vaguely nsfw asks

astepinwonderland:

  • 1. Are looks important in a relationship?
  • 2. Are relationships ever worth it?
  • 3. Are you a virgin?
  • 4. Are you in a relationship?
  • 5. Are you in love?
  • 6. Are you single this year?
  • 7. Can you commit to one person?
  • 8. Describe your crush
  • 9. Describe your perfect mate
  • 10. Do you believe in love at first sight?
  • 11. Do you ever want to get married?
  • 12. Do you forgive betrayal?
  • 13. Do you get jealous easily?
  • 14. Do you have a crush on anyone?
  • 15. Do you have any piercings?
  • 16. Do you have any tattoos?
  • 17. Do you like kissing in public?
  • 20. Do you shower every day?
  • 21. Do you think someone has feelings for you?
  • 22. Do you think someone is thinking about you right now?
  • 23. Do you think you can last in a relationship for 6 months and not cheat?
  • 24. Do you think you’ll be married in 5 years?
  • 25. Do you want to be in a relationship this year?
  • 26. Has anyone told you they don’t want to ever lose you?
  • 27. Has someone ever written a song or poem for you?
  • 28. Have you ever been cheated on?
  • 29. Have you ever cheated on someone?
  • 30. Have you ever considered plastic surgery? If so, what would you change about your body?
  • 31. Have you ever cried over a guy/girl?
  • 32. Have you ever experienced unrequited love?
  • 33. Have you ever had sex with a man?
  • 34. Have you ever had sex with a woman?
  • 35. Have you ever kissed someone older than you?
  • 36. Have you ever liked one of your best friends?
  • 37. Have you ever liked someone who your friends hated?
  • 38. Have you ever liked someone you didn’t expect to?
  • 39. Have you ever wanted someone you couldn’t have?
  • 40. Have you ever written a song or poem for someone?
  • 41. Have you had sex so far this year?
  • 42. How long can you just kiss until your hands start to wander?
  • 43. How long was your longest relationship?
  • 44. How many boyfriends/girlfriends have you had?
  • 45. How many people did you kiss in 2012/2013?
  • 46. How many times did you have sex last year?
  • 47. How old are you?
  • 48. If the person you like says they like someone else, what would you say?
  • 49. If you have a boyfriend/girlfriend, what is your favorite thing about him/her?
  • 50. If your first true love knocked on your door with apology and presents, would you accept?
  • 51. Is there a boy/girl who you would do absolutely everything for?
  • 52. Is there anyone you’ve given up on? Why?
  • 53. Is there someone mad because you’re dating/talking to the person you are?
  • 54. Is there someone you will never forget?
  • 55. Share a relationship story.
  • 56. State 8 facts about your body
  • 57. Things you want to say to an ex
  • 58. What are five ways to win your heart?
  • 59. What do you look like? (Post a picture!)
  • 60. What is the biggest age difference between you and any of your partners?
  • 61. What is the first thing you notice in someone?
  • 62. What is the sexiest thing someone could ever do for/to you?
  • 63. What is your definition of “having sex”?
  • 64. What is your definition of cheating?
  • 65. What is your favourite foreplay routine?
  • 66. What is your favourite roleplay?
  • 67. What is your idea of the perfect date?
  • 68. What is your sexual orientation?
  • 69. What turns you off?
  • 70. What turns you on?
  • 71. What was your kinkiest wet dream?
  • 72. What words do you like to hear during sex?
  • 73. What’s something sweet you’d like someone to do for you?
  • 74. What’s the most superficial characteristic you look for?
  • 75. What’s the sweetest thing anyone’s ever done for you?
  • 76. What’s the sweetest thing you’ve ever done for someone?
  • 77. What’s your opinion on age differences in relationships?
  • 78. What’s your dirtiest secret?
  • 79. When was the last time you felt jealous? Why?
  • 80. When was the last time you told someone you loved them?
  • 81. Who are five people you find attractive?
  • 82. Who is the last person you hugged?
  • 83. Who was your first kiss with?
  • 84. Why did your last relationship fail?
  • 85. Would you ever date someone off of the Internet?

Ask me?

subscoops:

So why isn’t there more cuckhold stuff with girls being the “bull”?

I know how gross cuckhold stuff can be(so feel free to move along), but like why haven’t I ever seen that type of stuff? All I’m saying I’d be waaay on bored if we throw girls into the ring.

