volunteers? 😈
Also…I may have had a naughty thought while showering. I think we are going to get cucky lasered. I saw some at home devices that got pretty good reviews. Braun IPL was one of them.
I was thinking full Brazilian, his chest, stomach to start. Maybe his legs, arms and armpits eventually. What do you guys think?
Hey there. I've received so many messages asking me to write about my perspective/impression of cucky's adventure last weekend so here it goes...
🔥🔥 SUPER HOT! 🔥🔥
Honestly, I never thought he would go through with it. In his day to day life, cucky is very alpha, masculine and very very straight. I think that's why this fantasy appealed to me so much. Agreeing to be used by a dominate, gay top was an act of total and absolute submission to me! Yes, he loves me that much! ❤️❤️
It has only been a few days but we have talked about his date a lot. Mostly in bed while I am pegging him or playing with his little caged dick (or "clitty" as I now tease him). I think his biggest concern is that he enjoyed it, and that makes everything a lot more complicated in his male mind. Despite my reassurances, it's going to take a while for him to get comfortable with this new dynamic.
So what's next? Well an entire new world of fantasies just opened up for me so that is a good question. He is definitely going back for round two (probably next week). He has been texting with new "friend" (I still need to figure out what we are calling him) daily and sending him naughty pics. I really want to up the sissy game a little for next time but we will see.
The last question I received was how I get got him to agree to it? It really isn't a secret...years of chastity and orgasm denial will do wonders. Also, open and totally honest communication on what I wanted and how much I wanted it. Also, I may have also promised him he would be out of chastity for a bit and could fuck all the pussy he wanted (just not mine...😈). We are going to a lifestyle party this Saturday and my little cucky will be free to roam for one night only. 💦💦 I really hope he enjoys himself.
Well...I had a little photoshoot last night with the very lovely @islandboyvids. He's a friend of DFWKnight and we met during my g-bang a few months ago. He was in town for work and asked if I would like to take some sexy pics. Of course I said yes. I mean what girl doesn't like doing a naughty photoshoot with a professional photographer. I had such a great time. He made me feel totally at ease and super sexy.
Well I may have gotten a little carried away and the photoshoot evolved into a video shoot. 🥵 I don't think cucky was anticipating being on cleanup duty last night. 😂😆
Cucky's Corner:
So...it finally happened. My beautiful Goddess has fantasized about me taking a real cock for years. I am not sure when she actually told me (probably during one of our pegging sessions early on) but I always wrote it off as just a fantasy. Well it isn't a fantasy any longer. I had very mixed emotions but overall it was a good experience and I am so happy I could give her this gift.
So the backstory...my Goddess found a guy on a gay dating app. He has a kind of the "most interesting man in the world" vibe but super fit. An older white gentlemen, very educated, very wealthy and very dominate. We chatted back and forth for about a month. He was very nice and patient with me. I shared a few pics and videos with him per my Goddess' instructions and overall got a pretty good feeling about him.
My Goddess was totally turned on any time we discussed it or when she took pictures of me to send to him. I could tell this was something she really, really wanted, and of course I love to please her. We talked about it a lot...what her expectations were and my feelings about it...and we eventually decided to make this fantasy a reality.
So this morning I shaved my body and prepared myself for my Sir. He wanted me dressed in panties and caged (so nothing new there...the joys of a cuckold relationship 😳). I arrived at his home and he greeted me with a hug and lead me upstairs to one of his guest rooms. There wasn't a lot of chit chat.
He sat in a chair, had me stand in front of him and told me to undress down to my panties. As you can imagine, I was pretty embarrassed and self conscious. I have never stood like that in front of another man in my life. He told me to kneel down and then stood up and unzipped his pants and instructed me to take his cock out. It was big. Not as big as my Goddess' strapon (thank goodness) but big nonetheless. I would say eight inches and very thick.
He then proceeded to fuck my mouth for a long time...I have no idea how long but it seemed like forever. I wasn't allowed to use my hands so his cock kept hitting the back of my throat and gagging me. There was spit and saliva dripping down all down my chin and all over my chest. I was a mess.
When he was finished with my mouth, he pushed me onto the bed and told me to lay on my stomach. He mounted me, pull my thong to the side and slid his cock inside my ass. No lube...no warm up...just my spit...it hurt. He said I needed to learn to take it like a real "bottom bitch" and that my "pussy" would get used to it. He fucked me for about 15 minutes...mostly in various forms of doggy and on my side until he came inside me.
We laid in bed for a bit talking as he stroked my cage. I was dripping precum and his cum was leaking out of my ass. He asked if I wanted to be released and I told him yes. I retrieved the key from my bag and handed it to him. He stripped off my dirty panties, removed my cage and began stroking my penis (or clit as he called it). I don't get super hard anymore thanks to full time chastity, but it felt so good having my penis stroked.
I wanted to please him so I took his cock back in my mouth for a few minutes and he was very hard again in no time. It was actually really impressive he could get that hard so fast. He proceeded to take my ass (or pussy as he kept calling it) again missionary and gave me a prostate orgasm...something only my Goddess was able to do previously. It felt amazing and as I came off my orgasm he came in me for a second time.
With two loads of his cum inside me, I asked if I could take a shower. He led me downstairs to his bedroom shower, provided me with a towel and closed the door to give me some privacy. I showered quickly and changed into a clean pair of white, lace panties. Just about that time I pulled them up, he walked in with a glass of water. There I was standing in front of a man in my panties for the second time that day.
