50516 Stories
538711 Comments
Create account

New Stories 50516

Fiction 23890

Blowjob 12200

Consensual Sex 9729

Anal 9581

Fantasy 9122

True Story 9036

Incest 5840

Cum Swallowing 5426

Dark Fantasy 5112

Male / Female 4974

BDSM 4244

First Time 3685

Bi-sexual 3590

Teen 2963

Cheating 2794

Erotica 2539

Lesbian 2479

Domination/submission 2470

Gay 2331

Ass to mouth 2210

Oral Sex 1956

Romance 1795

Authoritarian 1770

Bestiality 1764

Exhibitionism 1762

Group Sex 1706

Fantastic 1611

Masturbation 1560

Female solo 1547

Hardcore 1443

Boy 1310

Coercion 1260

Black 1253

Cruelty 1195

Blackmail 1194

Diary 1166

Asian 1157

Humiliation 985

Body modification 839

Job/Place-of-work 832

Young 817

Interracial 793

Female Domination 792

Rape 750

Discipline 670

Sex Joke 667

Drug 642

Mature 620

Non-consensual sex 616

School 588

Death 578

Non-Erotic 562

Written by women 536

Extreme 523

Cuckold 499

Threesome 457

Virginity 456

Reluctance 454

Poem 425

Wife 398

Mind Control 398

Voyeurism 390

Pregnant 330

Male Domination 320

Violence 265

Spanking 220

Fisting 204

Foot or shoe fetish 200

Prostitution 185

Transsexual 184

Monster 181

Slavery 161

Lactation 153

Toys 148

Gothic 145

Murder 138

massage 134

Latina 128

Water Sports/Pissing 125

Enema 100

Torture 86

Stories in DB: 50516
Comments: 538711

Sissy wanker

Categories Fantasy, Cheating, Cuckold, Female Domination

Authror: Dampspot

Published: 29 November 2017

  • Font:

God I can't believe how horny I am!

I'm sitting here at home wearing my prettiest little blue dress, my silky stockings and suspenders, my makeup is drop-dead gorgeous and my hair is straight as glass. I'm lucky that my girlfriend helped me getting myself dolled up before she went out tonight, she really knows how to bring out the cutest sissy side of me. My blonde wig takes ages to straighten but she didn't mind doing that for me while I put my latex breasts on and adjusted the bra so they stood out just the right balance of perky and feminine, and I finished off with a lovely white ribbon in my sexy ponytail. As she was going out being a slut tonight she wanted me to be a super sexy little girl all night playing with my little willy thinking about her getting chatted up, how other men would be dancing with her and touching her, kissing and teasing her. She loves knowing that while she's being a complete tart I wank myself silly all night long.

Tonight though she wanted me to wear her knickers for a change. I said that I'd already got them on and lifted my dress so that she could see my little boner pushing through the silky fabric of her undies to prove it. She gave me a kiss on the cheek and said that's not what she meant. Her hands came up my dress, between my sexy shaved legs and to the waistband of the knickers I was wearing and she started to pull them down. As my little white knickers fell to the floor and off my ankles she kissed my neck and whispered into my ear that I was going to wear HER knickers tonight! I didn't understand what she meant until I felt her body pressed up against my own and she slowly pulled her pants down and took them off keeping eye contact all the time until she looked down and held them ready for me to step into. As she pulled them up my legs to my suspender belt and over my little willy she said that at least tonight her knickers would be full of my cum and not somebody elses!

She started rubbing my willy through the fabric of my dress and reminded me that I'd be wanking on my own while she was out flirting like a right slut. She stepped back and looked me up and down before taking a photo on her phone and then took me by the hand leading me to the settee. My little knob was straining against the silky garments that I'd be wearing for the evening and I was leaking precum so much that the knickers she was making me wear were saturated. Pulling my dress up above my waist she said that it would be a waste of time trying to fuck me because she wouldn't feel anything so she moved her head towards my crotch to give me a blowjob. I couldn't help myself, almost as soon as she'd got her lips around my willy I was cumming! Knowing that she was going out with no knickers on and going to get fucked by as many lads as she could had turned me on so much that my little willy shot what felt like gallons of cum into her mouth until my balls were totally empty. She pulled my knickers back up and let all the slimy spunk dribble out of her mouth over my willy before pulling my dress back into place. She placed a cummy kiss on my lips and told me to be a good little girl and when my little boner was ready again that she wanted me playing with myself knowing what a cheating whore she was going to be again tonight.

I knew straight away that I'd fill her knickers with enough cum that it'd be running down my shaved legs and sticking to my stockings. This time she knew I'd be playing with myself all night wearing her undies and she had a photo to prove it! Once she'd gone out I fantasised what she was up to. Looking in the mirror I saw one of the prettiest little princesses I've ever seen, I started running my fingers up and down my willy knowing my girl will come home full of cum again. I know she doesn't make them use condoms, she likes feeling other men cumming in her pussy as much as I love knowing she's putting out like a proper slut. I can't help but notice how damp the front of my dress is where I've wanked off in her knickers so much that they're drenched, it's seeping through and staining my dress which is when I hear the door opening - She's home!

She's home and she's not alone! I can hear her giggling and a man speaking so I go to see what's going on. A young bloke has his tongue down her throat and his hand up her skirt, he sees me and laughs as he lays her down on the sofa. I know what's going to happen next, I've fantasized about it for years... I run my fingers up inside my dress and pull the saturated pants down my legs as he opens his trousers and gets his cock out. His is as hard as mine but his is aimed at my girlfriends unprotected pussy while mine is poking through my dress as I nearly vomit because I'm so aroused! I don't care anymore as his dick starts to slide into her hole right in front of me, she lets a little squeal pass her lips as we lock eyes and she winks at me before looking away as I start playing with myself watching her fucking right there in front of me. Even though I'd spunked 7 times already as I waited for her to come home full of cum, the sight of her getting fucked bareback as I sat down next to them in my little cum-stained dress... I just couldn't control myself. I pulled my damp cum-stained skirt up to my waist and started rubbing myself again, playing with my tiny dick watching them fuck. This very soon had me dribbling precum into my hand as I jerked my finger and thumb faster and faster making my little willy slippery as I got closer and closer to stimulating my tiny length to squirting. When he finally started cumming inside my girlfriend I cried out loud and started blowing my load whimpering in ecstasy as I watched him probably getting her pregnant. I was cumming all over myself watching her get filled up with his spunk, it was in my pretty blonde hair, all over my perky tits and all down my sexy stockings. My sexy little dress was ruined as squirt after squirt shot out of my little knob. I pulled my spunk-drenched pants back up and went to the spare bedroom knowing my place and my princess knew that I really was going to be her sissy cuckold wanker for life!

Views: 2155     Rated: +5.71

Add to favorites
  • Abuse on a story

    * Required field

Sissy wanker

Rate this story:

  • Comment story

    * Required field