MILF coworker and TS GF continued

Monday morning arrived, and I told my TS GF about my uncertainty being my milf coworkers bumitch. My GF responded by saying that my coworker considers me her sexual bitch this week. I asked what would happen if I refused, and she informed me that my coworker would show the photos she had of our sex capades with others. She threatened to show these photos to our colleagues at work.

I said she doesn’t have those. However, my GF insisted that she does. Feeling overwhelmed, I showered and received a text message from my coworker, saying, "I hope you're hungry at work today." I replied, asking what she meant, and she responded with a message instructing me to wear the panties I had allegedly stolen from her.

I was worried about my coworker and my TS GF said to quit being a bitch. She said I tell you what babe u will reward you before you leave. I said ok how and she said lay on your back babe and I will make love to your sexy ass. I laid down and she slid in my sore ass as we made out she breed me. I moaned as she came in me and reached down to stroke my 4” cock she slapped my hand away and said you came hands free for the bbc this weekend no stroking. Cum from me or not at all. I moaned ok fuck me and she said we need to get to work, you can cum later today. She said baby I want to be with you all day wear this butt plug. I put a butt plus in and then she said wear your coworkers panties you stole. I said oh I almost forgot as I put the panties on.

The pants I wore showed pantylines I was unaware of. When I got to work my milf coworker asked if I knew the gay guy down the hall. I said yeah we are gym buddies. She said oh you workout together? Then she made a sexual motion. I said no just actual workout. I followed up with I am not gay and she stated that I was and loved BBC. She said she told the gay coworker I liked to suck cock and get ass fucked and he was gonna come down in a few minutes.

Shortly after, the gay came to my desk. He engaged in conversation with both of us and then asked if I wanted to hit the gym with him today. I told him I didn’t bring workout clothes. However MILF coworker said you can borrow mine, and states she had leggings, a sports bra, tank and shoes. I said I need a size 8 mens shoe. She said oh I know your feet size are tiny like your penis. The gay coworker laughed and said I know he isn’t the biggest but how do you really know. MILF coworker said I saw his TS gf and black guys fuck him this weekend. Gay coworker said no way I have wanted to fuck that sexy ass for a longtime. MILF coworker said you should fuck him while he wears my panties. Gay coworker said how he would do that. Female coworker said good cause he has the pair he stole from me on I saw. Gay coworker said oh sexy let me see that ass. I stood up and spun my ass towards him. Both of them giggled nice panty lines. The gay coworker said let me know when you leave for the gym.

As we walked towards the gym, my gay coworker inquired about my female coworker's weekend. She said she met me and my gf at the naked beach and then had an gangbang with me, my TS gf and a few bbc guys. She said, while looking at me he takes cock great in the ass. Gay coworker said I am upset I didn’t know before. I said one time thing and female coworker added well you’re my bitch this week. She the said let’s skip the gym and go to my place.

Upon arriving at her place, my female coworker showed a video of me getting fucked by my gf and bbc to my gay coworker. He said damn that’s hot. I need to start hitting Haulover beach. Feeling awkward, I was silent. My female coworker then brought out two lingerie pieces, one for herself and one for me, stating that they matched the panties I had taken/stolen. She suggested that I wear the lingerie while I got fucked.

I knew there was no backing out and my gay coworker was attractive. So I thought to go use the bathroom and take the plug out. MILF coworker said just remove the plug out here your TS gf told me you wore one. I finally agreed and as I pulled the plug out semen ran out of my booty. My gay coworker said great lube and started putting a condom on. He said I gotta wear as I have a bf. My female coworker started fucking her pussy with a dildo while my gay coworker slide in my hole. I moaned loud. As my female coworker watched.

Then I moan fuck I have wanted this at the gym everyday. He says for real I wanted to fuck your ass too. I moan yes but I didn’t wanna make work akward. He says I thought you were straight. I moan will you cum in me? He says you want that? I say yes. He pulls out takes his condom off and plows into me again. My coworker is shoving a dildo in her pussy and taking video but I don’t care. I moan cum in me. He cums in my ass as I sissygasm in my coworkers panties. Milf coworker starts orgasming too.

Milf coworker says good now cum eat mommas pussy to me. I climb over and eat her pussy as gay coworker says I wanna go again and fucks me doggie as I eat pussy. He cums in my ass again as MILF orgasms on my face. When done MILF says take those panties off and wear these. She hands me panties that are wet. I say what happened and she says thinking of this today.

I slide new panties on we all go back to work. That night I go home and my gf says so you got fucked by a hot gay guy today. So I am getting fucked by my ex tonight. When I come home you can eat cum from my ass and suck my cock. I fall asleep that night before she comes home. I wake in the morning to a text. She says, sorry the night got away from me, my ass is so sore I may need to get you to lick it tonight. Have a great day. She also sent a pic of her ex bbc bfs cock in her. It’s her ex bf who I know. He says watch this video I sent you in snap.