@gentleg1nger and I have dabbled in that. Check some of his reblogs from me.

naughtyjessicathoughts:

I had been dating Thomas for about 3 months before I showed him my naughty tumblr blog. He loved reading everything I had written but seemed especially interested in the tease and denial stories. He said he had never tried that before and so one evening he asked me if I would become Miss Jessica for him.

“You want me to tease and deny you baby? Are you 100% sure as you can’t just give up part way through and expect that I’m just going to make you cum. You have to agree that from the moment we start you will not cum again until I have decided you have fully earned it. You must promise you will not touch your cock for pleasure until your session with Miss Jessica is over, which could take hours, or days depending on how you either impress me or disappoint me. So do you still want to do this Thomas?” I asked him as we cuddled on the couch. He looked at me a little surprised.

“Days?” he said as I could sense his apprehension.

“It will take as long as it takes until I’m convinced you fully deserve your release baby. But I will promise you this. When I finally allow you to cum it will be the most intense mind blowing orgasm of your life.”

“Oh god Jessica. Ok I wanna do it. I want you to be my Mistress until I’m allowed to cum. But can we start tomorrow? I wanna fuck you one more time before we start,” he said as he started kissing my neck.

“Mmmm yes baby, fuck me!” I moaned as he pulled open my shirt and started playing with my tits. He kissed down from my neck to my chest, sucking on my nipples as I started grabbing at the belt on his pants, wanting to release his big beautiful cock. He reached under my skirt to pull my panties down as I released his cock, then slid his hard shaft along my wet slit, teasing me until I groaned as he let the head slip inside me. He pushed slowly and deeply inside me as I wrapped my arms around him, moaning as he started fucking me. “Oh god, fuck me Thomas. Give it to me, oh god yes,” I moaned as he slammed his cock into my tight warm wet hole. He fucked me so good and so hard as I scratched my nails down his back. He pulled my arms above my head and took my hands in his, our fingers entwined as he pinned me down and slammed his cock into my tight bare cunt. Not stopping, just taking me, filling my pussy, until he exploded warm and sticky inside me.

The following evening I told him to strip and to sit in front of me as I knelt between his legs. His cock was hard already as I slid my fingers around it, slowly caressing his length.

“Ok baby, as this is your first time at this I’m going to go easy on you. I’m going to stroke your cock with both hands at a consistent speed and intensity for 5 minutes, and all I want from you is to NOT cum. Shall we start?” I said to Thomas, holding his cock in both of my hands as I looked into his eyes. Thomas nodded and said yes. I started a countdown timer on my phone then started to stroke his cock slowly for the first minute and then built up speed until I was working his cock at a good steady pace. I knew he would be able to last for 5 minutes but it was a good place to start. As I stroked his cock I looked into his eyes telling him he must not cum.

“Mmmm so good Jess,” he moaned as he watched me stroke his cock.

“Miss Jessica, not Jess. You will call me Miss Jessica until the next time you cum.”

“Yeah, sorry Miss Jessica. Oh god your hands feel so good,” he said and smiled at me. There was a single drop of precum that formed on the tip of his cock during the 5 minutes of stroking but he survived without cumming. I smiled at him as I stopped stroking and released his cock from my grip.

“Very good start baby,” I said as I licked up the drop of precum. He gasped as my tongue slid over the head of his cock. “Now we have a 5 minute break before we go again, but this time it’s 10 minutes.” Thomas looked at me and I could see from his face that he wasn’t sure about lasting for another 10 minutes.

We waited for 5 minutes and his cock stayed hard and erect and I knew he desperately wanted my hands back on his shaft. I started the timer on my phone again. He let out a satisfied moan when my hands wrapped around his cock once more and I started stroking him at the same speed with the same two handed technique. We went past 5 minutes, then 6 minutes, and then 7 minutes, but that’s when more precum started oozing from the tip and I could sense he was struggling to hold on.

“Oh god, Miss Jessica, I can feel my cum building. I don’t know if I can last!” he gasped as I looked into his eyes.

