How to have anal sex for the first time.

My wife and I have 5 kids and she was a virgin when we got married so I have had a lot of first with her. It took me months to get her to give me a blow job and even longer for her to finally enjoy it and for me to teach her what I like. She still won't swallow, but says I taste really good. She has gotten good but not the best I have ever had. Being a virgin she had a tight pussy, but after 5 kids its is not as tight. I am 7.25 BPEL and 6.50 girth so not bad, but I am doing penis exercised to improve. I have finally got her thinking about having anal sex with me. (I have to say I am a virgin at this) I have seen videos and it seems like something I want to try, but I don't know what is the best approach to make it pleasurable for her. 1. What does she need to do to prepare. 2. what is the best lube for anal sex. 3. Should I wear a condom. 4. What is the best position for first timers. 5 Best position for least pain. 6. How deep can I go in? Sometimes when I am pumping hard in the missionary position I tend to hit her coccyx, and that can be painful for both of us. 7. What makes anal sex for straight guys better than vaginal. Is it that much tighter? I cannot wait to explore her. Then maybe I can get her to explore me, I heard prostate massages are great, just never had that either. Any suggestions for you guys will help.
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I too married a virgin, the learning curve was very steep. Thankfully we started sex slowly, before being married but it was obvious we would spend the rest of our lives together. It took over 2 years for me to get balls deep and just a few days short of 2 1/2 years to consummate our relationship. She was almost in tears by the time I shot my load in her. Upon feeling cum deep inside her she broke into tears and held onto me. She was so happy we had become one.
She was not able to comfortably insert a tampon when we began our life together. I was big, muscular and hung 8+, then I got testicular cancer. Stayed out of the gym for over a year and did not get a full hardon for 2 years. I was big enough to penetrate but nothing like I was, she liked it and I was happy she was happy but she knew I was depressed. I have had lots of blood work done and my hormones are coming into line, I am regaining size. I lost my nut 17 years ago but got my wife pregnant 15 years ago, now I am infertile. When I am big it is painful for her. Because of her lack of size and my blessing we can only have sex missionary and it must be in the dent I make in our bed. I am 6’6” and 230 pounds she is 5’7” and 115 pounds.
Cancer has not been my only challenge to overcome. I was nearly killed when I broke my neck. Now I have to get hard through nerve damage and strong drugs. Now at 52 years old all of my testosterone comes from a needle and fun from nerve damage my shoulder dislocated right before I cum. Sex is a challenge for us.
My wife and I had anal sex once and my head is all that got in. She said never again. Now...I am getting pegged. She likes to watch me leak pre-cum, she knows how to hit my prostate. I like it best when she puts her 4 fingers in my ass and massages my prostate. She also squeezes my only nut, she can see the pain but also sees the pre-cum is flowing. I also like my nips sucked and bitten at the same time. She cannot handle her nipples touched.
She loves her hole rubbed and my index finger to go in but only if she is asleep. She has had several orgasms from my finger in her ass but she likes my penis in her vagina best and loves my piercings. We are getting into anal sex, me getting pegged.
We have been together for 22 years and vaginal sex is all we did. I am too big for anal and she cannot get me in her mouth, so I have not had a BJ for a while. I am kinda getting into being fucked in the ass, she admits she gets turned on doing me and she wants my meat and it’s piercing in her giving her orgasms.
Best advice I can ever give: Sex is best when it is great for both participants.
 
thanks for the reply. I do want to try anal sex with her, but I want her to enjoy it too. Don't know if I can get her to massage my prostate, Hell I don't know how to do that either, I just see some of these videos of anal sex and it seems exciting. thanks again and good luck for many more years.
 
Have her slip her finger in your ass. Right after she is past the sphincter just behind your penis there will be a bump, that is your prostate. It will make you feel like you need to pee when she hits it. Once there just massage gently you may cum. So far I just leak cum without playing with my meat. When I cum with her pushing on my prostate a lot of cum flows.
 