The snap video is my gf riding his cock and kissing him. She says oh babe I have missed this I love topping but your cock feels amazing. I feel like a woman with you in me. Fuck I love this maybe more than topping. Then he says well then leave your little cock bf and come back to me baby. She says maybe let’s see how this week goes I want you to fuck me everyday. He says ok as he cums in her ass and she cums on his belly

Then I get another text from my gf. It says I know you watched the video I love you but need my ass fucked babe hope you understand. Please wear a pair of my panties and have fun at work today. If you are still home in 30 you can wear these cummy ones and eat me for a minute. I am so horny after the video and thinking of eating my trans gfs cummy ass. I find her suction dildo suction it to the shower and bounce my ass on it. I also watch trans porn on my phone and my gf walks in and sees me. She says mmm baby you warming up for my cock? I moan yes wanna give me it. She says yes after you get on your knees and eat this messy hole.

She gets in the shower I get on my knees and start eating her cummy ass. Then she bends me over in shower and fucks me until we both cum. When done I am not horny also the cummy panties are ehhh. My gf is not having it and says you are wearing those honey. I put on her cummy lace pink thong. She giggles that’s it honey. Have fun with your coworkers today.

On my way to work milf coworker texts me and says I got fucked this morning in the ass and pussy you can eat me at the office in the handicap bathroom. Ps I told two other women at the office you are a sissy so if they ask you to eat them you know and I bought a strapon I may peg you today. I text cmon can’t we go back to normal. She said normal went out when you stole my panties.

I arrive at work and MILF coworker makes me eat her cummy ass in the bathroom then at lunch she makes me take her strapon she fucks me in the parking ramp we almost get caught twice during it.

That night I get home from work my trans gfs ex is over. He is railing her in the kitchen when I walk in. She says oh hi babe your dinner is almost ready. As she moans fuck me with the big cock. My gf says cum in my ass. As he is fucking her she calls me over pushes me to my knees and then has me suck her cock as her ex explodes in her ass she cums in my mouth. Her ex smacks her ass and says good girl. I am out. He gets dressed and leaves. My gf says baby eat his cum. I eat her exes cum from her ass and then she says I wanna try something with you. I say what? She says I wanna make you a sissy. I say ok what’s that entail and she says I wanna lock you in chastity and make you wear panties.

I ask why? She responds cause that’s how I became the woman I am and I think you would rather be a woman. I ask again why do you say that? She says oh babe I know you say your straight and love only my cock cause I am a woman, however you let bbc and a gay guy fuck you and you have a tiny penis. Why don’t you think about it the next few weeks. Honestly we should get you on sexy girl pills too so we can grow your ass and booty and shrink your little penis more. I say I will think on chastity babe.

We cuddle and fall asleep together. when we wake Wednesday am my TS GF has me suck her cock till she cums in my mouth. Then she puts me in panties and sends me to work. As I leave she says babe I have that cage if you wanna wear for me tonight it’s the one I wore when u started my woman journey. We could just try it. I say ok honey.

I get to work that day and MILF coworker and her friends at work. 24 year old smoking hot blonde girl 5’11” 170lbs great ass and tits. Also 57 year old brunette divorce, 5’6” 200lbs, cute face and big boobs and ass are all in my cube. Milf coworker says so here is the deal I told the girls how well you eat ass and that you love to be pegged they both have always wanted their assholes ate and to peg a guy. As a reminder your my bitch so we are gonna have hump day fun today with all of us.

Then MILF coworker took me to her place for lunch with the other two ladies. 57 coworker said I have never had my ass ate and MILF coworker told me to lay down. Then 57 coworker got naked she had a massive bush and hairy ass. It was stinky as she sat on my face I ate her ass. She rubbed her clit and came. While I ate her stinky ass. She moaned oh yeah that’s so good. Then the 24 year old could worker had me eat her shaved pussy and ass and moaned and came on my face. She smelled and tasted so good.

When I ate both them MILF coworker said now we peg. All 3 women pulled out strapons. I got used like a whore. As they took turns fucking my sissy pussy. Then I came in my panties and we headed back to work. They all made sex jokes the rest of the day. I got home Wednesday night and my TS GF fucked my ass and played with my small cock.

Thursday my TS GF, woke me as she hand cuffed me to the bed. Her ex BF came in and said fuck you or your GF. I missed babe we don’t need to do this she said honey me or you? I said my ass. He pulled his huge 11” cock out and fucked me in front of my gf. I moaned and he said you would make a great GF. Then he fucked me harder my ass convulsing milking his cock as my sissy cock sprayed cum hitting me in the face. My GF said good babe you did so good.

Then I left for work and my gf sent me a video of her cock caged and her ex fucking her ass. I text back oh wow you’re caged. She text, yeah babe and you will be when you get home. I text honey I said I didn’t know. She texts back well I am gonna be caged for the next month. I text, what why? She texts, cause I need to get back to my girl roots of loving cock, don’t worry we will both be the gfs of my ex bf. I text, I want you not him. She texts, babe we can break up or both be sissy gfs who also have a bbc bf we share.

