How I [M] got paid to tutor [F] part II

If you read my first story you know that I had been working as a math teacher. One of the mothers had approached me and asked if I would be willing to do some tutoring on the side. I had said yes. What I did not know was that there would be a benefit. Please feel free to go back and find the first story if you want more of the back story…

I had been tutoring for a good couple of months. It was never predictable, but every two or third session the daughter and father would go get some dessert, and as soon as they would leave mom would be on her knees worshiping my swollen cock. It always felt so damn good. I could just tell that the husband was one lucky man. She had an appetite for cum like an 18 year old college freshman…well at least the ones I remember.

[MF] Coworker cheats on BF with me takes creampie

It was about 2 months into a new job I had gotten in a small office. It was just my and 3 women in there, two in long term relationships and one to old for me. It was a normal office job where I had an office and my own space. The job itself was challenging and I was beginning to feel like it was too much work. The days seemed long and when I got home I would think about work all night. One of my coworkers took the bus with me in the mornings. We began talking and building a work related relationship.

21 [F] Humiliating tasks

Note: I am in a free use relationship with my boyfriend and his roommate. It is safe and consensual and we have an out if any of it gets too real.

Short update but I thought it was hot.

These boys keep finding way to humiliate and tease me. We were all drinking. I was a couple shots in and started to get horny as I usually do when I get drunk. My boyfriend knows this and could tell that’s why I was trying to get him to come back to his room. I needed to be fucked. I needed to feel a hot cock inside of me.

My boyfriend asked me why I was trying to leave so early and told me to come sit on his lap. I could feel his cock growing in his basketball shorts. He grabbed my hips and started moving me around on his lap grinding me against him. He shifted me to his thigh and told me to grind myself against him. It must have been the alcohol that made me less nervous as I started to essentially ride my boyfriends thigh grinding my wet cunt against him.

[MF] A bit on how I like to make my wife cum (g-spot, a-spot, p-spot)

My wife responds well to a or p spot, but the technical “best” orgasms are blended ones that cycle arousal and edging close to orgasm with several areas. Usually I’ll start with a-spot and cycle that between g-spot pressure. Then I’ll slowly and gently switch to just p-spot, and finish with high pressure g-spot stimulation via the base of my erection combined with deep p-spot simulation with my cock head fully past her cervix.

> Elaborate please on penis technique and game plan

Well my process is pretty easy in just missionary, I have an upward angle erection and slight upward curve.

I start out with my hips lower than hers, so the bottom of my cock is pressed into and rubbing the bottom of her vagina, tilting my cock head upwards and into the a-spot. By keeping my hips low I can thrust upward into the a-spot directly. If I stop while thrusted in, I can keep my cock head in the a-spot, and lift my hips up a bit higher which lifts the bottom of my cock off the bottom of her vagina, and the top side of the base of my shaft puts pressure on the g-spot. Yes this is kind of bending the shaft a bit so I kegel and don’t overdo it. By alternating the lifting hips technique and thrusting from down low, I can usually get her close to orgasm.

[M]y ex[G]friend getting fingered in a club then me having to finish myself off.

So this is a story about a (F)riend I had at Uni. She is an influencer now so I need to be careful in how I write this story (certain events have changed but the underlying story remains the same).

My friends and I are out at a popular student night (+4000 people venue), somewhere up North on a Weds night.
The venue was made up of 5 rooms; from 80s – early 2000s, cheesy pop, house & disco, R&B and VIP.

This particular evening my friend and I were in the house and disco section very very drunk as usual. We started making out (I think we had a small disagreement, maybe a full blown argument) but all I know is I was turned on after seeing her angry at me. We were towards the back of the venue when we started kissing, I don’t know how long this was going on for but I removed my hand off her back and put it between us, lifted up her short black leather skirt, pulled her g-string or maybe thong to the side and the next thing I know is my middle finger was in her wet pussy. I opened my eyes half way through our public kiss/finger session and i noticed a group of guys and girls watching us go at it.
I moved my fingers and we stopped kissing at the same time, we left the club and got a Taxi back to my mine. She laid on the bed and started fingering herself telling me to come inside of her, as I was taking off my clothes she came and fell asleep. (If she ever reads this she is going to know who I am).
I wanked on top of her asleep and sprayed my cum all over her tits

My virgin wi[f]e turned slut, Our 3rd meeting was full of surprises [cheating] [m]y turn to play

We had scheduled our 3rd meeting with Bob and Jill. My wife (Tina) and I had only had sex with each other until a drunk night together with our friends Bob and Jill ended with Tina discovering Bob’s huge cock. Our first two meetings ended with Tina and Bob having sex while Jill and I were basically left to watch and act as Bob and Tina’s toys as they felt fit.