Thanks, should I or have her masturbate me while doing it? ,or just enjoy it for awhile and then have a sweet fuck? I've watched the guys and they seem to masturbate while being rimmed, fingered or fucked. If she lets me play with her ass what is the best lube to use for either one of us. She does not like lube when I fuck her. She says she like s the friction I usually have to use saliva or eat her to get in though to get her juices flowing. Also if she lets me in the back door should i use a condom?. or just lube? I get hot just thinking of her doing it to me, and the possibility of me getting some tight ass. Just don't want to ruin it the first time and have her never wanting to do it again. thanks for the advice.
 
Not that I am an expert but first time I like skin on skin, bareback. She can use a douche to clean her ass or get a shower hose device to run fresh water in her ass to clean things. Or just put a towel down and have baby wipes on hand to clean up when you are done.
Lube: I make my own. I use xanthan gum, corn starch can also be used. Mix it 3-4 times the recommended strength.
As for how and exactly what to do, go with the flow. Structure kills sex. See what she likes, have her play with your ass if she is nervous. Just remember when you are being penetrated push out like you are peeing. My wife put 4 fingers in my ass last night, I just relaxed and she went in easily and comfortably. She filled my ass and put pressure on my prostate, when I shot my load I flowed lots of cum.
Just go with the flow, go down on her, have her play with you. The person being penetrated must relax, lube, push out, magically you will slide in. Just stay relaxed.
Another thing to think about is using a dildo smaller that you. Allow her to use it on you if she would rather try it on you before it goes in her. My wife used a dildo on me last night, she fucked me hard and enjoyed watching me take a dildo that she controlled. She is having her period and soaked her pad with wetness from fucking me. Get her to fuck you with a dildo then move into her.
Just go with the flow, start slow with the aim of getting in her ass, offer yours first. My wife is enjoying my ass. She likes having control.
Depth, I can take the small dildo but our 12” I can only take a little less than half of it. Just go slow and tell each other what you like.
 
Cannot wait ,I got a sitter for Thursday night and Friday for the kids and a hotel room for us to explore each other in a new and exciting way. Looks like I am going to go to the sex shop for supplies. I did a little anal exploring on myself in the shower this morning and it felt interesting but really good ,but was messy. Thanks for the pointers, I am staying hard just thinking about penetrating her and also being penetrated. Thanks, hope it is a successful new beginnings with great orgasms.
 
Here is something to use to clean you ass. I am straight but my ass is loose I can run the shower hose up my ass.
Ribbed Shower Enema
This will clean you out.
Go to the Family Planning section. Get spermicide, it has tubes to insert spermicide in the vagina. Use that to insert lube in your asses.
Good luck, have fun, relax. photos or it did not happen. Bring back picture if allowed.
 