I am get to work and my milf coworker gay coworker, 57 and 24 year old coworkers are at my desk. The gay one says I am gonna fuck you in girls clothes after today. The ladies all giggled. I said then what. He said the girls are gonna record you. I say we can’t at work. and MILF coworker says we can cause everyone else is out at noon today. Gay coworker says yup then he snacks my ass. I say what if I say no. MILF coworker says your gf said you will be my slut this week or she leaves you. I said she just told me I am gonna be in chastity and so is she and we will be getting fucked by her bbc ex. MILF coworker says omg no way. I say yeah so what if I break up with her. MILF says well you cum is all over my panties sounds like you took advantage of me. I say ughhhhh fine he can fuck me. 57 yeah old fat coworkers says great and here are my panties. They are xxl white Hanes her way. I say granny panties?

57 year old coworker giggles and says yeah and dirty is girls went and got cock last night, I wore those for like 40 hours and got fucked in them. 24 year old hands me a sundress and says and this. I say when should I put on and am told panties now sundress at noon. I go to bathroom and look at granny panties they gave cum stains and skid marks inside. I am horny and I lick the inside they taste good. Then I put them on.

Noon comes I put sundress on and gay guy comes to my desk. He bends me over and ducks me while in granny panties at my desk. MILF coworker takes pics and vids and he cums in my ass as all the girls watch, cheer on and giggle. I don’t cum but 57 year old then fucks me with a strapon and it hits the spot as I cum in her panties. She says that’s it this is so hot and fun.

The rest of the day his cum leaks from my ass. I go home that night to my TS GF in a maid outfit and caged cock. Her ex BF is on the couch in his underwear drinking beer. She looks at me and says oh honey your home. I whisper what’s he here for. She says well he fucked me 4 times today honey and is staying for dinner and the night. I say why? She says you will love it babe just try it for a few weeks. I say so now what? She says he wants a lap dance in your panties. I say I will go change. He says don’t change do in panties you have on. I say they are granny. He says show me I pull my pants down and have the xxl white Hanes her way granny panties on. He laughs and says well this is fun but if I am doing you in those you need the cage first. I say what if I say no. He says you will say yes I know your boss and showed me my bosses number and then the video of me dressed as a girl getting fucked on my desk. So I said fine for the night I will wear it, my gf squeals yes honey let me get you the maid outfit for the night too. I say and panties? He says before the maid outfit why don’t I fuck you on balcony in those. I say ok as I am horny now and figure what’s the harm. My gf cages me in a pink silicone cage and then I give her ex a lap dance in the granny panties. He soanks me and then pulls the panties to the side as he slides against my hole I moan. Then he pushes in as I bounce on him. Then we go on to the balcony and he fucks me as people walk by, a few see but most just walk by, I moan and he fills me with cum.

We come back in and my gf has me wear maid outfit like her and sexy panties to match. We cook dinner for him. And then after dinner he fucks my gf and me multiple times as we kiss and make out. We both sissygasm and have his cum in our ass. He says I am leaving but tomorrow you need to have your body shaved. I moan ok. As my TS gf and I lay in bed. I don’t realize he takes keys and even he leaves ask to be unlocked. My gf says babe sorry he has keys let’s sleep. We sleep and then in am wake up. That first night in chastity was bad but I survived I told my TS gf.

Then she helps me shave my legs, ass, crotch, etc. then I head to work caged and in panties. It’s my last day being my milf coworkers bitch. I get there and she says I told everyone I was training with you today and we are gonna go to the naked beach but you’re gonna be my bitch and wear panties. I say are Fridays good? She says well this weekend is the naked run so yes it will be good. I put her panties on and 2 hours later head to beach. We get there I say I can’t wear only panties. Milf coworker asks why and I say cage. She says what and I show her. She laughs and says to bad. So I strip to panties and we hit the beach. People look, point and giggle at me. We find a group of guys and she gets fucked 4-5 times and I eat the cum from her ass and pussy and then I get fucked 6 times. She then says you are done go home to your gf. I say I need clothes and she laughs nope get a ride in just the panties. So embarrassing but I get a ride and give roadhead on way. I get home and walk out apartment complex in panties only. My gf is home and has 4 guys gangbanging her when I walk in. I say you’re cheating. She says really I got pics of you at the beach today. Then says finish boys as they all cum in or on her.

They leave and she makes me lick her clean with my mouth. I end up cumming while eating cum from her ass and her rubbing the outside of my cage with a vibrator. Then I ask to get uncaged and she says I don’t have the key. He is coming over tomorrow night let’s just hang us in our panties. We both put on panties then she says decide on cage in the next few weeks and if you want out we can break up. I say so if I don’t cage my cock we can’t date? She says no honey we can’t. Let’s get sleep tonight.

The next two weeks caged with my TS gf changed me until I met my wife. (My wife doesn’t know I had a TS gf that caged me for two weeks before her.)