At certain times over the last few years, we’ve decided to set ourselves some sex challenges to complete during the course of the year. Sometimes it is those things you want to try and never quite get round to, sometimes it is a way of getting more of something into our sex life, sometimes as a way to challenge our endurance or sometimes just to give ourselves a fun target.
This time, we set a year long challenge that requires specific timing on a lot of occasions throughout the year. My husband thought it would be fun to mark the time and date of our important anniversaries by having penetrative sex at exactly the right moment, regardless of where we are at the time. His rules were quite simple. We had to have penetrative sex (with vaginal or anal for me, or pegging for my husband) wherever we are at the appropriate time. In order to count, at least one of us has to orgasm, and the choice of position must be in keeping with the anniversary where applicable (i.e., vaginal sex for the anniversary of our first vaginal sex). Ideally, we want a balance between the three types of penetration over the course of the year, but given pegging outside the home is fairly difficult (for logistics reasons more than anything), we settled for a 40:40:20 split for vaginal, anal, and pegging. We also wanted a balance between within the home, elsewhere indoors and outside, and again settled for a 40:40:20 split.
The idea was thrilling and yet daunting. I had visions of having to fuck on a bench in town because we were shopping at the wrong moment, but of course, what the challenge calls for is a little planning to be somewhere appropriate at the right time.
During January, we had four anniversaries to mark, three of them in quick succession, as six years ago last January my husband and I got together.
We started with the moment of New Year. We were at home and alone, so my husband flipped me over face down on the sofa, loaded my asshole with lube and then inserted his cock. He started a good few minutes early as he quickly got rather large and rock hard, so he had to give my insides a chance to accommodate his size. He knows my body well, so by the time we got to midnight, he was driving down into my ass at full power, with a large amount of travel on his cock. It was one of his most animal anal sessions we’ve had in ages, and he had the energy to keep the motion going for about 15 minutes before he pumped out a large amount of cum. He then lay on top cuddling me with his softening cock still inside me. What a way to start the year.
Next up was the anniversary of our first kiss. On previous years, we made a point of being snogging at the right time sitting on the sofa (as we were for the actual first kiss). This time, we needed to be fucking as well as snogging. So, given we were at home, we stripped off and my husband laid me on my back on the sofa about half an hour beforehand and we started snogging. As we approached the correct time, I played with his cock to make it hard (whilst still snogging), then he slipped it in and started gently fucking me (whilst still snogging). After the time passed, he could stop snogging and accelerate. He made sure I came before he shot his load, and we ended up lying on the sofa snogging until his cock slipped out of me.
The anniversary of him first sucking my tits was only a couple of days later. For this, we decided on the bed. He spent ages sucking and licking each of my nipples (which is equivalent to turning on my cunt juice tap). Then, once the time was drawing near, he inserted his rock hard cock between my cunt lips and then plunged in. When he got all the way in, he twisted his whole body anti-clockwise about 20 degrees and this angle allowed him to suck on my right nipple whilst he fucked me. Because he was a little shallower in my cunt than he sometimes is, he was rubbing very rhythmically on my clit, meaning that I had a powerful orgasm at about the same time as he came. That two point connection of nipple and cunt always drives me to an orgasm.
A further couple of days after that saw the anniversary of our first fuck. (We first fucked less than a week after becoming a couple). At that time, we fucked in the “Lazy Man” position, and have fucked in the same position every year, and this year is no exception. Think of it like a version of cowgirl with him sitting up rather than laying down. He had pillows behind his back and sat against them with his legs outstretched. Facing him with my arms round his neck, I lowered myself onto his cock, and raised and lowered myself by pressing on my feet and using my arms. It is a very intimate position, and a very special one, as it was the position I first felt him cum inside me. It also happens to be one of the positions that I can feel his hard cock deepest inside my cunt.
So, in January, we had fucked at all the right times and in all the right ways. But January highlights the difficulty of the challenge. The “choice of position must be in keeping with the anniversary where applicable” rule meant that we had three vaginal and one anal fuck in the month, with no pegging. In addition, we were at home for each one, but need to be elsewhere for some of the anniversaries. This means that both 40:40:20 splits will take some organising to achieve.
There was only one anniversary to mark in February, and that was the anniversary of our first period sex. This was a favourite activity of my husband during the early years of our relationship (but sadly no more as my Mirena has stopped my periods completely), and I loved how excited he got about it. Luckily, I was looking after a friend’s pets whilst they were off skiing, so we had the keys to their house. So, at the right time, I just lifted up my dress and lay down on their very thick rug in their lounge. The rug was so soft against my ass that it felt like it was wrapping around me. The contrast between that and my husband driving his rock hard cock into my cunt was very stark, and it was a thoroughly enjoyable fuck. Although they don’t count for the challenge, we fucked another twice on that rug over the next few days, another vaginal session, and a very filling anal session. I really must find where they bought the rug from – I think we need one in our lounge!
So, at the end of February, it’s four vaginal, one anal and no pegging, with four at home and one in someone else’s home. I normally don’t get as excited for a scheduled fuck as for an unscheduled one, but the challenge seems to make me really excited. Any concerns I had are long gone, and I am really enjoying the fucking, and the pressure! Plenty of planning and plenty of fucking still to do before the year is out!