He offered me the glass of water and as I drank it, he began caressing my ass through my panties. He slid his hand underneath my panties and began fingering my ass with one hand and playing with my "clit" with his other hand. I couldn't believe how turned on he was making me...I loved how he just took whatever he wanted.
He pushed me down on my knees and proceeded to fuck my mouth again. I could taste his precum and it made me want to make him cum with my mouth (just like my Goddess had taught me). I tried but couldn't do it (hopefully I didn't disappoint her on that one), but I don't think he cared. He just turned me around and bent me over the bathroom counter. He slid my clean panties down, kicked my feet apart and put his the head of his cock right up against my well used ass. For a few moments he just played with it...pushed his cock in and out...just a little at a time. Then, he just buried it inside me and fucked me so hard I could barely breathe. I could barely stand and had to use the counter to keep my balance. After a few minutes, he came again in my ass (so much for my shower).
So after shower number two, I put my clean-ish panties back on....and barely made it out of the master bath into his bedroom. He was waiting for me there. He wanted me one last time before I left. I laid down on the edge of his bed and he fucked me for the fourth and final time. This time it was slow, face to face with lots of kissing (which was a little weird but interesting). We both came again which was rather nice.
So back into the shower for a quick rinse. Then I got dressed quickly, collected my things and made sure I had all my stuff. We hugged good bye and I drove home.
Despite my levity and jokes, this was a very difficult experience for me. I have mixed emotions. My new friend (as Annabell likes to call him) was very experienced and made our time together pretty unforgettable. However, there are a million and one thoughts running through my head that have me a little off balance. It's difficult to explain but I am sure you all can imagine. In the end, I'm glad I was able to give her this gift...it's just going to take some time for me to wrap my head around it.
Cucky is home and making bread of all things...I think he copes with emotions by cooking. He is a little quiet but I think he is okay. I only got a few details (I want to savor the full story tonight in bed), but his new friend fucked him for almost two hours and it didn't sound like he was gentle.
I am going to try and video my reclaiming him tonight. I have also asked him to write about what happened so I can post it on here...hopefully he can get that done today.
I have a feeling tonight is going to be a little difficult for him. He is totally straight so this was a huge deal for him. I will never forget this gift. I am so lucky.
Oh my it’s finally happening! Cucky has a date tomorrow morning. 🔥 I am super excited. He is really nervous. They have been chatting back and forth for a few days now. Cucky’s potential Bull (or Daddy I guess…not sure what we are calling him yet) is super dominate and loves submissive, masculine men. Cucky has been keeping his inbox full of naughty photos per my instructions. Haha.
He will be dressed like a dirty, little slut and locked. I am also sending him with a spare key to his cage which he will be giving to his Bull. I have been dreaming about this for years. Oh God I can’t wait for this to happen.
Oh and I will be reclaiming him with my biggest strapon when he gets home. 😈
Howdy! It's a lovely fall morning. I got an early run in and then jumped in the cold plunge. 49 degree water and 43 degree air temperature. It was freezing but I love the way it makes my skin look.
I am going to be on mom duty today...my youngest is sick at home with a fever and cough. Poor little guy. Hoping I can still get a little strength workout in this afternoon.
I have a date on Monday...so gotta keep fit!
Kisses, Anna 💋💋
So I am pretty sure I made the naughty list this year. Hotwife goals! My date last weekend (with my mystery Bull) was amazing. Cucky and I arrived at his hotel and he was fucking me within five minutes of us meeting. HUGE COCK ALERT! Oh my goodness...it was perfect. I didn't even get a chance to take my clothes off. He just hiked up my dress and took what he wanted. Amazing!
After he finished with me, we headed out for a few drinks and a late dinner. My Bull wouldn't let me clean up my pussy so I had cum dripping down my leg for quite a while. That was a little embarrassing but I just went with it. 😂 I may have discreetly put some on my fingers and gave cucky a taste at the bar. 😈💦
After our drinks, we headed back to his hotel...only I couldn't wait so I climbed on top of him in the back seat and rode his perfect cock as cucky chauffeured us back. I do love getting naughty in a car. As cucky pulled in the parking lot, we had him park in a discreet location so I could finish out my orgasm (which didn't take long).
Back in the hotel, my Bull fucked me again and again and again until I couldn't cum or squirt any more. It was amazing. Cucky filmed the entire night and finally was allowed to clean me up after we finished. He was a very hungry boy by then. haha.
A trailer and the full video should be out in the next couple weeks. I can't wait for you guys to see it.
Kisses, Anna
Happy Friday. A little teaser of my upcoming video with @chocolatevip. We had such a great time together. I must have been a hit because he invited me to be a guest on his podcast...so stay tuned for that and the full video. Enjoy!! Kisses, Anna 💋💋❤️
Good morning. Happy Titty Tuesday! Seems like life has been super busy and I haven’t had time to take a breath. I still need to post about my Splash shenanigans and my date last Saturday. I hate when life gets in the way of fun.
I hope my breasts make you smile. ❤️🥰 Have a great day and be kind to one another.
Kisses, Anna 💋💋
Holy cow! I mean seriously! I can barely walk today. I have never...ever...ever...been fucked like that in my life. Thank goodness for yoga...my body has never been contorted like that during sex before. I will send ya'll a few more details later today. Wow. I mean amazing. Kisses, Anna 💋💋