Two nights of bliss. Thursday night was the big day. My mother-in-law was baby sitting our 5 kids so that was taken care of. I got off early and went by the sex store and bought supplies for the exploration of our next sex adventure. I picked up what uniballer suggested. Went by the grocery store and bought strawberries, champagne, chocolate , flowers, small battery candles and tequila. Checked in to the hotel and set up the room with candles, iced champagne etc. Then I took a shower and shaved by balls, and 1" around the base of my penis. (I have always done this since college, my wife asked me a few weeks after we were married why I did that around the base and i told her that that is the lip line, when you can put your lips there and swallow then thats a sensational feeling, unfortunately she cannot get that far, but has a great tongue.) I shaved my ass for the first time and that was a challenge and not an easy area. So i washed my insides out and that was kind of exciting. She was to meet me at 7 in the bar.
Right on time she showed up in a black slinky dress that made me want to fuck her right there. We had a nice dinner and since she did not know that we were spending 2 nights in the hotel she got excited. We went to the room and open the door and the room was dark with all the candles flickering. She walked in and saw the rose petals on the bed and pushed me on the bed. Unbuckled my belt and reached for my manhood. I sat up and took off my coat and shirt and dropped by pants off. I was going commando so she kneels down and goes for the prize. I slowly removed her dress and underwear and started kissing her all over as she stroked me and licked be all over. We had discussed anal sex and what we need to do, so we went to the shower and cleaned up. She was so hot we dried off and went to the bed. She wanted to check me out first so I spread my legs wide and she went down rimming me like a pro, her tongue was unbelievable. She slowly stuck her finger up me and I tried to relax and let her in. She felt good but i was dry. She really lubed me up and went in again, this time I was more relaxed
and let her play inside my prostate was getting massaged by my wife. Wow that felt good. I did not realize that I had pre-cum coming out. She saw that I was dripping and sucked it up. "That taste good" Then she got the dildo and started to put it in. Oh that hurts, I think its too big. ( I bought a small one 6X4} She lubed it more and got the head in and a few more inches. She started pushing it in and out and after a few more times it was not as bad. It really felt good when she hit my prostate, but after a few minutes it was rubbing and hurting so I reached down and grabbed her and flipped her on her back. I now know what a virgin feels the first time. Its not the most comfortable feeling. Does it get better with time? The guys and girls Ive watched seemed to like it?
I muffed dived and was eating her out, she went wild and had an orgasm, I did not stop and started to rim her. She said my tongue was magical, I pushed it in deeper and deeper and then lubed her and pushed one finger in and then two and then reached for the dildo lubed it and started to push it in slowly in circles, until I almost got the entire head in. She moaned and said oh that hurts. I said just wait, it will at first, but it will get better after I get the head in and you will love it. Told her to try and relax and let it slide in but she was too tense. She said let try that later please just fuck me now. So I mounted her and we fucked in every possible position. The bed, the wall, the chair, standing, sitting, doggy, cow girl etc etc. We both were in ecstasy. After she had a really exhausting orgasm she collapsed. I had held out and had a few mini ones but needed to blow my wad. I laid on her with her legs tight and let my wad go after a few intense minutes. She said eat me now. So I went down and ate her as she blew me in the 69 position. We both were exhausted and fell asleep in each others arms.
The next morning I woke up to her rubbing me and licking me. She said she felt bad about not being able to get me in her ass. I said that Ok she said she will take the dildo and work on stretching etc. We took a shower together and put on the plush robes and laid on the bed. She wanted more, said she loved that she could scream and not have to worry about the kids hearing us . She was going down on me and there was a knock at the door. Oh I forgot I had ordered breakfast. I went to the door and the guy said "Do you want me to come in and set it up. I noticed he kept staring at my waist and told him no i can do it. He said sorry to disturb you, I said no problem any time. He then said my name is Paul and if you need anything, I"m here for you. I pulled the tray in and said thanks. He said call me. I thought that was strange. He was good looking and then I noticed my dick was hanging out of the robe. My wife heard the conversation and said you should have asked him to join us and you could have fucked him to see if you like it better than my pussy. I bet he also could have reached your lip line. I said they say men are much better at BJ's then women, they know how to satisfy a man and really love eating dick.
We ate breakfast and for the rest of the day fucked, relaxed and went for a swim. My ass was so sore, that I could hardly walk. Don't know if I could ever get use to being really fucked hard. Told my wife i like her finger better. She said she would work on getting use to being fucked anally, so I didn't have to go try it somewhere else. I said try hard because if not Paul will accommodate me, all 7.25" X 6.5" He looked really built. I did not notice his ass, but I will next time.
We got home this morning and back to normal except I walk with my legs spread. I still want to fuck her in the ass, but I will just have to wait till she is ready. I will say from experience it must take time to get use to, but it does feel good. I know you asked for pictures, but we are both very private and don't want our kids to see us on the internet one day. Thanks for all you help and suggestions it was an experience and one to eventually achieve. Thanks Uniballer.
 
