Ted/Tina, Suzie & Will

Some of you may know I'm a lesbian, but I love the ideas of sissy men.

This story came from my neighbor who has shared with me about his kinks and his wife not wanting to have sex anymore. He has told me about his love to eat pussy and that he should have been a lesbian. I've shared with him my loneliness without a partner. He offered, jokingly that he could satisfy both of our needs. I told him I'm sure it would be good but it's just not the same. If the two of us get lonely enough maybe that would be the solution. Thanks for reading his story that I was happy to share. Feel free to leave comments.

I never thought I would be in this situation. I'm a 50 something man dressed in white thigh-hi stockings, 4" soft pink heels, light pink satin panties with a matching bra, over my hairless body. I'm kneeling in front of a 20 something trans woman who is standing while another man screws her boi pussy. Her small cock is poking straight towards me and I can't wait to taste the pre cum leaking from it.

I have been happily married to my wife of 30 years. We have had a great sex life with a lot of fantasies and several different genres of porn to keep things fresh. I've always been submissive to her and I love to eat her pussy. We had a period when I would dress in lingerie and I have always kept my body hair shaved. I love the feel. I would wear them under my clothes when we went out on dates or other places. I'm not a guy that could pass as a woman. I'm 6-1 and 200 pounds. I stay fit and don't have much fat on me, but I would be one ugly woman. The thrill of it all kept us hot and it would lead to watching some transsexual sex movies. After our sex we would both wear sexy nighties. It always turned me on. I later found out that the thrill didn't continue for my wife. So slowly those clothes got used less and less. They have been in a drawer for several years now. I still think about them but haven't worn them for maybe 10 years.

For about 5 years my wife just seemed to go through the motions. We still had sex but she seemed like it was how fast can we get this over with so she could go to sleep. Then on our 25th anniversary we had had a wonderful day spending it away and had a nice hotel room. We started getting naked. I pulled off her panties and went down on her like I always have. I don't have a big cock, I'd say I'm below average with a 5 1/2 inch cock. So I've always tried to make up for that with my mouth and tongue. I love to eat her pussy and anything oral. I think I'm pretty good at it. She came in my mouth after a short while of me eating her pussy. She liked to ride me cowgirl so she could get more penetration, I always figured. She was dry and stoped to go into the bathroom. I thought she was after some lube. But to my surprise she came back getting dressed and left me with a hard cock and no satisfaction.

I asked "your done"

When she said what has haunted me for 5 years now, "You don't make me wet anymore" she then rolled over and went to sleep.

I was devastated. I Was always self conscious about my size but now I felt humiliated.

I got dressed and told myself "well that's a happy anniversary".

For the last five years, she has had zero sexual interests in me. She just turned it off. I would try to talk about it and she would just ignore my comments or would turn quiet for a day or two.

We have just become roommates. We still love each other but without any physical affection. When the kids moved away, I had thought things might change but for five years my hand has been my sexual partner.

I can't stand the thoughts of never licking and sucking her boobs and eating her pussy. I still fantasize about her coming all over my face and even eating her after we fuck. Eating all of our juices.

I watch porn and get off by thinking of the women sitting on my face or eating their cream pies. I think of eating the spunk from a cute trans girls and have even thought what it would be like to suck them and then let them fuck me while I'm dressed as a sissy.

I saw a short video of a cutie standing while some stud fucked her ass. I couldn't stop thinking about sucking her cock while he fucked her.

I replied to her post and told her "this sissy wants you to face fuck me while he fucks your ass and I can eat all that yummy cum like a good sissy."

A few days went by and she replied back saying "where and when?"

Now I really couldn't get it out of my head. As we messaged back and forth I found that she is only a few hours drive from me.

I've never cheated on my wife but now I had set up a date with her and her boyfriend.

The day we were scheduled to meet I cleaned myself and made sure I was hair free and unpacked my sexy lingerie and shoes that had been put away for so long.

I took a long weekend and told my wife I needed to get away and go fishing. This wasn't anything unusual so she told me have fun.

I got a room at the hotel we agreed to meet at and I changed into my clothes. My cock was so hard in my panties. I thought I would burst before they got there. I was also so nervous I thought I might have a heart attack.

I wore a robe over my lingerie and answered the door when they knocked. We introduced ourselves.

I said "my name is Ted but today I'm Tina."

Her name is Susie and his is Will. We talked and had a couple drinks. Susie was beautiful, she had a mid thigh dress with a scoop neckline. Her dress just covered the tops of her stockings. She was so very sexy. I got the nerve to ask if I she would take her dress off? She wore stocking and a g-string. She wore a bralette that covered her tiny titties. He striped off and had a respectable 6 or 7 inch cock with a full plump head. Susie dropped down and sucked him until he was hard. It was easy to see this wasn't her first time sucking it. They kissed and he rubbed her titties and pulled her bralette up exposing her plump little boobs. I licked my lips in anticipation of sucking on them. She pulled off her g-string and untucked her smallish cock as it started to plump up. Will rubbed her boob with one hand and started stroking her cocklett with the other. She stroked his hard cock and rubbed it between her butt cheeks.

I couldn't get enough of watching them and had removed my robe. My cock was hard and was tenting my pale pink panties leaving a small wet spot.

Susie giggled while looking at my panties and said "you look really cute. Good enough to eat."

