Dangerousangleofadream - Femdom

Night In With Aunt Bridget

It was a pleasant evening with Aunt Bridget. A few drinks with her favourite nephew and an opportunity to relax for the weekend. They laughed and joked and she sat, crossing those long, booted legs…..something that her nephew was paying close attention to.

The nephew adored his Aunt. She was the younger and glamorous sister of his frumpy, strict mother. Her dress sense was sexy and very appealing to a young man. He stirred uneasily as Aunt Bridget once again crossed her legs. She noticed his discomfort as she sipped her wine…..he in turn took a massive gulp of his drink as she asked him what the matter was.

He blurted it all out. The sissy fantasy he harboured since being a teen. The desire to wear lovely clothes, be made up and to shamefully be forced into sissy bondage and whoring. Too much drink had loosened the boy’s tongue and Aunt Bridget nodded sympathetically. You see, she knew all about his little habits. Many previous visits resulted in her panty drawer being disturbed, her shoe collection had also been touched. Her special dress up box was left open, with her range of wigs obviously taken out. Aunt Bridget loved to play all manner of games with her gentlemen friends and her wardrobe reflected those fancies.

With the nephew looking slightly dazed at how he confessed so readily, Aunt Bridget rested a perfectly manicured hand on his knee and told him to come upstairs with her. They entered her bedroom and she flung the wardrobe door open along with her panty and nylon drawer. She commanded him to pick an outfit, some underwear, heels and a wig of choice. With a trembling hand, he selected a mustard yellow sweater, short black skirt, patent heels and dark shiny nylons. She ordered him to pull on the nylons first as she knew the feeling against him would be heaven, and she was right as he then put on the pink panties he knew so well, with the strawberry blonde wig finally placed on his head.

Aunt Bridget smiled and with some help, he had an impressive rack stuffed under the sweater to go along with the rest of the ensemble. The makeup was applied and little sissy nephew was seated in front of the dressing table mirror hypnotised by his reflection.

But things weren’t going to end there were they? The bondage fantasy was now the true elephant in the room…..and dearest Aunty revealed the box hidden at the bottom of the wardrobe. Nephew had always been very curious, but the container was always locked. Aunt Bridget went to her jewellery box and found the key, slipping it into the lock and lifting the lid. The box was a haven of bondage equipment….gags, cuffs, rope, bandage wrap and tape. There were other things in there that her innocent nephew wasn’t sure of, but they would be explained soon enough.

The rope was expertly applied around his torso and legs. To nephew’s shame, his cock was bulging through the pink panties and Aunty hitched the skirt up to confirm her suspicions. She felt the offending lump and he had leaked a little through the nylons and panties. She tutted as she pulled her own panties off and balled them up. He opened his mouth without any prompting and she placed her warm, moist underwear behind his slutty red lips. The red bandage was wrapped tightly to seal the gag in place and he moaned softly, struggling against the ropes and trying to dry hump Aunty’s booted legs. Another tut was his reward as Aunt Bridget sat down on the bed and retrieved her phone.

She snapped a few pics of sissy nephew and told him that his fantasy would be a reality tonight. Aunty knew some friends who loved their games too….a charming couple who were very open minded. She made nephew watch as she sent the photos to her friends and the resulting replies. He whined at the thought of being seen like this and who knows what else. He stared down at his stiffening cock, betrayed by the thought of being a used sissy.

Aunty gently kissed his gagged mouth and produced a gleaming steel chastity cage. It seems she was more than used to dealing with these situations and she shushed the wretched slut as she called her sister. Apparently, sweet nephew will be staying over tonight.

So don’t wait up, Mother.

Be honest with me, toy. Were you hunting around looking for the key to your chastity cage while you thought I was shopping? Yes, that's what I thought. Thank you for being honest, slave. That's three extra weeks for trying to unlock yourself without permission. What's that? Ahh, you think honesty should reduce that. One more week for thinking the most basic good behavior is worthy of a reward.

My first ruined orgasm

A couple of evenings ago, my wife and I got to playing in the bedroom, knowing that the guy she has been fucking on the side specifically told her that he did not want her to cum for a couple days leading up to their next encounter. He wanted her to be frustrated and beyond aroused when they met up. As neither of us had cum in days, we were both getting pretty sexually frustrated. I had been making passes at her all day, grabbing her ass, squeezing her tits, rubbing her nipples, etc. at every possible opportunity. To her credit, she continuously shut me down saying that she wasn’t allowed to fuck me, let alone cum.

As the night drew in, she decided to take pity on me and said even though she couldn’t cum, and I couldn’t be inside her, she would still make me cum since I was getting so restless. As we lay in bed she started slowly stroking my already hard cock. I could immediately tell that the simple act of stroking me was already making her wet. Her breathing began to be more labored, and her stroking speed increased quickly.

Knowing what this was doing to her, I felt bad and told her that since she couldn’t cum herself she could try giving me a ruined orgasm, so that I maybe get just enough release to be able to focus on work the next day but am left still sexually frustrated. It was a concept completely new to her, but immediately she loved the idea when I told her that it was basically just her taking me right to the edge and then abruptly stopping all stimulation just at the right moment. She neither agreed or disagreed on what she was going to do and instead lowered her perfect, kissable lips to the head of my cock and took it into her warm, moist mouth. The sensation was amazing, as always, and I immediately began moaning my appreciation. As she took more and more of me into her hungry mouth, my need to cum increased dramatically. She sensed this, and started increasing her intensity and started stroking my hard shaft with her hand in rhythm with her lips. I was about to go over the edge, so I quickly grabbed her head and hand and stopped her, saying I was too close. She gave me a very short reprieve and continued her ministrations with even more fervor.

I stopped her one more time and attempted to a third time, but when I went to pull her off of me she resisted and only took more of my throbbing cock down her throat and stroked me harder and faster. This was it. The point of no return. Realizing she had decided she wanted me to have a full orgasm, I resigned myself to enjoy the feeling of a full release. To feel my cock tense up and my cum erupt out of me and into her sexy little mouth, as I’ve done so many times before.

“Fuck, I’m gonna cum!” I gasped, breathily heavily and moaning. To my horror, right as I started to say this, she pulled her warm, moist mouth off of my cock and released her hand immediately. The sudden absence of all stimulation on my member hit me harder than I had ever imagined it would. I was so sure that she was going to give me a full orgasm. There was not one idle thought in my mind that suggested she was going to try to give me a ruin. I watched helplessly as my cum emptied out of my engorged cock head, with only a very minor accompanying feeling of pleasure. It was the most sexually frustrating moment I think I have ever experienced, and I have to say that I hate that I loved it. When the “orgasm” subsided, she idly played with my pooled cum with her fingers, rubbing it around in circles at the base of my dick.

Part of me wanted to scream, to grab her by the hair and shove her back down on my still erect cock and force her to finish what she started. The other part of me was enthralled by the sexual frustration that she had delivered and didn’t want the feeling to go away.

In the end, I relished in the feeling of being denied release by her and accepted it. The next day was the day she was meeting her side guy, so we locked the cock cage on me before heading to work and she took the key with her to be sure I would be in it all day.