Forgot to mention that my wife left before me so that I could collect the items and she could take my daughter to a birthday party. On the way out the hotel room door Paul was standing there and he gave me a card with his cell phone number and told me that he was a student and he did have many friends since he moved here. Ask me to give him a call if I ever wanted to grab a beer or something he got off at 6:00pm most days.
We talked for a few minutes about college etc. He must have liked what he saw. I thought that was a pretty bold approach, he did have a nice ass. Anyway I told him thanks I may call him sometime. It was weird that I did notice I got a hard on talking to him. I told my wife she better start practicing because I have a sure thing I can tap.
 
You thought about MMF or MFM?
I think he will play.
My daughter has seen my junk, as has a good younger friend, future son in law. So they are ready to see me online.
We lost all of our photos of us young and when I was a stripper when our computer was stolen, so the web is approved for me. My wife will not post photos but she is kewl with me posting.
She agrees there is so little about RPA’s and life after testicular cancer. She is okay with me posting.
Sounds like you had fun so you did it right.
 
I never thought about having a threesome with another man, not sure I am ready to have another man touch me etc., but I was flattered that Paul seemed to want to have sexy with me. I think I may like a BJ and fuck him but I don’t want to reciprocate in your any way. In college I had a few three somes with women only, and that was exhausting trying to please two women. So I think for now I will just imagine doing it. I’m sure in time my wife will be ready for anal sex. I just have to be patient. In the mean time our sex is great and pretty frequent compared to my buddies. I just like to try new things I don’t want us to get stale. This really opened up some new and different pleasures. Rimming really feels good and we both are enjoying that. The kids are asleep, I cleaned up and my wife said she want a repeat. Don’t know if I have any juice left, but she said she is going to drain me dry. Again thanks for the advice. Hope you have a sweet ass night, I know I will get anally fucked too. She is lubing up the dildo now. Good night
 
I was so into myself that I wanted to ask how are you doing after all of your injuries. Did not realize that you were once a stripper. i bet that was a fun and exciting time. Did you say they are pictures of you on the net? How do I find them. With your build and size i bet you drove the women wild and I'm sure you got a lot before you were married. I have been doing PE and have gotten from 6.5 to 7.25. My goal was 8" but I stopped because I sometimes hurt her going to deep now. So I have stopped. I do envy 8" though. I love my wife and would not cheat on her but those college days of multiple partners was fun and fulfilling. Hope you are doing better with your shoulder is better. Thanks again.
 
The photos show up on a gay sight or 2 but they are of 1990’s digital quality. They are not popular because of the very low quality. I found a video of me plowing my wife but the quality was horrible. I have not found the photos of my pregnant wife on the stairs showing the changes to her tits and pussy every week. Every photo set had our big white cat sitting next to her.
I was a third string stripper. My main job was to guard the very best female stripper. There was a lot of money offered to the owner for a male stripper when he was fully booked, so I was asked. My female stripper talked me into doing it. She coached me and even though it was a gay party she stripped with me and lead me all the way through the show. Later I was sold as a guy who plays well, will get totally nude, allows touching BUT CANNOT DANCE.
My size and build made me popular with my friends. Three couples and I entered into an agreement that I could be used as a sex toy. I was not allowed to fuck anyone else and they agreed to the same. So I never hunted at the gym. I eventually began nailing my stripper, she was clean, she was stripping to pay her way through OSU to get a Ph.D in micro biology. It was a lot of fun.
I would like my wife to sell me off to her friends. The girls at our office, I have been retired for 5 years, saw my photos. I know there are three that have asked to use me. My wife is possessive.
The past 2 months have been difficult sexually for me. Damaging my spinal cord fucked me over. Between nerve damage and drugs getting it up has been difficult. Getting my BP down is helping with size but still have trouble getting it up. I am getting full size in my wife during sex, she likes looking at my size not being fucked by my size. My wife has been on the period from hell, no pussy for a week.
 