I was hoping that in our next meeting that Jill and I would get to play and not just watch While I got really turned on seeing my wife cum like never before, I want in. I didn’t expect I would get to fuck Jill, but was hopeful that I would get to go down on her sexy body and maybe have her return the favor. Tina said she really wanted to be spitroasted and I was hopeful that Bob would allow her this wish.

Morning Rise [MF]

I woke up this morning having to pee and worked my way across the room. The room was light because the sun was soon to rise. I remember him coming home late last night. I barely stirred as he slid into bed after his shower and wrapped his arms around me. I did not flush and walked back to bed. He was laying on his back covered from his waist down with the top sheet. We have been kicking the comforter off the bed in the middle of the night because of the heat. I stood at the foot of the bed for a moment and looked at him sleeping while the curtains moved slightly with the morning cool breeze. I was not going to waste this moment and gently pulled the top sheet from the bed. He did not budge.

The first time I watched my girl get creampied by another man. [MFM]

For those of you who missed the first 2 stories of my adventures with Carrie, Annie and George, here are the links: 1 – [https://www.reddit.com/r/gonewildstories/comments/hwdhhz/my_first_ever_foursome_group/](https://www.reddit.com/r/gonewildstories/comments/hwdhhz/my_first_ever_foursome_group/)
2- [https://www.reddit.com/r/gonewildstories/comments/hxl6nj/the_time_i_fucked_annie_while_her_bf_watched_us/](https://www.reddit.com/r/gonewildstories/comments/hxl6nj/the_time_i_fucked_annie_while_her_bf_watched_us/)

So here we are, about four months after my gf at the time, Carrie, and I started hooking up with another couple – Annie and George. By this point we had long stopped using condoms, after we had done all necessary tests and both girls started taking precations against getting pregnant by accident.
At this point, I had already creampied Annie two times but for Carrie, it was still kind of a big deal, since I was the first guy she’d ever let blast inside her and it wasn’t very long before that.

So the night in question, Annie wasn’t there. She was out of town to visit her parents for a weekend. Normally, George would accompany her when she went to see them but this time he couldn’t since he had to work on Saturday. Carrie and I saw this as a good opportunity to have some fun just the three of us, so we called Annie to ask her if she’s ok with that. We’d already had a threesome without Carrie present, so she said she didn’t mind. I called George to tell him I’ll pick him up from the office after work. It was winter, so we thoutght it’d be cool if we took him to an ice rink. The three of us skated together and had tons of fun.

[TM] Used as [M]y new older neighbour’s relief toy

I’ve had top surgery but not bottom surgery, not intending to have it. I’m also on T shots but I don’t have any facial hair. I pass as a feminine guy but I’m open about being trans. I’ve moved to a new country, one that is more accepting.

One of my neighbours is a strange but kind older man so I join the rest of the neighbourhood at his place on weekends for a barbecue. Most people there know I’m trans including him. He would ask me the usual questions but then the questions got more and more creepy. I soon realised that he saw me as a fetish so I stopped going for a while but I’ve recently started going again because I was loosing touch with some people.

I was stood against the side of the house when he came up to me, I was polite but then I felt his hand go down the back of my trousers and boxers. He started rubbing my pussy and I didn’t want to speak up, that would let everyone there know private info about my transition. I eventually started to like it and even lean into his touch, having to muffle myself as he begin fingering me. I soon came and he simply walked away afterwards.

[MFF] Flooding the throats of two women at my NYE party

As it states in the description.

TL;DR: Got my cock sucked by two very different, but equally beautiful women at an annual house party I used to host.

Once again, like my previous post – during a time long since passed, I had the pleasure of being in an open relationship with someone who shared the same values and needs as I.

This will be straight to the point, and as gutterall as need be.

The scene: NYE 2010-2013.

The people: around 100 at our house for the party.

Onwards….

During the nights events, we all get a bit rowdy. NYE countdown happens, I make out with a mates wife, my mate standing only meters away, grinning ear to ear.

An hour later, the longtime partner of another mate has followed me into my bedroom whilst I raid my whiskey stash for the night, sitting on the edge of my bed with my hands searching the bedside table.

She clicks the door behind her, locking it with the shitty thing I’d installed for this very reason.

I’ll give brief precursor here – 5’5, 23yo, lighter redhead, so pale, great c-cup tits, and such a filthy submissive.