sum1guy

Offer your ass to make it even

by sum1guy

Chapter 45 in A Small Problem

Let her leave

by sum1guy

Chapter 45 in A Small Problem

Put it in the wrong hole

by sum1guy

Chapter 44 in A Small Problem

You feel her soft flesh against the tip of your cock and push gently through the resistance until you can feel her heat all around you. She's not as wet as you expected, but it feels too good to care. You start thrusting in and out of what you think is her virgin vagina. "Umm......

Cum

by sum1guy

Chapter 44 in A Small Problem

A mere second before you penetrate her, you feel yourself cross the point of no return and ejaculate all over her beautiful pussy. She jumps as she feels the first splash of hot cum and looks at you with a puzzled expression until she realizes what's happening. She looks down and...

Mary wants to talk

by sum1guy

Chapter 52 in A Small Problem

Get Mary laid

by sum1guy

Chapter 53 in A Small Problem

"I can live with all of that, Mary. You're worth whatever I have to do to be with you." Mary smiles. "I'm totally fine with the femdom stuff. For you, I can do that." Mary seems happy. Okay, that's the first hurdle cleared. "Vaginal sex is really important to me, so if you have...

All in on femdom

by sum1guy

Chapter 52 in A Small Problem

"I didn't get much sleep last night, thinking about us," Mary begins. "I would never have known. You look great!" you reply, hopefully. "I'm not dumping you," Mary replies. "I just had a lot to think about. I'm sure you can understand." You can. "And I think I know what I want....

Mary wants to talk

by sum1guy

Chapter 51 in A Small Problem

Another day, another dollar. You wake up from your first night of successful mating since Kay left you and have breakfast. You wear your best work clothes and head to work, not sure how things are going to go between you and Mary. Mary smiles at you when you pass her desk at wor...

Spread 'em

by sum1guy

Chapter 48 in A Small Problem

To subfinity and beyond!

by sum1guy

Chapter 47 in A Small Problem

You head to Kay's bedroom to get her secret stash of sex toys that you never ended up using. She had told you that she had some things from her past relationships but, in all the time you've been together, you've never her asked her to open it and she's never offered. You had ope...

Be her sub

by sum1guy

Chapter 46 in A Small Problem

"Look, Mary..." That's enough to get to her stop and give you her attention. "You're obviously disappointed. My dick is too small and I cum too fast. I'm not what you were hoping for." "Stop," Mary interjects. "Don't apologize. It's not your fault." "I know it's not my fault, M...

Anal with Mary

by sum1guy

Chapter 45 in A Small Problem

Mary bends over and presents her perfect ass to you. You have no idea how you managed to turn having a small dick into getting to fifth base, but this is a dream come true. Your tiny erection as hard as it has ever been, you press against Mary's sphincter and gently push yoursel...

Anal sex

by sum1guy

Chapter 44 in A Small Problem

"You know, Mary, if you don't want to lose your virginity tonight, there's always the 'Catholic loophole'," you hurriedly suggest. "Um, what?" Mary replies, clearly unfamiliar with that term. "Well... you know. When girls want to have sex with their boyfriends but they want to...

Beg to cum

by sum1guy

Chapter 51 in A Small Problem

"That was pretty good, . I enjoyed that more than I thought I would." Mary is the picture of loveliness when you turn around to see her again, flushed and breathing heavily. She turns off the vibrator, unclips the harness, and steps out of the straps. Small as it is, she ca...

No

by sum1guy

Chapter 50 in A Small Problem

You try to think about baseball, but you don't really know anything about baseball. Count some sheep? That's for falling asleep. Fuck! If you can't slow yourself down, maybe you can speed her up. It finally occurs to you that you could push back as Mary fucks you, and maybe do t...

Yes

by sum1guy

Chapter 50 in A Small Problem

The thought occurs that you could squeeze your penis to try to stop your orgasm, but Mary would just think that you're trying to jerk off again. It's a no-win scenario, so you decide to just let it happen. For the second time tonight, your tiny cock shoots a load, but this time...

Spread 'em

by sum1guy

Chapter 50 in A Small Problem

Mary takes charge

by sum1guy

Chapter 49 in A Small Problem

Mary spanks your ass, just once. "That's for trying to back out of this." That's fair. Mary is in charge, and she deserves to be. "I'm sorry," you whisper. "You should be. I just want what you promised me." You're still afraid that this is going to hurt, but Mary's demeanor is...

It feels so good

by sum1guy

Chapter 49 in A Small Problem

Mar...Mistress slowly pulls out until just the tip is inside you, letting you feel the entire length as she does, like having the most pleasurable bowel movement ever. She's soon all the way back inside of you, slowly developing a rhythm as she fills you up and empties you out, o...

Spread 'em

by sum1guy

Chapter 48 in A Small Problem

"Yes, ma'am!", you reply, bending over the couch and reaching back to spread your butt cheeks. "No, that won't do," Mary replies, thoughtfully. "Call me 'mistress'". "Yes, mistress," you comply, liking where this is going. Mary pushes a manicured finger into your ass, which fe...