So sorry about you damaged spinal cord, thats a pisser. Also sorry about no pussy for a week. We all have times like that when there is a dry spell from eating and fucking, but i find when i finally get it again it will blow my mind and a tremendous wad. When my wife gets pissed at me for something and holds out, making up leads to a really good fuck. Hang in there you will get back in the saddle soon and it will be great for both of you. Have you tried the peptide PT-141 (bremelanotide)or Melanotan II. When I get stressed at work or life sometimes I have ED and although taking Cialis works, my doctor gave me PT-141 to inject and man what a hard on. You have no control of the boy. It may take a few hours to work but it can work for a day or so and man do I get an erection. They are some side effects for some people so you have to be careful at first to see how you do. Also the Melanotan II works for tanning and erection help. Get your doctor to RX from Taylor Made Compounding. You use a diabetic syringe and just a .01 injection in the stomach will get you up and raring to go. Just make sure your wife is ready. I like the Pt-141 best but if you inject too much it can cause nausea and vomiting and flu like symptoms. I usually take it right before I go to sleep and for the next day and night I continually get erections. It can be embarrassing. So be prepared to camouflage the bulge. There is also a nasal spray, but it did not work for me. They also make a gummy that you place in your wives vagina when you are eating down there and it will heighten her orgasms, my wife says she could not tell much difference she already screams in ecstasy. ( of course this makes me sound like a real stud, which I'm not but I can dream) Hope this will help. Not sure what is involved with your nerve damage, is it part of the spinal cord or a pinch nerve? They are now making little-spine Jacks by stryker that interventional radiologist can put in to relieve the pain.Only Interventional Radiologist do this so seek one out for a consult. Don"t know if this will help your case but a lot of new things are coming out from science. Also the PRP (Platelet-rich plasma) is used to help nerve regeneration and many Orthopedics are injecting it for damaged nerves and cartilage. I had it in my dick for growth and help with ED. Sounds painful but it wasn't . Got me almost an inch and really hard erection after 6 weeks. Let me know if you try any of these and they help. I hope I can return the favor you shared with me. My sex life is already so much more adventuresome and satisfying So sorry i missed your stripper photos, I'm sure you were many girls lust. Have a great day and good luck buddy.
 
I get PRP injections near, on and in my spine along with prolo and trigger point injections in spammed muscles.
Along with the needles I take $31,000 of drugs a year all or for neurological pain. My doctor is not willing to add any other meds. I am allowed to take natural supplements to make sex better but blue pills are not allowed. My doctor is good with all the sex I can get, prostate problems are not needed and sex is good for my mental state. He encourages as much as possible for healthy exercise. Other than pain meds all I am allowed is thyroid, testosterone replacement and BP meds.
My pain med doctor was shocked I was still having sex, he figured after the third narcotic killed my sex drive. My DO who is very strong into natural solutions but is willing to prescribe narcotics in conjunction with my pain med doc, pop is my advocate for frequent sex, its nice having him tell my wife I need sex.
It’s hell to get old but worse to get hurt.
 
absolutely, sorry about all of your health issues. I hope he can keep you going with the sex because that is a good exercise and a good release. Keep on pumping and wish I had an answer to your pain. I told my wife that my doctor said I needed sex more often than twice a week and she just laughed. I gave her the article about frequent sex prevents prostate cancer and she said I don't believe it. She has gotten into letting me be the judge when I really need that extra pump during the week although she may be worn out with the kids. Of course I told her I always need it. Stay safe and hope all is still going well. Keep it up.
 
I think the plan if time allows I am getting pegged tonight. That means she is on top and in charge. She admits it is fun but misses my jewelry in her. I don’t think I am at risk of being replaced as the dominate partner.
I don’t know where you live but here in central Ohio it is snowing.
 
Enjoy I know I’m not getting it tonight , we are both sore. Although I did suggest a quick BJ and maybe a light rimming if she wants to keep the mood going. I am a dreamer sometimes. Probably will be a quick kiss and good night . Have fun !!!
 

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