I said "I hoped so."

I heard Will moan when he saw me and whispered to Suzie "do I get to fuck both of you. I'd love to fuck my girl and a sissy boy."

She just said "we'll see."

She got some lube from her bag and put some on her and him. They were standing just like I had fantasies about from the video. Her knees bent with her bum pushed back and her chest out. Will couldn't wait any longer and pushed inside her as I watched every move. She pushed back and as they got into a rhythm her little tits bounced and her cock got harder to it's full 4". I bent to suck her nipples and slowly kneeled down in front of her running my hand up her stocking leg and with my other hand rubbing her boob. My wet spot kept getting bigger. I could see the effects of Will fucking her. She soon had some pre cum on the end of her cock. My face was just inches from her slick knob just waiting to be sucked. My mouth watered as I licked my lips.

It was now or never if I was going to suck a girls cock. I poked out my tongue and leaned forward to lick the pre cum oozing from the slit of her cock. I kissed her spongy head and licked the underside of it. I wrapped my lips around her spongy purple knob. The motion of Will pounding her boy pussy pushed her cock into my mouth. Each time he thrust, her entire cock went in my mouth. I reached up and rubbed her small tight sack and caressed her balls. She had a steady string of pre cum and I gladly sucked it up. As she was face fucking me, I could feel her balls retract and she tensed up. I knew what was soon going to happen. She let out scream and shot her cream from her sissy-gasm into my hungry mouth. I've never had anything as thrilling as my first time sucking a cock and swallowing her cum. She kept dribbling more cum. Every thrust from Wills cock was another spurt of cream on my tongue.

I reached between her legs and found Wills balls and started to caress him. They felt so full and rubbing the base of his hard cock, he started to tense.

Will asked "who wants this load?"

Suzie replied "you squirt it deep in me all the time. Give it to Tina, let her taste my pussy on your cock."

He pulled out of Suzie. She moved and he shoved his cock deep into my mouth until I was gagging. I could taste her musky essence on his cock. I stroked and rubbed him squeezing his balls until he shot a huge burst down my throat. I pulled back and caught the rest in my mouth until it I couldn't hold it all and the rest dribbled down my chin. I swallowed greedily the cream that I had dreamed of for so long.

Susie had moved behind me and was rubbing my ass and my rosebud through my panties.

She soon had her hand inside my panties and had wet her finger with the cum from my cock. It wasn't long before she had a finger inside me and was stroking me. Another finger felt so good. I was now on my hands and knees letting her do anything she wanted. It all felt so good. She put a third finger in and it hurt more but made me feel so full.

"Tina, do you want to get fucked and loose that cherry?" She said.

I could only moan out a reply as I pushed back into her hand. She pulled down my panties and I worked them off of one leg. They were hanging on my ankle.

Susie put some lube on her cock and on my bud, continuing to work it in with her fingers. She put the head of her cock against my bud and pushed. I could feel it squeezing inside me. It didn't hurt as much as I thought it would. With her small cock she was soon all inside and began to slowly stroke. Her small cock was just the right length to hit my p-spot and I thought I was going to cum right then. A small amount continued to slip out, like hers did when Will stroked her. I've never felt such a wonderful feeling. She started to pound me faster. Each time hitting my spot. I squirted all over the carpet. That my have been the best orgasm I've ever had.

Will asked "now do you want a real cock?"

I just wanted more of that feeling. Susie pulled out and he lined up his cock. I felt empty when until he slipped inside. It hurt more because the girth of his cock was much bigger than Susie's. He was gentle and soon had slid further in than she could. I could feel his hips against my bum and knew he had it all in. Slowly he started to stroke. I soon forgot how good Susie's cock felt inside me. Wills made me feel so full and I thought my knees were going to collapse. Each stroke as his head rubbed past my p-spot almost all the way out then all the way in, was the best feeling. My legs wobbled and he turned me over onto my back. After a couple strokes from his mighty cock I had my legs wrapped around him with my panties still hanging from my ankle.

I can't describe the full warm feelings I felt as he began a faster rhythm. I could feel another spasm and shot a second load of cum all over my stomach. He wiped it up with his fingers and fed it to me.

About this time Suzie sat on my face pushing her cock back into my mouth. The two of them got in a rhythm both fucking me. Suzie soon shot another load of cum into my mouth and Will was tensing up and I soon felt him squirt his big load deep into me.

He laid on top of me relaxing. He kissed me deeply and licked the cum off my lips and chin that Suzie had left.

He told me "thanks for letting me fill you, the only thing i love more than taking a sissy's ass is fucking Suzie.

I was sad when his cock shrunk and he pulled out. I felt so empty As I started to leak. I wished I could keep it in me as a reminder of how good it all felt.

They both got dressed, while I still laid on the floor. We never made it to the bed.

Suzie left me her phone number and said "call anytime. We would love to do this again."

She gave me a deep soul kiss and they left.

I must have dozed off. When I woke I could feel a large wet spot around my ass.

I showered and put my crusty panties back on as a reminder then dressed in my man clothes again to return home.

All it was is a wonderful memory of something I will definitely do again.

As I laid in bed that night next to my roommate wife, I thought how much I enjoy eating pussy, #2 would be the time I had with Suzie and Will. Those beats anything else.