“Look at me Thomas. Don’t you cum. I’m not giving you permission to cum. Don’t you dare cum,” I said as 9 minutes flashed up on my phone timer. I knew he was trying but I felt the twitch from his balls signalling he was about to explode so I stopped and wrapped my thumb and finger tightly around his cock just under the head. I squeezed just tightly enough to halt the cum rising up his rigid shaft. Thomas groaned loudly as I denied him his orgasm. I held my grip until I knew he had calmed enough and that he wasn’t going to cum. That was the first time I had ever stopped him from cumming and there was something about that moment that made Thomas truly submit to me.

“That was disappointing Thomas. Now we have to wait until tomorrow to try that again,” I said as I waited for his reaction. This was when I knew he had truly submitted to me as there was no complaining about having to wait a whole day to go again as I had expected there to be, but instead he just said, “Yes Miss Jessica.”

The following evening I told him to strip for me again. He told me he hadn’t been able to think about anything but my hands on his cock all day long. I started my phone timer again and started stroking his cock in both hands for another attempt at 10 minutes. As I worked his cock he told me how he had been getting random throbbing erections as he had tried to do his job. We went past 5, 6, 7, 8 minutes but then he started to struggle once more.

“Miss Jessica! Oh god I don’t know if I can hold it,” he gasped as my hands pumped his cock.

“Yes you can hold it! It’s just another 90 seconds. Don’t you cum Thomas. Concentrate. Hold it. Don’t you dare cum,” I said in my most dominant tone of voice as he started squirming and panting as he tried to stop himself from exploding. 30 seconds more, 20 seconds, 10 seconds, then I released his cock and we watched his cock looking for the tiny twitch that always signalled his ejaculation. I think I held my breath for about 10 seconds as we stared at his cock but he didn’t cum and finally he calmed down.

I smiled at him and told him I was very pleased with him. I told him he would get a 10 minute break before we attempted 15 minutes. The way he looked at me when I mentioned we were about to go for 15 minutes told me that there was no chance he would manage to hold on for that long, but I already knew that. I knew I would have to deny his orgasm again and that he wouldn’t be cumming for a good few days yet. Sure enough Thomas only lasted for 7 minutes before I had to stop his cum by squeezing his cock between my thumb and finger once more.

“We will try again tomorrow Thomas,” I said as he sighed with frustration. The next evening came along and I had to deny his cum after 9 minutes. The evening after that I had to deny him after 11 minutes. The more days that passed the greater his submission to me became. He started to beg me to show mercy on him but I told him no every time. Another 3 days of failure went by but he was holding back a little longer as each day passed. The following day he reached 14 minutes before I had to deny him and that’s when I knew he was getting very close to succeeding. The next evening came around and he stripped off and surrendered his cock to my hands once more. As I stroked him he seemed much calmer and I just had a feeling he was going to make it.

10 minutes passed, 12 minutes passed, and it wasn’t until 14 minutes had passed that he started to show signs of struggling. His breathing became ragged and precum was oozing from the tip.

“Thomas look at me, hold back. Hold it back. Don’t you cum. Just 30 more seconds. DO NOT CUM!” I yelled as he was squirming in my grasp.

“Nnnnngghhhh oh god, Miss Jessica!” he whimpered as the seconds counted down. His cock was so achingly hard in my hands, harder than I had ever felt him before. He was only seconds away.

“DON’T YOU CUM. 5 SECONDS MORE! 4, 3, 2, 1

. OH YES THOMAS, YOU HAVE MY PERMISSION TO CUM!” I squealed as I stroked his shaft even harder. His entire body suddenly relaxed for a brief moment before he tensed and his cock erupted with streams of thick sticky cum. Jet after jet of cum spurting over my hands and over my tits as his body spasmed with the biggest and most intense orgasm of his life. I kept on stroking his cock and he just kept cumming. I was shocked just how much he was cumming as it seemed it was never going to end. Finally he slowed and the spurts of cum became a dribble. I slowed my stroking to a slow steady milking rhythm as the last few drops oozed from the tip. I was just covered in cum and he slowly regained his senses. He lifted his head to look at me, gave me a goofy satisfied smile, then collapsed back onto the bed. I slid up next to him.

“So how was that? Do you think you will want Miss Jessica to show up again at some point?” I asked him as I cuddled against him. He let out a laugh.

“Oh definitely,” he said before we kissed and fell asleep together in a cummy cuddly embrace 💋

GOOD. CONTENT.

Babe ima do this to you okay? @gentleg1nger